fix(init): prevent data loss when reinitializing with existing content

ci: update github-actions

.github/dependabot.yml

@@ -0,0 +1,17 @@
+# https://docs.github.com/en/code-security/dependabot/dependabot-version-updates/optimizing-pr-creation-version-updates#setting-up-a-cooldown-period-for-dependency-updates
+
+version: 2
+updates:
+  - package-ecosystem: github-actions
+    directory: /
+    schedule:
+      interval: weekly
+    # https://docs.github.com/en/code-security/dependabot/working-with-dependabot/dependabot-options-reference#groups--
+    groups:
+      actions:
+        # Combine all images of last week
+        patterns: ["*"]
+  - package-ecosystem: gomod
+    directory: /
+    schedule:
+      interval: weekly

.github/workflows/ci.yml

@@ -9,6 +9,9 @@ on:
 permissions:
   contents: read
 
+env:
+  GO_VERSION: '1.24'
+
 jobs:
   test:
     runs-on: ubuntu-latest
@@ -19,10 +22,10 @@ jobs:
       - name: Set up Go
         uses: actions/setup-go@v5
         with:
-          go-version: '1.24'
+          go-version: ${{ env.GO_VERSION }}
 
       - name: Cache Go modules
-        uses: actions/cache@v3
+        uses: actions/cache@v4
         with:
           path: ~/go/pkg/mod
           key: ${{ runner.os }}-go-${{ hashFiles('**/go.sum') }}
@@ -44,9 +47,9 @@ jobs:
         run: go test -v -race -coverprofile=coverage.out ./...
 
       - name: Upload coverage to Codecov
-        uses: codecov/codecov-action@v3
+        uses: codecov/codecov-action@v5
         with:
-          file: ./coverage.out
+          files: ./coverage.out
 
   lint:
     runs-on: ubuntu-latest
@@ -57,10 +60,10 @@ jobs:
       - name: Set up Go
         uses: actions/setup-go@v5
         with:
-          go-version: '1.24'
+          go-version: ${{ env.GO_VERSION }}
 
       - name: golangci-lint
-        uses: golangci/golangci-lint-action@v3
+        uses: golangci/golangci-lint-action@v8
         with:
           version: latest
 
@@ -74,7 +77,7 @@ jobs:
       - name: Set up Go
         uses: actions/setup-go@v5
         with:
-          go-version: '1.24'
+          go-version: ${{ env.GO_VERSION }}
 
       - name: Build
         run: go build -v ./...

.gitignore

@@ -44,3 +44,6 @@ desktop.ini
 
 # GoReleaser artifacts
 goreleaser/
+*.md
+!/README.md
+!/RELEASE.md

README.md

@@ -2,11 +2,18 @@
 
 **Git-native dotfiles management that doesn't suck.**
 
-Move your dotfiles to `~/.config/lnk`, symlink them back, and use Git like normal. That's it.
+Lnk makes managing your dotfiles straightforward, no tedious setups, no complex configurations. Just tell Lnk what files you want tracked, and it'll automatically move them into a tidy Git repository under `~/.config/lnk`. It then creates clean, portable symlinks back to their original locations. Easy.
+
+Why bother with Lnk instead of plain old Git or other dotfile managers? Unlike traditional methods, Lnk automates the boring parts: safely relocating files, handling host-specific setups, bulk operations for multiple files, recursive directory processing, and even running your custom bootstrap scripts automatically. This means fewer manual steps and less chance of accidentally overwriting something important.
+
+With Lnk, your dotfiles setup stays organized and effortlessly portable, letting you spend more time doing real work, not wrestling with configuration files.
 
 ```bash
-lnk init
+lnk init -r git@github.com:user/dotfiles.git    # Clones & runs bootstrap automatically
-lnk add ~/.vimrc ~/.bashrc
+lnk add ~/.vimrc ~/.bashrc ~/.gitconfig         # Multiple files at once
+lnk add --recursive ~/.config/nvim              # Process directory contents
+lnk add --dry-run ~/.tmux.conf                  # Preview changes first
+lnk add --host work ~/.ssh/config               # Host-specific config
 lnk push "setup"
 ```
 
@@ -19,7 +26,6 @@ curl -sSL https://raw.githubusercontent.com/yarlson/lnk/main/install.sh | bash
 
 ```bash
 # Homebrew (macOS/Linux)
-brew tap yarlson/lnk
 brew install lnk
 ```
 
@@ -42,111 +48,323 @@ git clone https://github.com/yarlson/lnk.git && cd lnk && go build . && sudo mv
 # Fresh start
 lnk init
 
-# With existing repo
+# With existing repo (runs bootstrap automatically)
 lnk init -r git@github.com:user/dotfiles.git
+
+# Skip automatic bootstrap
+lnk init -r git@github.com:user/dotfiles.git --no-bootstrap
+
+# Force initialization (WARNING: overwrites existing managed files)
+lnk init -r git@github.com:user/dotfiles.git --force
+
+# Run bootstrap script manually
+lnk bootstrap
 ```
 
 ### Daily workflow
 
 ```bash
-# Add files/directories
+# Add multiple files at once (common config)
-lnk add ~/.vimrc ~/.config/nvim ~/.gitconfig
+lnk add ~/.vimrc ~/.bashrc ~/.gitconfig ~/.tmux.conf
+
+# Add directory contents individually
+lnk add --recursive ~/.config/nvim ~/.config/zsh
+
+# Preview changes before applying
+lnk add --dry-run ~/.config/git/config
+lnk add --dry-run --recursive ~/.config/kitty
+
+# Add host-specific files (supports bulk operations)
+lnk add --host laptop ~/.ssh/config ~/.aws/credentials
+lnk add --host work ~/.gitconfig ~/.ssh/config
 
 # List managed files
-lnk list
+lnk list                    # Common config only
+lnk list --host laptop      # Laptop-specific config
+lnk list --all              # All configurations
 
 # Check status
 lnk status
 
 # Sync changes
 lnk push "updated vim config"
-lnk pull
+lnk pull                    # Pull common config
+lnk pull --host laptop      # Pull laptop-specific config
 ```
 
 ## How it works
 
 ```
+Common files:
 Before: ~/.vimrc (file)
 After:  ~/.vimrc -> ~/.config/lnk/.vimrc (symlink)
+
+Host-specific files:
+Before: ~/.ssh/config (file)
+After:  ~/.ssh/config -> ~/.config/lnk/laptop.lnk/.ssh/config (symlink)
 ```
 
-Your files live in `~/.config/lnk` (a Git repo). Lnk creates symlinks back to original locations. Edit files normally, use Git normally.
+Your files live in `~/.config/lnk` (a Git repo). Common files go in the root, host-specific files go in `<host>.lnk/` subdirectories. Lnk creates symlinks back to original locations. Edit files normally, use Git normally.
+
+## Safety Features
+
+Lnk includes built-in safety checks to prevent accidental data loss:
+
+### Data Loss Prevention
+
+```bash
+# This will be blocked if you already have managed files
+lnk init -r git@github.com:user/dotfiles.git
+# ❌ Directory ~/.config/lnk already contains managed files
+#    💡 Use 'lnk pull' to update from remote instead of 'lnk init -r'
+
+# Use pull instead to safely update
+lnk pull
+
+# Or force if you understand the risks (shows warning only when needed)
+lnk init -r git@github.com:user/dotfiles.git --force
+# ⚠️  Using --force flag: This will overwrite existing managed files
+#    💡 Only use this if you understand the risks
+```
+
+### Smart Warnings
+
+- **Contextual alerts**: Warnings only appear when there are actually managed files to overwrite
+- **Clear guidance**: Error messages suggest the correct command to use
+- **Force override**: Advanced users can bypass safety checks when needed
+
+## Bootstrap Support
+
+Lnk automatically runs bootstrap scripts when cloning dotfiles repositories, making it easy to set up your development environment. Just add a `bootstrap.sh` file to your dotfiles repo.
+
+### Examples
+
+**Simple bootstrap script:**
+
+```bash
+#!/bin/bash
+# bootstrap.sh
+echo "Setting up development environment..."
+
+# Install Homebrew (macOS)
+if ! command -v brew &> /dev/null; then
+    /bin/bash -c "$(curl -fsSL https://raw.githubusercontent.com/Homebrew/install/HEAD/install.sh)"
+fi
+
+# Install packages
+brew install git vim tmux
+
+echo "✅ Setup complete!"
+```
+
+**Usage:**
+
+```bash
+# Automatic bootstrap on clone
+lnk init -r git@github.com:you/dotfiles.git
+# → Clones repo and runs bootstrap script automatically
+
+# Skip bootstrap if needed
+lnk init -r git@github.com:you/dotfiles.git --no-bootstrap
+
+# Run bootstrap manually later
+lnk bootstrap
+```
+
+## Multihost Support
+
+Lnk supports both **common configurations** (shared across all machines) and **host-specific configurations** (unique per machine).
+
+### File Organization
+
+```
+~/.config/lnk/
+├── .lnk                    # Tracks common files
+├── .lnk.laptop             # Tracks laptop-specific files
+├── .lnk.work               # Tracks work-specific files
+├── .vimrc                  # Common file
+├── .gitconfig              # Common file
+├── laptop.lnk/             # Laptop-specific storage
+│   ├── .ssh/
+│   │   └── config
+│   └── .tmux.conf
+└── work.lnk/               # Work-specific storage
+    ├── .ssh/
+    │   └── config
+    └── .gitconfig
+```
+
+### Usage Patterns
+
+```bash
+# Common config (shared everywhere) - supports multiple files
+lnk add ~/.vimrc ~/.bashrc ~/.gitconfig ~/.tmux.conf
+
+# Process directory contents individually
+lnk add --recursive ~/.config/nvim ~/.config/zsh
+
+# Preview operations before making changes
+lnk add --dry-run ~/.config/alacritty/alacritty.yml
+lnk add --dry-run --recursive ~/.config/i3
+
+# Host-specific config (unique per machine) - supports bulk operations
+lnk add --host $(hostname) ~/.ssh/config ~/.aws/credentials
+lnk add --host work ~/.gitconfig ~/.npmrc
+
+# List configurations
+lnk list                    # Common only
+lnk list --host work        # Work host only
+lnk list --all              # Everything
+
+# Pull configurations
+lnk pull                    # Common config
+lnk pull --host work        # Work-specific config
+```
 
 ## Why not just Git?
 
 You could `git init ~/.config/lnk` and manually symlink everything. Lnk just automates the tedious parts:
 
-- Moving files safely
+- Moving files safely (with atomic operations)
 - Creating relative symlinks
-- Handling conflicts
+- Handling conflicts and rollback
 - Tracking what's managed
+- Processing multiple files efficiently
+- Recursive directory traversal
+- Preview mode for safety
 
 ## Examples
 
 ### First time setup
 
 ```bash
+# Clone dotfiles and run bootstrap automatically
 lnk init -r git@github.com:you/dotfiles.git
-lnk add ~/.bashrc ~/.vimrc ~/.gitconfig
+# → Downloads dependencies, installs packages, configures environment
+
+# Add common config (shared across all machines) - multiple files at once
+lnk add ~/.bashrc ~/.vimrc ~/.gitconfig ~/.tmux.conf
+
+# Add configuration directories individually
+lnk add --recursive ~/.config/nvim ~/.config/zsh
+
+# Preview before adding sensitive files
+lnk add --dry-run ~/.ssh/id_rsa.pub
+lnk add ~/.ssh/id_rsa.pub  # Add after verification
+
+# Add host-specific config (supports bulk operations)
+lnk add --host $(hostname) ~/.ssh/config ~/.aws/credentials
+
 lnk push "initial setup"
 ```
 
 ### On a new machine
 
 ```bash
+# Bootstrap runs automatically
 lnk init -r git@github.com:you/dotfiles.git
-lnk pull  # auto-creates symlinks
+# → Sets up environment, installs dependencies
+
+# Pull common config
+lnk pull
+
+# Pull host-specific config (if it exists)
+lnk pull --host $(hostname)
+
+# Or run bootstrap manually if needed
+lnk bootstrap
 ```
 
 ### Daily edits
 
 ```bash
 vim ~/.vimrc                    # edit normally
-lnk list               # see what's managed
+lnk list                        # see common config
+lnk list --host $(hostname)     # see host-specific config
+lnk list --all                  # see everything
 lnk status                      # check what changed
 lnk push "new plugins"          # commit & push
 ```
 
+### Multi-machine workflow
+
+```bash
+# On your laptop - use bulk operations for efficiency
+lnk add --host laptop ~/.ssh/config ~/.aws/credentials ~/.npmrc
+lnk add ~/.vimrc ~/.bashrc ~/.gitconfig    # Common config (multiple files)
+lnk push "laptop configuration"
+
+# On your work machine
+lnk pull                                   # Get common config
+lnk add --host work ~/.gitconfig ~/.ssh/config
+lnk add --recursive ~/.config/work-tools  # Work-specific tools
+lnk push "work configuration"
+
+# Back on laptop
+lnk pull                                   # Get updates (work config won't affect laptop)
+```
+
 ## Commands
 
-- `lnk init [-r remote]` - Create repo
+- `lnk init [-r remote] [--no-bootstrap] [--force]` - Create repo (runs bootstrap automatically)
-- `lnk add <files>` - Move files to repo, create symlinks
+- `lnk add [--host HOST] [--recursive] [--dry-run] <files>...` - Move files to repo, create symlinks
-- `lnk rm <files>` - Move files back, remove symlinks
+- `lnk rm [--host HOST] <files>` - Move files back, remove symlinks
-- `lnk list` - List files managed by lnk
+- `lnk list [--host HOST] [--all]` - List files managed by lnk
 - `lnk status` - Git status + sync info
 - `lnk push [msg]` - Stage all, commit, push
-- `lnk pull` - Pull + restore missing symlinks
+- `lnk pull [--host HOST]` - Pull + restore missing symlinks
+- `lnk bootstrap` - Run bootstrap script manually
+
+### Command Options
+
+- `--host HOST` - Manage files for specific host (default: common configuration)
+- `--recursive, -r` - Add directory contents individually instead of the directory as a whole
+- `--dry-run, -n` - Show what would be added without making changes
+- `--all` - Show all configurations (common + all hosts) when listing
+- `-r, --remote URL` - Clone from remote URL when initializing
+- `--no-bootstrap` - Skip automatic execution of bootstrap script after cloning
+- `--force` - Force initialization even if directory contains managed files (WARNING: overwrites existing content)
+
+### Add Command Examples
+
+```bash
+# Multiple files at once
+lnk add ~/.bashrc ~/.vimrc ~/.gitconfig
+
+# Recursive directory processing
+lnk add --recursive ~/.config/nvim
+
+# Preview changes first
+lnk add --dry-run ~/.ssh/config
+lnk add --dry-run --recursive ~/.config/kitty
+
+# Host-specific bulk operations
+lnk add --host work ~/.gitconfig ~/.ssh/config ~/.npmrc
+```
 
 ## Technical bits
 
 - **Single binary** (~8MB, no deps)
 - **Relative symlinks** (portable)
 - **XDG compliant** (`~/.config/lnk`)
+- **Multihost support** (common + host-specific configs)
+- **Bootstrap support** (automatic environment setup)
+- **Bulk operations** (multiple files, atomic transactions)
+- **Recursive processing** (directory contents individually)
+- **Preview mode** (dry-run for safety)
+- **Data loss prevention** (safety checks with contextual warnings)
+- **Git-native** (standard Git repo, no special formats)
 
 ## Alternatives
 
 | Tool    | Complexity | Why choose it                                                                             |
-| ------- | ---------- | ------------------------------------- |
+| ------- | ---------- | ----------------------------------------------------------------------------------------- |
-| **lnk** | Minimal    | Just works, no config, Git-native     |
+| **lnk** | Minimal    | Just works, no config, Git-native, multihost, bootstrap, bulk ops, dry-run, safety checks |
 | chezmoi | High       | Templates, encryption, cross-platform                                                     |
 | yadm    | Medium     | Git power user, encryption                                                                |
 | dotbot  | Low        | YAML config, basic features                                                               |
 | stow    | Low        | Perl, symlink only                                                                        |
 
-## FAQ
-
-**Q: What if I already have dotfiles in Git?**  
-A: `git clone your-repo ~/.config/lnk && lnk add ~/.vimrc` (adopts existing files)
-
-**Q: How do I handle machine-specific configs?**  
-A: Git branches, or just don't manage machine-specific files with lnk
-
-**Q: Windows support?**  
-A: Symlinks work on Windows 10+, but untested
-
-**Q: Production ready?**  
-A: I use it daily. It won't break your files. API might change (pre-1.0).
-
 ## Contributing
 
 ```bash

cmd/add.go

@@ -1,7 +1,6 @@
 package cmd
 
 import (
-	"fmt"
 	"path/filepath"
 
 	"github.com/spf13/cobra"
@@ -9,25 +8,157 @@ import (
 )
 
 func newAddCmd() *cobra.Command {
-	return &cobra.Command{
+	cmd := &cobra.Command{
-		Use:          "add <file>",
+		Use:   "add <file>...",
-		Short:        "✨ Add a file to lnk management",
+		Short: "✨ Add files to lnk management",
-		Long:         "Moves a file to the lnk repository and creates a symlink in its place.",
+		Long: `Moves files to the lnk repository and creates symlinks in their place. Supports multiple files.
-		Args:         cobra.ExactArgs(1),
-		SilenceUsage: true,
-		RunE: func(cmd *cobra.Command, args []string) error {
-			filePath := args[0]
 
-			lnk := core.NewLnk()
+Examples:
-			if err := lnk.Add(filePath); err != nil {
+  lnk add ~/.bashrc ~/.vimrc          # Add multiple files at once
-				return fmt.Errorf("failed to add file: %w", err)
+  lnk add --recursive ~/.config/nvim  # Add directory contents individually  
+  lnk add --dry-run ~/.gitconfig      # Preview what would be added
+  lnk add --host work ~/.ssh/config   # Add host-specific configuration
+
+The --recursive flag processes directory contents individually instead of treating 
+the directory as a single unit. This is useful for configuration directories where
+you want each file managed separately.
+
+The --dry-run flag shows you exactly what files would be added without making any
+changes to your system - perfect for verification before bulk operations.`,
+		Args:          cobra.MinimumNArgs(1),
+		SilenceUsage:  true,
+		SilenceErrors: true,
+		RunE: func(cmd *cobra.Command, args []string) error {
+			host, _ := cmd.Flags().GetString("host")
+			recursive, _ := cmd.Flags().GetBool("recursive")
+			dryRun, _ := cmd.Flags().GetBool("dry-run")
+			lnk := core.NewLnk(core.WithHost(host))
+
+			// Handle dry-run mode
+			if dryRun {
+				files, err := lnk.PreviewAdd(args, recursive)
+				if err != nil {
+					return err
 				}
 
+				// Display preview output
+				if recursive {
+					printf(cmd, "🔍 \033[1mWould add %d files recursively:\033[0m\n", len(files))
+				} else {
+					printf(cmd, "🔍 \033[1mWould add %d files:\033[0m\n", len(files))
+				}
+
+				// List files that would be added
+				for _, file := range files {
+					basename := filepath.Base(file)
+					printf(cmd, "   📄 \033[90m%s\033[0m\n", basename)
+				}
+
+				printf(cmd, "\n💡 \033[33mTo proceed:\033[0m run without --dry-run flag\n")
+				return nil
+			}
+
+			// Handle recursive mode
+			if recursive {
+				// Get preview to count files first for better output
+				previewFiles, err := lnk.PreviewAdd(args, recursive)
+				if err != nil {
+					return err
+				}
+
+				// Create progress callback for CLI display
+				progressCallback := func(current, total int, currentFile string) {
+					printf(cmd, "\r⏳ Processing %d/%d: %s", current, total, currentFile)
+				}
+
+				if err := lnk.AddRecursiveWithProgress(args, progressCallback); err != nil {
+					return err
+				}
+
+				// Clear progress line and show completion
+				printf(cmd, "\r")
+
+				// Store processed file count for display
+				args = previewFiles // Replace args with actual files for display
+			} else {
+				// Use appropriate method based on number of files
+				if len(args) == 1 {
+					// Single file - use existing Add method for backward compatibility
+					if err := lnk.Add(args[0]); err != nil {
+						return err
+					}
+				} else {
+					// Multiple files - use AddMultiple for atomic operation
+					if err := lnk.AddMultiple(args); err != nil {
+						return err
+					}
+				}
+			}
+
+			// Display results
+			if recursive {
+				// Recursive mode - show enhanced message with count
+				if host != "" {
+					printf(cmd, "✨ \033[1mAdded %d files recursively to lnk (host: %s)\033[0m\n", len(args), host)
+				} else {
+					printf(cmd, "✨ \033[1mAdded %d files recursively to lnk\033[0m\n", len(args))
+				}
+
+				// Show some of the files that were added (limit to first few for readability)
+				filesToShow := len(args)
+				if filesToShow > 5 {
+					filesToShow = 5
+				}
+
+				for i := 0; i < filesToShow; i++ {
+					basename := filepath.Base(args[i])
+					if host != "" {
+						printf(cmd, "   🔗 \033[90m%s\033[0m → \033[36m~/.config/lnk/%s.lnk/...\033[0m\n", basename, host)
+					} else {
+						printf(cmd, "   🔗 \033[90m%s\033[0m → \033[36m~/.config/lnk/...\033[0m\n", basename)
+					}
+				}
+
+				if len(args) > 5 {
+					printf(cmd, "   \033[90m... and %d more files\033[0m\n", len(args)-5)
+				}
+			} else if len(args) == 1 {
+				// Single file - maintain existing output format for backward compatibility
+				filePath := args[0]
 				basename := filepath.Base(filePath)
+				if host != "" {
+					printf(cmd, "✨ \033[1mAdded %s to lnk (host: %s)\033[0m\n", basename, host)
+					printf(cmd, "   🔗 \033[90m%s\033[0m → \033[36m~/.config/lnk/%s.lnk/%s\033[0m\n", filePath, host, filePath)
+				} else {
 					printf(cmd, "✨ \033[1mAdded %s to lnk\033[0m\n", basename)
-			printf(cmd, "   🔗 \033[90m%s\033[0m → \033[36m~/.config/lnk/%s\033[0m\n", filePath, basename)
+					printf(cmd, "   🔗 \033[90m%s\033[0m → \033[36m~/.config/lnk/%s\033[0m\n", filePath, filePath)
+				}
+			} else {
+				// Multiple files - show summary
+				if host != "" {
+					printf(cmd, "✨ \033[1mAdded %d items to lnk (host: %s)\033[0m\n", len(args), host)
+				} else {
+					printf(cmd, "✨ \033[1mAdded %d items to lnk\033[0m\n", len(args))
+				}
+
+				// List each added file
+				for _, filePath := range args {
+					basename := filepath.Base(filePath)
+					if host != "" {
+						printf(cmd, "   🔗 \033[90m%s\033[0m → \033[36m~/.config/lnk/%s.lnk/...\033[0m\n", basename, host)
+					} else {
+						printf(cmd, "   🔗 \033[90m%s\033[0m → \033[36m~/.config/lnk/...\033[0m\n", basename)
+					}
+				}
+			}
+
 			printf(cmd, "   📝 Use \033[1mlnk push\033[0m to sync to remote\n")
 			return nil
 		},
 	}
+
+	cmd.Flags().StringP("host", "H", "", "Manage file for specific host (default: common configuration)")
+	cmd.Flags().BoolP("recursive", "r", false, "Add directory contents individually instead of the directory as a whole")
+	cmd.Flags().BoolP("dry-run", "n", false, "Show what would be added without making changes")
+	return cmd
 }

cmd/bootstrap.go

@@ -0,0 +1,45 @@
+package cmd
+
+import (
+	"github.com/spf13/cobra"
+	"github.com/yarlson/lnk/internal/core"
+)
+
+func newBootstrapCmd() *cobra.Command {
+	return &cobra.Command{
+		Use:           "bootstrap",
+		Short:         "🚀 Run the bootstrap script to set up your environment",
+		Long:          "Executes the bootstrap script from your dotfiles repository to install dependencies and configure your system.",
+		SilenceUsage:  true,
+		SilenceErrors: true,
+		RunE: func(cmd *cobra.Command, args []string) error {
+			lnk := core.NewLnk()
+
+			scriptPath, err := lnk.FindBootstrapScript()
+			if err != nil {
+				return err
+			}
+
+			if scriptPath == "" {
+				printf(cmd, "💡 \033[33mNo bootstrap script found\033[0m\n")
+				printf(cmd, "   📝 Create a \033[1mbootstrap.sh\033[0m file in your dotfiles repository:\n")
+				printf(cmd, "      \033[90m#!/bin/bash\033[0m\n")
+				printf(cmd, "      \033[90mecho \"Setting up environment...\"\033[0m\n")
+				printf(cmd, "      \033[90m# Your setup commands here\033[0m\n")
+				return nil
+			}
+
+			printf(cmd, "🚀 \033[1mRunning bootstrap script\033[0m\n")
+			printf(cmd, "   📄 Script: \033[36m%s\033[0m\n", scriptPath)
+			printf(cmd, "\n")
+
+			if err := lnk.RunBootstrapScript(scriptPath); err != nil {
+				return err
+			}
+
+			printf(cmd, "\n✅ \033[1;32mBootstrap completed successfully!\033[0m\n")
+			printf(cmd, "   🎉 Your environment is ready to use\n")
+			return nil
+		},
+	}
+}

cmd/init.go

@@ -1,8 +1,6 @@
 package cmd
 
 import (
-	"fmt"
-
 	"github.com/spf13/cobra"
 	"github.com/yarlson/lnk/internal/core"
 )
@@ -13,18 +11,55 @@ func newInitCmd() *cobra.Command {
 		Short:         "🎯 Initialize a new lnk repository",
 		Long:          "Creates the lnk directory and initializes a Git repository for managing dotfiles.",
 		SilenceUsage:  true,
+		SilenceErrors: true,
 		RunE: func(cmd *cobra.Command, args []string) error {
 			remote, _ := cmd.Flags().GetString("remote")
+			noBootstrap, _ := cmd.Flags().GetBool("no-bootstrap")
+			force, _ := cmd.Flags().GetBool("force")
 
 			lnk := core.NewLnk()
-			if err := lnk.InitWithRemote(remote); err != nil {
+
-				return fmt.Errorf("failed to initialize lnk: %w", err)
+			// Show warning when force is used and there are managed files to overwrite
+			if force && remote != "" && lnk.HasUserContent() {
+				printf(cmd, "⚠️  \033[33mUsing --force flag: This will overwrite existing managed files\033[0m\n")
+				printf(cmd, "   💡 Only use this if you understand the risks\n\n")
+			}
+
+			if err := lnk.InitWithRemoteForce(remote, force); err != nil {
+				return err
 			}
 
 			if remote != "" {
 				printf(cmd, "🎯 \033[1mInitialized lnk repository\033[0m\n")
 				printf(cmd, "   📦 Cloned from: \033[36m%s\033[0m\n", remote)
 				printf(cmd, "   📁 Location: \033[90m~/.config/lnk\033[0m\n")
+
+				// Try to run bootstrap script if not disabled
+				if !noBootstrap {
+					printf(cmd, "\n🔍 \033[1mLooking for bootstrap script...\033[0m\n")
+
+					scriptPath, err := lnk.FindBootstrapScript()
+					if err != nil {
+						return err
+					}
+
+					if scriptPath != "" {
+						printf(cmd, "   ✅ Found bootstrap script: \033[36m%s\033[0m\n", scriptPath)
+						printf(cmd, "\n🚀 \033[1mRunning bootstrap script...\033[0m\n")
+						printf(cmd, "\n")
+
+						if err := lnk.RunBootstrapScript(scriptPath); err != nil {
+							printf(cmd, "\n⚠️  \033[33mBootstrap script failed, but repository was initialized successfully\033[0m\n")
+							printf(cmd, "   💡 You can run it manually with: \033[1mlnk bootstrap\033[0m\n")
+							printf(cmd, "   🔧 Error: %v\n", err)
+						} else {
+							printf(cmd, "\n✅ \033[1;32mBootstrap completed successfully!\033[0m\n")
+						}
+					} else {
+						printf(cmd, "   💡 No bootstrap script found\n")
+					}
+				}
+
 				printf(cmd, "\n💡 \033[33mNext steps:\033[0m\n")
 				printf(cmd, "   • Run \033[1mlnk pull\033[0m to restore symlinks\n")
 				printf(cmd, "   • Use \033[1mlnk add <file>\033[0m to manage new files\n")
@@ -41,5 +76,7 @@ func newInitCmd() *cobra.Command {
 	}
 
 	cmd.Flags().StringP("remote", "r", "", "Clone from remote URL instead of creating empty repository")
+	cmd.Flags().Bool("no-bootstrap", false, "Skip automatic execution of bootstrap script after cloning")
+	cmd.Flags().Bool("force", false, "Force initialization even if directory contains managed files (WARNING: This will overwrite existing content)")
 	return cmd
 }

cmd/list.go

@@ -1,32 +1,59 @@
 package cmd
 
 import (
-	"fmt"
+	"os"
+	"path/filepath"
+	"strings"
 
 	"github.com/spf13/cobra"
 	"github.com/yarlson/lnk/internal/core"
 )
 
 func newListCmd() *cobra.Command {
-	return &cobra.Command{
+	cmd := &cobra.Command{
 		Use:           "list",
 		Short:         "📋 List files managed by lnk",
 		Long:          "Display all files and directories currently managed by lnk.",
 		SilenceUsage:  true,
+		SilenceErrors: true,
 		RunE: func(cmd *cobra.Command, args []string) error {
+			host, _ := cmd.Flags().GetString("host")
+			all, _ := cmd.Flags().GetBool("all")
+
+			if host != "" {
+				// Show specific host configuration
+				return listHostConfig(cmd, host)
+			}
+
+			if all {
+				// Show all configurations (common + all hosts)
+				return listAllConfigs(cmd)
+			}
+
+			// Default: show common configuration
+			return listCommonConfig(cmd)
+		},
+	}
+
+	cmd.Flags().StringP("host", "H", "", "List files for specific host")
+	cmd.Flags().BoolP("all", "a", false, "List files for all hosts and common configuration")
+	return cmd
+}
+
+func listCommonConfig(cmd *cobra.Command) error {
 	lnk := core.NewLnk()
 	managedItems, err := lnk.List()
 	if err != nil {
-				return fmt.Errorf("failed to list managed items: %w", err)
+		return err
 	}
 
 	if len(managedItems) == 0 {
-				printf(cmd, "📋 \033[1mNo files currently managed by lnk\033[0m\n")
+		printf(cmd, "📋 \033[1mNo files currently managed by lnk (common)\033[0m\n")
 		printf(cmd, "   💡 Use \033[1mlnk add <file>\033[0m to start managing files\n")
 		return nil
 	}
 
-			printf(cmd, "📋 \033[1mFiles managed by lnk\033[0m (\033[36m%d item", len(managedItems))
+	printf(cmd, "📋 \033[1mFiles managed by lnk (common)\033[0m (\033[36m%d item", len(managedItems))
 	if len(managedItems) > 1 {
 		printf(cmd, "s")
 	}
@@ -38,6 +65,129 @@ func newListCmd() *cobra.Command {
 
 	printf(cmd, "\n💡 Use \033[1mlnk status\033[0m to check sync status\n")
 	return nil
-		},
+}
-	}
+
+func listHostConfig(cmd *cobra.Command, host string) error {
+	lnk := core.NewLnk(core.WithHost(host))
+	managedItems, err := lnk.List()
+	if err != nil {
+		return err
+	}
+
+	if len(managedItems) == 0 {
+		printf(cmd, "📋 \033[1mNo files currently managed by lnk (host: %s)\033[0m\n", host)
+		printf(cmd, "   💡 Use \033[1mlnk add --host %s <file>\033[0m to start managing files\n", host)
+		return nil
+	}
+
+	printf(cmd, "📋 \033[1mFiles managed by lnk (host: %s)\033[0m (\033[36m%d item", host, len(managedItems))
+	if len(managedItems) > 1 {
+		printf(cmd, "s")
+	}
+	printf(cmd, "\033[0m):\n\n")
+
+	for _, item := range managedItems {
+		printf(cmd, "   🔗 \033[36m%s\033[0m\n", item)
+	}
+
+	printf(cmd, "\n💡 Use \033[1mlnk status\033[0m to check sync status\n")
+	return nil
+}
+
+func listAllConfigs(cmd *cobra.Command) error {
+	// List common configuration
+	printf(cmd, "📋 \033[1mAll configurations managed by lnk\033[0m\n\n")
+
+	lnk := core.NewLnk()
+	commonItems, err := lnk.List()
+	if err != nil {
+		return err
+	}
+
+	printf(cmd, "🌐 \033[1mCommon configuration\033[0m (\033[36m%d item", len(commonItems))
+	if len(commonItems) > 1 {
+		printf(cmd, "s")
+	}
+	printf(cmd, "\033[0m):\n")
+
+	if len(commonItems) == 0 {
+		printf(cmd, "   \033[90m(no files)\033[0m\n")
+	} else {
+		for _, item := range commonItems {
+			printf(cmd, "   🔗 \033[36m%s\033[0m\n", item)
+		}
+	}
+
+	// Find all host-specific configurations
+	hosts, err := findHostConfigs()
+	if err != nil {
+		return err
+	}
+
+	for _, host := range hosts {
+		printf(cmd, "\n🖥️  \033[1mHost: %s\033[0m", host)
+
+		hostLnk := core.NewLnk(core.WithHost(host))
+		hostItems, err := hostLnk.List()
+		if err != nil {
+			printf(cmd, " \033[31m(error: %v)\033[0m\n", err)
+			continue
+		}
+
+		printf(cmd, " (\033[36m%d item", len(hostItems))
+		if len(hostItems) > 1 {
+			printf(cmd, "s")
+		}
+		printf(cmd, "\033[0m):\n")
+
+		if len(hostItems) == 0 {
+			printf(cmd, "   \033[90m(no files)\033[0m\n")
+		} else {
+			for _, item := range hostItems {
+				printf(cmd, "   🔗 \033[36m%s\033[0m\n", item)
+			}
+		}
+	}
+
+	printf(cmd, "\n💡 Use \033[1mlnk list --host <hostname>\033[0m to see specific host configuration\n")
+	return nil
+}
+
+func findHostConfigs() ([]string, error) {
+	repoPath := getRepoPath()
+
+	// Check if repo exists
+	if _, err := os.Stat(repoPath); os.IsNotExist(err) {
+		return []string{}, nil
+	}
+
+	entries, err := os.ReadDir(repoPath)
+	if err != nil {
+		return nil, err
+	}
+
+	var hosts []string
+	for _, entry := range entries {
+		name := entry.Name()
+		// Look for .lnk.<hostname> files
+		if strings.HasPrefix(name, ".lnk.") && name != ".lnk" {
+			host := strings.TrimPrefix(name, ".lnk.")
+			hosts = append(hosts, host)
+		}
+	}
+
+	return hosts, nil
+}
+
+func getRepoPath() string {
+	xdgConfig := os.Getenv("XDG_CONFIG_HOME")
+	if xdgConfig == "" {
+		homeDir, err := os.UserHomeDir()
+		if err != nil {
+			xdgConfig = "."
+		} else {
+			xdgConfig = filepath.Join(homeDir, ".config")
+		}
+	}
+	return filepath.Join(xdgConfig, "lnk")
 }

cmd/pull.go

@@ -1,27 +1,33 @@
 package cmd
 
 import (
-	"fmt"
-
 	"github.com/spf13/cobra"
 	"github.com/yarlson/lnk/internal/core"
 )
 
 func newPullCmd() *cobra.Command {
-	return &cobra.Command{
+	cmd := &cobra.Command{
 		Use:           "pull",
 		Short:         "⬇️ Pull changes from remote and restore symlinks",
 		Long:          "Fetches changes from remote repository and automatically restores symlinks for all managed files.",
 		SilenceUsage:  true,
+		SilenceErrors: true,
 		RunE: func(cmd *cobra.Command, args []string) error {
-			lnk := core.NewLnk()
+			host, _ := cmd.Flags().GetString("host")
+
+			lnk := core.NewLnk(core.WithHost(host))
+
 			restored, err := lnk.Pull()
 			if err != nil {
-				return fmt.Errorf("failed to pull changes: %w", err)
+				return err
 			}
 
 			if len(restored) > 0 {
+				if host != "" {
+					printf(cmd, "⬇️  \033[1;32mSuccessfully pulled changes (host: %s)\033[0m\n", host)
+				} else {
 					printf(cmd, "⬇️  \033[1;32mSuccessfully pulled changes\033[0m\n")
+				}
 				printf(cmd, "   🔗 Restored \033[1m%d symlink", len(restored))
 				if len(restored) > 1 {
 					printf(cmd, "s")
@@ -31,8 +37,12 @@ func newPullCmd() *cobra.Command {
 					printf(cmd, "      ✨ \033[36m%s\033[0m\n", file)
 				}
 				printf(cmd, "\n   🎉 Your dotfiles are synced and ready!\n")
+			} else {
+				if host != "" {
+					printf(cmd, "⬇️  \033[1;32mSuccessfully pulled changes (host: %s)\033[0m\n", host)
 				} else {
 					printf(cmd, "⬇️  \033[1;32mSuccessfully pulled changes\033[0m\n")
+				}
 				printf(cmd, "   ✅ All symlinks already in place\n")
 				printf(cmd, "   🎉 Everything is up to date!\n")
 			}
@@ -40,4 +50,7 @@ func newPullCmd() *cobra.Command {
 			return nil
 		},
 	}
+
+	cmd.Flags().StringP("host", "H", "", "Pull and restore symlinks for specific host (default: common configuration)")
+	return cmd
 }

cmd/push.go

@@ -1,8 +1,6 @@
 package cmd
 
 import (
-	"fmt"
-
 	"github.com/spf13/cobra"
 	"github.com/yarlson/lnk/internal/core"
 )
@@ -14,6 +12,7 @@ func newPushCmd() *cobra.Command {
 		Long:          "Stages all changes, creates a sync commit with the provided message, and pushes to remote.",
 		Args:          cobra.MaximumNArgs(1),
 		SilenceUsage:  true,
+		SilenceErrors: true,
 		RunE: func(cmd *cobra.Command, args []string) error {
 			message := "lnk: sync configuration files"
 			if len(args) > 0 {
@@ -22,7 +21,7 @@ func newPushCmd() *cobra.Command {
 
 			lnk := core.NewLnk()
 			if err := lnk.Push(message); err != nil {
-				return fmt.Errorf("failed to push changes: %w", err)
+				return err
 			}
 
 			printf(cmd, "🚀 \033[1;32mSuccessfully pushed changes\033[0m\n")

cmd/rm.go

@@ -1,7 +1,6 @@
 package cmd
 
 import (
-	"fmt"
 	"path/filepath"
 
 	"github.com/spf13/cobra"
@@ -9,25 +8,36 @@ import (
 )
 
 func newRemoveCmd() *cobra.Command {
-	return &cobra.Command{
+	cmd := &cobra.Command{
 		Use:           "rm <file>",
 		Short:         "🗑️ Remove a file from lnk management",
 		Long:          "Removes a symlink and restores the original file from the lnk repository.",
 		Args:          cobra.ExactArgs(1),
 		SilenceUsage:  true,
+		SilenceErrors: true,
 		RunE: func(cmd *cobra.Command, args []string) error {
 			filePath := args[0]
+			host, _ := cmd.Flags().GetString("host")
+
+			lnk := core.NewLnk(core.WithHost(host))
 
-			lnk := core.NewLnk()
 			if err := lnk.Remove(filePath); err != nil {
-				return fmt.Errorf("failed to remove file: %w", err)
+				return err
 			}
 
 			basename := filepath.Base(filePath)
+			if host != "" {
+				printf(cmd, "🗑️  \033[1mRemoved %s from lnk (host: %s)\033[0m\n", basename, host)
+				printf(cmd, "   ↩️  \033[90m~/.config/lnk/%s.lnk/%s\033[0m → \033[36m%s\033[0m\n", host, basename, filePath)
+			} else {
 				printf(cmd, "🗑️  \033[1mRemoved %s from lnk\033[0m\n", basename)
 				printf(cmd, "   ↩️  \033[90m~/.config/lnk/%s\033[0m → \033[36m%s\033[0m\n", basename, filePath)
+			}
 			printf(cmd, "   📄 Original file restored\n")
 			return nil
 		},
 	}
+
+	cmd.Flags().StringP("host", "H", "", "Remove file from specific host configuration (default: common configuration)")
+	return cmd
 }

cmd/root.go

@@ -20,17 +20,27 @@ func NewRootCommand() *cobra.Command {
 		Long: `🔗 Lnk - Git-native dotfiles management that doesn't suck.
 
 Move your dotfiles to ~/.config/lnk, symlink them back, and use Git like normal.
-That's it.
+Supports both common configurations, host-specific setups, and bulk operations for multiple files.
 
 ✨ Examples:
   lnk init                           # Fresh start
-  lnk init -r <repo-url>      # Clone existing dotfiles
+  lnk init -r <repo-url>             # Clone existing dotfiles (runs bootstrap automatically)
-  lnk add ~/.vimrc ~/.bashrc  # Start managing files
+  lnk add ~/.vimrc ~/.bashrc         # Start managing common files
+  lnk add --recursive ~/.config/nvim # Add directory contents individually
+  lnk add --dry-run ~/.gitconfig     # Preview changes without applying
+  lnk add --host work ~/.ssh/config  # Manage host-specific files
+  lnk list --all                     # Show all configurations
+  lnk pull --host work               # Pull host-specific changes
   lnk push "setup complete"          # Sync to remote
-  lnk pull                    # Get latest changes
+  lnk bootstrap                      # Run bootstrap script manually
 
-🎯 Simple, fast, and Git-native.`,
+🚀 Bootstrap Support:
+  Automatically runs bootstrap.sh when cloning a repository.
+  Use --no-bootstrap to disable.
+
+🎯 Simple, fast, Git-native, and multi-host ready.`,
 		SilenceUsage:  true,
+		SilenceErrors: true,
 		Version:       fmt.Sprintf("%s (built %s)", version, buildTime),
 	}
 
@@ -42,6 +52,7 @@ That's it.
 	rootCmd.AddCommand(newStatusCmd())
 	rootCmd.AddCommand(newPushCmd())
 	rootCmd.AddCommand(newPullCmd())
+	rootCmd.AddCommand(newBootstrapCmd())
 
 	return rootCmd
 }
@@ -55,7 +66,7 @@ func SetVersion(v, bt string) {
 func Execute() {
 	rootCmd := NewRootCommand()
 	if err := rootCmd.Execute(); err != nil {
-		fmt.Fprintln(os.Stderr, err)
+		_, _ = fmt.Fprintln(os.Stderr, err)
 		os.Exit(1)
 	}
 }

cmd/status.go

@@ -1,8 +1,6 @@
 package cmd
 
 import (
-	"fmt"
-
 	"github.com/spf13/cobra"
 	"github.com/yarlson/lnk/internal/core"
 )
@@ -13,11 +11,12 @@ func newStatusCmd() *cobra.Command {
 		Short:         "📊 Show repository sync status",
 		Long:          "Display how many commits ahead/behind the local repository is relative to the remote and check for uncommitted changes.",
 		SilenceUsage:  true,
+		SilenceErrors: true,
 		RunE: func(cmd *cobra.Command, args []string) error {
 			lnk := core.NewLnk()
 			status, err := lnk.Status()
 			if err != nil {
-				return fmt.Errorf("failed to get status: %w", err)
+				return err
 			}
 
 			if status.Dirty {

install.sh

@@ -18,7 +18,7 @@ INSTALL_DIR="/usr/local/bin"
 BINARY_NAME="lnk"
 
 # Fallback version if redirect fails
-FALLBACK_VERSION="v0.0.2"
+FALLBACK_VERSION="v0.3.0"
 
 # Detect OS and architecture
 detect_platform() {

internal/core/lnk.go

@@ -3,6 +3,7 @@ package core
 import (
 	"fmt"
 	"os"
+	"os/exec"
 	"path/filepath"
 	"sort"
 	"strings"
@@ -14,18 +15,72 @@ import (
 // Lnk represents the main application logic
 type Lnk struct {
 	repoPath string
+	host     string // Host-specific configuration
 	git      *git.Git
 	fs       *fs.FileSystem
 }
 
-// NewLnk creates a new Lnk instance
+type Option func(*Lnk)
-func NewLnk() *Lnk {
+
+// WithHost sets the host for host-specific configuration
+func WithHost(host string) Option {
+	return func(l *Lnk) {
+		l.host = host
+	}
+}
+
+// NewLnk creates a new Lnk instance with optional configuration
+func NewLnk(opts ...Option) *Lnk {
 	repoPath := getRepoPath()
-	return &Lnk{
+	lnk := &Lnk{
 		repoPath: repoPath,
+		host:     "",
 		git:      git.New(repoPath),
 		fs:       fs.New(),
 	}
+
+	for _, opt := range opts {
+		opt(lnk)
+	}
+
+	return lnk
+}
+
+// HasUserContent checks if the repository contains managed files
+// by looking for .lnk tracker files (common or host-specific)
+func (l *Lnk) HasUserContent() bool {
+	// Check for common tracker file
+	commonTracker := filepath.Join(l.repoPath, ".lnk")
+	if _, err := os.Stat(commonTracker); err == nil {
+		return true
+	}
+
+	// Check for host-specific tracker files if host is set
+	if l.host != "" {
+		hostTracker := filepath.Join(l.repoPath, fmt.Sprintf(".lnk.%s", l.host))
+		if _, err := os.Stat(hostTracker); err == nil {
+			return true
+		}
+	} else {
+		// If no specific host is set, check for any host-specific tracker files
+		// This handles cases where we want to detect any managed content
+		pattern := filepath.Join(l.repoPath, ".lnk.*")
+		matches, err := filepath.Glob(pattern)
+		if err == nil && len(matches) > 0 {
+			return true
+		}
+	}
+
+	return false
+}
+
+// GetCurrentHostname returns the current system hostname
+func GetCurrentHostname() (string, error) {
+	hostname, err := os.Hostname()
+	if err != nil {
+		return "", fmt.Errorf("failed to get hostname: %w", err)
+	}
+	return hostname, nil
 }
 
 // getRepoPath returns the path to the lnk repository directory
@@ -43,12 +98,22 @@ func getRepoPath() string {
 	return filepath.Join(xdgConfig, "lnk")
 }
 
-// generateRepoName creates a unique repository filename from a relative path
+// getHostStoragePath returns the storage path for host-specific or common files
-func generateRepoName(relativePath string) string {
+func (l *Lnk) getHostStoragePath() string {
-	// Replace slashes and backslashes with underscores to create valid filename
+	if l.host == "" {
-	repoName := strings.ReplaceAll(relativePath, "/", "_")
+		// Common configuration - store in root of repo
-	repoName = strings.ReplaceAll(repoName, "\\", "_")
+		return l.repoPath
-	return repoName
+	}
+	// Host-specific configuration - store in host subdirectory
+	return filepath.Join(l.repoPath, l.host+".lnk")
+}
+
+// getLnkFileName returns the appropriate .lnk tracking file name
+func (l *Lnk) getLnkFileName() string {
+	if l.host == "" {
+		return ".lnk"
+	}
+	return ".lnk." + l.host
 }
 
 // getRelativePath converts an absolute path to a relative path from home directory
@@ -82,7 +147,18 @@ func (l *Lnk) Init() error {
 
 // InitWithRemote initializes the lnk repository, optionally cloning from a remote
 func (l *Lnk) InitWithRemote(remoteURL string) error {
+	return l.InitWithRemoteForce(remoteURL, false)
+}
+
+// InitWithRemoteForce initializes the lnk repository with optional force override
+func (l *Lnk) InitWithRemoteForce(remoteURL string, force bool) error {
 	if remoteURL != "" {
+		// Safety check: prevent data loss by checking for existing managed files
+		if l.HasUserContent() {
+			if !force {
+				return fmt.Errorf("❌ Directory \033[31m%s\033[0m already contains managed files\n   💡 Use 'lnk pull' to update from remote instead of 'lnk init -r'", l.repoPath)
+			}
+		}
 		// Clone from remote
 		return l.Clone(remoteURL)
 	}
@@ -105,27 +181,17 @@ func (l *Lnk) InitWithRemote(remoteURL string) error {
 	}
 
 	// No existing repository, initialize Git repository
-	if err := l.git.Init(); err != nil {
+	return l.git.Init()
-		return fmt.Errorf("failed to initialize git repository: %w", err)
-	}
-
-	return nil
 }
 
 // Clone clones a repository from the given URL
 func (l *Lnk) Clone(url string) error {
-	if err := l.git.Clone(url); err != nil {
+	return l.git.Clone(url)
-		return fmt.Errorf("failed to clone repository: %w", err)
-	}
-	return nil
 }
 
 // AddRemote adds a remote to the repository
 func (l *Lnk) AddRemote(name, url string) error {
-	if err := l.git.AddRemote(name, url); err != nil {
+	return l.git.AddRemote(name, url)
-		return fmt.Errorf("failed to add remote %s: %w", name, err)
-	}
-	return nil
 }
 
 // Add moves a file or directory to the repository and creates a symlink
@@ -147,9 +213,15 @@ func (l *Lnk) Add(filePath string) error {
 		return fmt.Errorf("failed to get relative path: %w", err)
 	}
 
-	// Generate unique repository name from relative path
+	// Generate repository path from relative path
-	repoName := generateRepoName(relativePath)
+	storagePath := l.getHostStoragePath()
-	destPath := filepath.Join(l.repoPath, repoName)
+	destPath := filepath.Join(storagePath, relativePath)
+
+	// Ensure destination directory exists (including parent directories for host-specific files)
+	destDir := filepath.Dir(destPath)
+	if err := os.MkdirAll(destDir, 0755); err != nil {
+		return fmt.Errorf("failed to create destination directory: %w", err)
+	}
 
 	// Check if this relative path is already managed
 	managedItems, err := l.getManagedItems()
@@ -169,82 +241,208 @@ func (l *Lnk) Add(filePath string) error {
 	}
 
 	// Move to repository (handles both files and directories)
-	if info.IsDir() {
+	if err := l.fs.Move(absPath, destPath, info); err != nil {
-		if err := l.fs.MoveDirectory(absPath, destPath); err != nil {
+		return err
-			return fmt.Errorf("failed to move directory to repository: %w", err)
-		}
-	} else {
-		if err := l.fs.MoveFile(absPath, destPath); err != nil {
-			return fmt.Errorf("failed to move file to repository: %w", err)
-		}
 	}
 
 	// Create symlink
 	if err := l.fs.CreateSymlink(destPath, absPath); err != nil {
 		// Try to restore the original if symlink creation fails
-		if info.IsDir() {
+		_ = l.fs.Move(destPath, absPath, info)
-			_ = l.fs.MoveDirectory(destPath, absPath) // Ignore error in cleanup
+		return err
-		} else {
-			_ = l.fs.MoveFile(destPath, absPath) // Ignore error in cleanup
-		}
-		return fmt.Errorf("failed to create symlink: %w", err)
 	}
 
 	// Add to .lnk tracking file using relative path
 	if err := l.addManagedItem(relativePath); err != nil {
 		// Try to restore the original state if tracking fails
-		_ = os.Remove(absPath) // Ignore error in cleanup
+		_ = os.Remove(absPath)
-		if info.IsDir() {
+		_ = l.fs.Move(destPath, absPath, info)
-			_ = l.fs.MoveDirectory(destPath, absPath) // Ignore error in cleanup
-		} else {
-			_ = l.fs.MoveFile(destPath, absPath) // Ignore error in cleanup
-		}
 		return fmt.Errorf("failed to update tracking file: %w", err)
 	}
 
 	// Add both the item and .lnk file to git in a single commit
-	if err := l.git.Add(repoName); err != nil {
+	// For host-specific files, we need to add the relative path from repo root
-		// Try to restore the original state if git add fails
+	gitPath := relativePath
-		_ = os.Remove(absPath)                // Ignore error in cleanup
+	if l.host != "" {
-		_ = l.removeManagedItem(relativePath) // Ignore error in cleanup
+		gitPath = filepath.Join(l.host+".lnk", relativePath)
-		if info.IsDir() {
-			_ = l.fs.MoveDirectory(destPath, absPath) // Ignore error in cleanup
-		} else {
-			_ = l.fs.MoveFile(destPath, absPath) // Ignore error in cleanup
 	}
-		return fmt.Errorf("failed to add item to git: %w", err)
+	if err := l.git.Add(gitPath); err != nil {
+		// Try to restore the original state if git add fails
+		_ = os.Remove(absPath)
+		_ = l.removeManagedItem(relativePath)
+		_ = l.fs.Move(destPath, absPath, info)
+		return err
 	}
 
 	// Add .lnk file to the same commit
-	if err := l.git.Add(".lnk"); err != nil {
+	if err := l.git.Add(l.getLnkFileName()); err != nil {
 		// Try to restore the original state if git add fails
-		_ = os.Remove(absPath)                // Ignore error in cleanup
+		_ = os.Remove(absPath)
-		_ = l.removeManagedItem(relativePath) // Ignore error in cleanup
+		_ = l.removeManagedItem(relativePath)
-		if info.IsDir() {
+		_ = l.fs.Move(destPath, absPath, info)
-			_ = l.fs.MoveDirectory(destPath, absPath) // Ignore error in cleanup
+		return err
-		} else {
-			_ = l.fs.MoveFile(destPath, absPath) // Ignore error in cleanup
-		}
-		return fmt.Errorf("failed to add .lnk file to git: %w", err)
 	}
 
 	// Commit both changes together
 	basename := filepath.Base(relativePath)
 	if err := l.git.Commit(fmt.Sprintf("lnk: added %s", basename)); err != nil {
 		// Try to restore the original state if commit fails
-		_ = os.Remove(absPath)                // Ignore error in cleanup
+		_ = os.Remove(absPath)
-		_ = l.removeManagedItem(relativePath) // Ignore error in cleanup
+		_ = l.removeManagedItem(relativePath)
-		if info.IsDir() {
+		_ = l.fs.Move(destPath, absPath, info)
-			_ = l.fs.MoveDirectory(destPath, absPath) // Ignore error in cleanup
+		return err
-		} else {
-			_ = l.fs.MoveFile(destPath, absPath) // Ignore error in cleanup
 	}
+
+	return nil
+}
+
+// AddMultiple adds multiple files or directories to the repository in a single transaction
+func (l *Lnk) AddMultiple(paths []string) error {
+	if len(paths) == 0 {
+		return nil
+	}
+
+	// Phase 1: Validate all paths first
+	var relativePaths []string
+	var absolutePaths []string
+	var infos []os.FileInfo
+
+	for _, filePath := range paths {
+		// Validate the file or directory
+		if err := l.fs.ValidateFileForAdd(filePath); err != nil {
+			return fmt.Errorf("validation failed for %s: %w", filePath, err)
+		}
+
+		// Get absolute path
+		absPath, err := filepath.Abs(filePath)
+		if err != nil {
+			return fmt.Errorf("failed to get absolute path for %s: %w", filePath, err)
+		}
+
+		// Get relative path for tracking
+		relativePath, err := getRelativePath(absPath)
+		if err != nil {
+			return fmt.Errorf("failed to get relative path for %s: %w", filePath, err)
+		}
+
+		// Check if this relative path is already managed
+		managedItems, err := l.getManagedItems()
+		if err != nil {
+			return fmt.Errorf("failed to get managed items: %w", err)
+		}
+		for _, item := range managedItems {
+			if item == relativePath {
+				return fmt.Errorf("❌ File is already managed by lnk: \033[31m%s\033[0m", relativePath)
+			}
+		}
+
+		// Get file info
+		info, err := os.Stat(absPath)
+		if err != nil {
+			return fmt.Errorf("failed to stat path %s: %w", filePath, err)
+		}
+
+		relativePaths = append(relativePaths, relativePath)
+		absolutePaths = append(absolutePaths, absPath)
+		infos = append(infos, info)
+	}
+
+	// Phase 2: Process all files - move to repository and create symlinks
+	var rollbackActions []func() error
+
+	for i, absPath := range absolutePaths {
+		relativePath := relativePaths[i]
+		info := infos[i]
+
+		// Generate repository path from relative path
+		storagePath := l.getHostStoragePath()
+		destPath := filepath.Join(storagePath, relativePath)
+
+		// Ensure destination directory exists
+		destDir := filepath.Dir(destPath)
+		if err := os.MkdirAll(destDir, 0755); err != nil {
+			// Rollback previous operations
+			l.rollbackOperations(rollbackActions)
+			return fmt.Errorf("failed to create destination directory: %w", err)
+		}
+
+		// Move to repository
+		if err := l.fs.Move(absPath, destPath, info); err != nil {
+			// Rollback previous operations
+			l.rollbackOperations(rollbackActions)
+			return fmt.Errorf("failed to move %s: %w", absPath, err)
+		}
+
+		// Create symlink
+		if err := l.fs.CreateSymlink(destPath, absPath); err != nil {
+			// Try to restore the file we just moved, then rollback others
+			_ = l.fs.Move(destPath, absPath, info)
+			l.rollbackOperations(rollbackActions)
+			return fmt.Errorf("failed to create symlink for %s: %w", absPath, err)
+		}
+
+		// Add to tracking
+		if err := l.addManagedItem(relativePath); err != nil {
+			// Restore this file and rollback others
+			_ = os.Remove(absPath)
+			_ = l.fs.Move(destPath, absPath, info)
+			l.rollbackOperations(rollbackActions)
+			return fmt.Errorf("failed to update tracking file for %s: %w", absPath, err)
+		}
+
+		// Add rollback action for this file
+		rollbackAction := l.createRollbackAction(absPath, destPath, relativePath, info)
+		rollbackActions = append(rollbackActions, rollbackAction)
+	}
+
+	// Phase 3: Git operations - add all files and create single commit
+	for i, relativePath := range relativePaths {
+		// For host-specific files, we need to add the relative path from repo root
+		gitPath := relativePath
+		if l.host != "" {
+			gitPath = filepath.Join(l.host+".lnk", relativePath)
+		}
+		if err := l.git.Add(gitPath); err != nil {
+			// Rollback all operations
+			l.rollbackOperations(rollbackActions)
+			return fmt.Errorf("failed to add %s to git: %w", absolutePaths[i], err)
+		}
+	}
+
+	// Add .lnk file to the same commit
+	if err := l.git.Add(l.getLnkFileName()); err != nil {
+		// Rollback all operations
+		l.rollbackOperations(rollbackActions)
+		return fmt.Errorf("failed to add tracking file to git: %w", err)
+	}
+
+	// Commit all changes together
+	commitMessage := fmt.Sprintf("lnk: added %d files", len(paths))
+	if err := l.git.Commit(commitMessage); err != nil {
+		// Rollback all operations
+		l.rollbackOperations(rollbackActions)
 		return fmt.Errorf("failed to commit changes: %w", err)
 	}
 
 	return nil
 }
 
+// createRollbackAction creates a rollback function for a single file operation
+func (l *Lnk) createRollbackAction(absPath, destPath, relativePath string, info os.FileInfo) func() error {
+	return func() error {
+		_ = os.Remove(absPath)
+		_ = l.removeManagedItem(relativePath)
+		return l.fs.Move(destPath, absPath, info)
+	}
+}
+
+// rollbackOperations executes rollback actions in reverse order
+func (l *Lnk) rollbackOperations(rollbackActions []func() error) {
+	for i := len(rollbackActions) - 1; i >= 0; i-- {
+		_ = rollbackActions[i]()
+	}
+}
+
 // Remove removes a symlink and restores the original file or directory
 func (l *Lnk) Remove(filePath string) error {
 	// Get absolute path
@@ -292,8 +490,6 @@ func (l *Lnk) Remove(filePath string) error {
 		target = filepath.Join(filepath.Dir(absPath), target)
 	}
 
-	repoName := filepath.Base(target)
-
 	// Check if target is a directory or file
 	info, err := os.Stat(target)
 	if err != nil {
@@ -310,31 +506,29 @@ func (l *Lnk) Remove(filePath string) error {
 		return fmt.Errorf("failed to update tracking file: %w", err)
 	}
 
-	// Remove from Git first (while the item is still in the repository)
+	// Generate the correct git path for removal
-	if err := l.git.Remove(repoName); err != nil {
+	gitPath := relativePath
-		return fmt.Errorf("failed to remove from git: %w", err)
+	if l.host != "" {
+		gitPath = filepath.Join(l.host+".lnk", relativePath)
+	}
+	if err := l.git.Remove(gitPath); err != nil {
+		return err
 	}
 
 	// Add .lnk file to the same commit
-	if err := l.git.Add(".lnk"); err != nil {
+	if err := l.git.Add(l.getLnkFileName()); err != nil {
-		return fmt.Errorf("failed to add .lnk file to git: %w", err)
+		return err
 	}
 
 	// Commit both changes together
 	basename := filepath.Base(relativePath)
 	if err := l.git.Commit(fmt.Sprintf("lnk: removed %s", basename)); err != nil {
-		return fmt.Errorf("failed to commit changes: %w", err)
+		return err
 	}
 
 	// Move back from repository (handles both files and directories)
-	if info.IsDir() {
+	if err := l.fs.Move(target, absPath, info); err != nil {
-		if err := l.fs.MoveDirectory(target, absPath); err != nil {
+		return err
-			return fmt.Errorf("failed to restore directory: %w", err)
-		}
-	} else {
-		if err := l.fs.MoveFile(target, absPath); err != nil {
-			return fmt.Errorf("failed to restore file: %w", err)
-		}
 	}
 
 	return nil
@@ -362,7 +556,7 @@ func (l *Lnk) Status() (*StatusInfo, error) {
 
 	gitStatus, err := l.git.GetStatus()
 	if err != nil {
-		return nil, fmt.Errorf("failed to get repository status: %w", err)
+		return nil, err
 	}
 
 	return &StatusInfo{
@@ -383,28 +577,24 @@ func (l *Lnk) Push(message string) error {
 	// Check if there are any changes
 	hasChanges, err := l.git.HasChanges()
 	if err != nil {
-		return fmt.Errorf("failed to check for changes: %w", err)
+		return err
 	}
 
 	if hasChanges {
 		// Stage all changes
 		if err := l.git.AddAll(); err != nil {
-			return fmt.Errorf("failed to stage changes: %w", err)
+			return err
 		}
 
 		// Create a sync commit
 		if err := l.git.Commit(message); err != nil {
-			return fmt.Errorf("failed to commit changes: %w", err)
+			return err
 		}
 	}
 
 	// Push to remote (this will be a no-op in tests since we don't have real remotes)
 	// In real usage, this would push to the actual remote repository
-	if err := l.git.Push(); err != nil {
+	return l.git.Push()
-		return fmt.Errorf("failed to push to remote: %w", err)
-	}
-
-	return nil
 }
 
 // Pull fetches changes from remote and restores symlinks as needed
@@ -416,7 +606,7 @@ func (l *Lnk) Pull() ([]string, error) {
 
 	// Pull changes from remote (this will be a no-op in tests since we don't have real remotes)
 	if err := l.git.Pull(); err != nil {
-		return nil, fmt.Errorf("failed to pull from remote: %w", err)
+		return nil, err
 	}
 
 	// Find all managed files in the repository and restore symlinks
@@ -461,8 +651,8 @@ func (l *Lnk) RestoreSymlinks() ([]string, error) {
 
 	for _, relativePath := range managedItems {
 		// Generate repository name from relative path
-		repoName := generateRepoName(relativePath)
+		storagePath := l.getHostStoragePath()
-		repoItem := filepath.Join(l.repoPath, repoName)
+		repoItem := filepath.Join(storagePath, relativePath)
 
 		// Check if item exists in repository
 		if _, err := os.Stat(repoItem); os.IsNotExist(err) {
@@ -492,7 +682,7 @@ func (l *Lnk) RestoreSymlinks() ([]string, error) {
 
 		// Create symlink
 		if err := l.fs.CreateSymlink(repoItem, symlinkPath); err != nil {
-			return nil, fmt.Errorf("failed to create symlink for %s: %w", relativePath, err)
+			return nil, err
 		}
 
 		restored = append(restored, relativePath)
@@ -540,7 +730,7 @@ func (l *Lnk) isValidSymlink(symlinkPath, expectedTarget string) bool {
 
 // getManagedItems returns the list of managed files and directories from .lnk file
 func (l *Lnk) getManagedItems() ([]string, error) {
-	lnkFile := filepath.Join(l.repoPath, ".lnk")
+	lnkFile := filepath.Join(l.repoPath, l.getLnkFileName())
 
 	// If .lnk file doesn't exist, return empty list
 	if _, err := os.Stat(lnkFile); os.IsNotExist(err) {
@@ -613,7 +803,7 @@ func (l *Lnk) removeManagedItem(relativePath string) error {
 
 // writeManagedItems writes the list of managed items to .lnk file
 func (l *Lnk) writeManagedItems(items []string) error {
-	lnkFile := filepath.Join(l.repoPath, ".lnk")
+	lnkFile := filepath.Join(l.repoPath, l.getLnkFileName())
 
 	content := strings.Join(items, "\n")
 	if len(items) > 0 {
@@ -627,3 +817,373 @@ func (l *Lnk) writeManagedItems(items []string) error {
 
 	return nil
 }
+
+// FindBootstrapScript searches for a bootstrap script in the repository
+func (l *Lnk) FindBootstrapScript() (string, error) {
+	// Check if repository is initialized
+	if !l.git.IsGitRepository() {
+		return "", fmt.Errorf("❌ Lnk repository not initialized\n   💡 Run \033[1mlnk init\033[0m first")
+	}
+
+	// Look for bootstrap.sh - simple, opinionated choice
+	scriptPath := filepath.Join(l.repoPath, "bootstrap.sh")
+	if _, err := os.Stat(scriptPath); err == nil {
+		return "bootstrap.sh", nil
+	}
+
+	return "", nil // No bootstrap script found
+}
+
+// RunBootstrapScript executes the bootstrap script
+func (l *Lnk) RunBootstrapScript(scriptName string) error {
+	scriptPath := filepath.Join(l.repoPath, scriptName)
+
+	// Verify the script exists
+	if _, err := os.Stat(scriptPath); os.IsNotExist(err) {
+		return fmt.Errorf("❌ Bootstrap script not found: \033[31m%s\033[0m", scriptName)
+	}
+
+	// Make sure it's executable
+	if err := os.Chmod(scriptPath, 0755); err != nil {
+		return fmt.Errorf("❌ Failed to make bootstrap script executable: %w", err)
+	}
+
+	// Run with bash (since we only support bootstrap.sh)
+	cmd := exec.Command("bash", scriptPath)
+
+	// Set working directory to the repository
+	cmd.Dir = l.repoPath
+
+	// Connect to stdout/stderr for user to see output
+	cmd.Stdout = os.Stdout
+	cmd.Stderr = os.Stderr
+	cmd.Stdin = os.Stdin
+
+	// Run the script
+	if err := cmd.Run(); err != nil {
+		return fmt.Errorf("❌ Bootstrap script failed with error: %w", err)
+	}
+
+	return nil
+}
+
+// walkDirectory walks through a directory and returns all regular files
+func (l *Lnk) walkDirectory(dirPath string) ([]string, error) {
+	var files []string
+
+	err := filepath.Walk(dirPath, func(path string, info os.FileInfo, err error) error {
+		if err != nil {
+			return err
+		}
+
+		// Skip directories - we only want files
+		if info.IsDir() {
+			return nil
+		}
+
+		// Handle symlinks: include them as files if they point to regular files
+		if info.Mode()&os.ModeSymlink != 0 {
+			// For symlinks, we'll include them but the AddMultiple logic
+			// will handle validation appropriately
+			files = append(files, path)
+			return nil
+		}
+
+		// Include regular files
+		if info.Mode().IsRegular() {
+			files = append(files, path)
+		}
+
+		return nil
+	})
+
+	if err != nil {
+		return nil, fmt.Errorf("failed to walk directory %s: %w", dirPath, err)
+	}
+
+	return files, nil
+}
+
+// ProgressCallback defines the signature for progress reporting callbacks
+type ProgressCallback func(current, total int, currentFile string)
+
+// AddRecursiveWithProgress adds directory contents individually with progress reporting
+func (l *Lnk) AddRecursiveWithProgress(paths []string, progress ProgressCallback) error {
+	var allFiles []string
+
+	for _, path := range paths {
+		// Get absolute path
+		absPath, err := filepath.Abs(path)
+		if err != nil {
+			return fmt.Errorf("failed to get absolute path for %s: %w", path, err)
+		}
+
+		// Check if it's a directory
+		info, err := os.Stat(absPath)
+		if err != nil {
+			return fmt.Errorf("failed to stat %s: %w", path, err)
+		}
+
+		if info.IsDir() {
+			// Walk directory to get all files
+			files, err := l.walkDirectory(absPath)
+			if err != nil {
+				return fmt.Errorf("failed to walk directory %s: %w", path, err)
+			}
+			allFiles = append(allFiles, files...)
+		} else {
+			// It's a regular file, add it directly
+			allFiles = append(allFiles, absPath)
+		}
+	}
+
+	// Use AddMultiple for batch processing
+	if len(allFiles) == 0 {
+		return fmt.Errorf("no files found to add")
+	}
+
+	// Apply progress threshold: only show progress for >10 files
+	const progressThreshold = 10
+	if len(allFiles) > progressThreshold && progress != nil {
+		return l.addMultipleWithProgress(allFiles, progress)
+	}
+
+	// For small operations, use regular AddMultiple without progress
+	return l.AddMultiple(allFiles)
+}
+
+// addMultipleWithProgress adds multiple files with progress reporting
+func (l *Lnk) addMultipleWithProgress(paths []string, progress ProgressCallback) error {
+	if len(paths) == 0 {
+		return nil
+	}
+
+	// Phase 1: Validate all paths first (same as AddMultiple)
+	var relativePaths []string
+	var absolutePaths []string
+	var infos []os.FileInfo
+
+	for _, filePath := range paths {
+		// Validate the file or directory
+		if err := l.fs.ValidateFileForAdd(filePath); err != nil {
+			return fmt.Errorf("validation failed for %s: %w", filePath, err)
+		}
+
+		// Get absolute path
+		absPath, err := filepath.Abs(filePath)
+		if err != nil {
+			return fmt.Errorf("failed to get absolute path for %s: %w", filePath, err)
+		}
+
+		// Get relative path for tracking
+		relativePath, err := getRelativePath(absPath)
+		if err != nil {
+			return fmt.Errorf("failed to get relative path for %s: %w", filePath, err)
+		}
+
+		// Check if this relative path is already managed
+		managedItems, err := l.getManagedItems()
+		if err != nil {
+			return fmt.Errorf("failed to get managed items: %w", err)
+		}
+		for _, item := range managedItems {
+			if item == relativePath {
+				return fmt.Errorf("❌ File is already managed by lnk: \033[31m%s\033[0m", relativePath)
+			}
+		}
+
+		// Get file info
+		info, err := os.Stat(absPath)
+		if err != nil {
+			return fmt.Errorf("failed to stat path %s: %w", filePath, err)
+		}
+
+		relativePaths = append(relativePaths, relativePath)
+		absolutePaths = append(absolutePaths, absPath)
+		infos = append(infos, info)
+	}
+
+	// Phase 2: Process all files with progress reporting
+	var rollbackActions []func() error
+	total := len(absolutePaths)
+
+	for i, absPath := range absolutePaths {
+		// Report progress
+		if progress != nil {
+			progress(i+1, total, filepath.Base(absPath))
+		}
+
+		relativePath := relativePaths[i]
+		info := infos[i]
+
+		// Generate repository path from relative path
+		storagePath := l.getHostStoragePath()
+		destPath := filepath.Join(storagePath, relativePath)
+
+		// Ensure destination directory exists
+		destDir := filepath.Dir(destPath)
+		if err := os.MkdirAll(destDir, 0755); err != nil {
+			// Rollback previous operations
+			l.rollbackOperations(rollbackActions)
+			return fmt.Errorf("failed to create destination directory: %w", err)
+		}
+
+		// Move to repository
+		if err := l.fs.Move(absPath, destPath, info); err != nil {
+			// Rollback previous operations
+			l.rollbackOperations(rollbackActions)
+			return fmt.Errorf("failed to move %s: %w", absPath, err)
+		}
+
+		// Create symlink
+		if err := l.fs.CreateSymlink(destPath, absPath); err != nil {
+			// Try to restore the file we just moved, then rollback others
+			_ = l.fs.Move(destPath, absPath, info)
+			l.rollbackOperations(rollbackActions)
+			return fmt.Errorf("failed to create symlink for %s: %w", absPath, err)
+		}
+
+		// Add to tracking
+		if err := l.addManagedItem(relativePath); err != nil {
+			// Restore this file and rollback others
+			_ = os.Remove(absPath)
+			_ = l.fs.Move(destPath, absPath, info)
+			l.rollbackOperations(rollbackActions)
+			return fmt.Errorf("failed to update tracking file for %s: %w", absPath, err)
+		}
+
+		// Add rollback action for this file
+		rollbackAction := l.createRollbackAction(absPath, destPath, relativePath, info)
+		rollbackActions = append(rollbackActions, rollbackAction)
+	}
+
+	// Phase 3: Git operations - add all files and create single commit
+	for i, relativePath := range relativePaths {
+		// For host-specific files, we need to add the relative path from repo root
+		gitPath := relativePath
+		if l.host != "" {
+			gitPath = filepath.Join(l.host+".lnk", relativePath)
+		}
+		if err := l.git.Add(gitPath); err != nil {
+			// Rollback all operations
+			l.rollbackOperations(rollbackActions)
+			return fmt.Errorf("failed to add %s to git: %w", absolutePaths[i], err)
+		}
+	}
+
+	// Add .lnk file to the same commit
+	if err := l.git.Add(l.getLnkFileName()); err != nil {
+		// Rollback all operations
+		l.rollbackOperations(rollbackActions)
+		return fmt.Errorf("failed to add tracking file to git: %w", err)
+	}
+
+	// Commit all changes together
+	commitMessage := fmt.Sprintf("lnk: added %d files recursively", len(paths))
+	if err := l.git.Commit(commitMessage); err != nil {
+		// Rollback all operations
+		l.rollbackOperations(rollbackActions)
+		return fmt.Errorf("failed to commit changes: %w", err)
+	}
+
+	return nil
+}
+
+// AddRecursive adds directory contents individually instead of the directory as a whole
+func (l *Lnk) AddRecursive(paths []string) error {
+	var allFiles []string
+
+	for _, path := range paths {
+		// Get absolute path
+		absPath, err := filepath.Abs(path)
+		if err != nil {
+			return fmt.Errorf("failed to get absolute path for %s: %w", path, err)
+		}
+
+		// Check if it's a directory
+		info, err := os.Stat(absPath)
+		if err != nil {
+			return fmt.Errorf("failed to stat %s: %w", path, err)
+		}
+
+		if info.IsDir() {
+			// Walk directory to get all files
+			files, err := l.walkDirectory(absPath)
+			if err != nil {
+				return fmt.Errorf("failed to walk directory %s: %w", path, err)
+			}
+			allFiles = append(allFiles, files...)
+		} else {
+			// It's a regular file, add it directly
+			allFiles = append(allFiles, absPath)
+		}
+	}
+
+	// Use AddMultiple for batch processing
+	if len(allFiles) == 0 {
+		return fmt.Errorf("no files found to add")
+	}
+
+	return l.AddMultiple(allFiles)
+}
+
+// PreviewAdd simulates an add operation and returns files that would be affected
+func (l *Lnk) PreviewAdd(paths []string, recursive bool) ([]string, error) {
+	var allFiles []string
+
+	for _, path := range paths {
+		// Get absolute path
+		absPath, err := filepath.Abs(path)
+		if err != nil {
+			return nil, fmt.Errorf("failed to get absolute path for %s: %w", path, err)
+		}
+
+		// Check if it's a directory
+		info, err := os.Stat(absPath)
+		if err != nil {
+			return nil, fmt.Errorf("failed to stat %s: %w", path, err)
+		}
+
+		if info.IsDir() && recursive {
+			// Walk directory to get all files (same logic as AddRecursive)
+			files, err := l.walkDirectory(absPath)
+			if err != nil {
+				return nil, fmt.Errorf("failed to walk directory %s: %w", path, err)
+			}
+			allFiles = append(allFiles, files...)
+		} else {
+			// It's a regular file or non-recursive directory, add it directly
+			allFiles = append(allFiles, absPath)
+		}
+	}
+
+	// Validate files (same validation as AddMultiple but without making changes)
+	var validFiles []string
+	for _, filePath := range allFiles {
+		// Validate the file or directory
+		if err := l.fs.ValidateFileForAdd(filePath); err != nil {
+			return nil, fmt.Errorf("validation failed for %s: %w", filePath, err)
+		}
+
+		// Get relative path for tracking
+		relativePath, err := getRelativePath(filePath)
+		if err != nil {
+			return nil, fmt.Errorf("failed to get relative path for %s: %w", filePath, err)
+		}
+
+		// Check if this relative path is already managed
+		managedItems, err := l.getManagedItems()
+		if err != nil {
+			return nil, fmt.Errorf("failed to get managed items: %w", err)
+		}
+		for _, item := range managedItems {
+			if item == relativePath {
+				return nil, fmt.Errorf("❌ File is already managed by lnk: \033[31m%s\033[0m", relativePath)
+			}
+		}
+
+		validFiles = append(validFiles, filePath)
+	}
+
+	return validFiles, nil
+}

internal/fs/errors.go

@@ -0,0 +1,119 @@
+package fs
+
+import "fmt"
+
+// ANSI color codes for consistent formatting
+const (
+	colorReset = "\033[0m"
+	colorRed   = "\033[31m"
+	colorBold  = "\033[1m"
+)
+
+// formatError creates a consistently formatted error message with ❌ prefix
+func formatError(message string, args ...interface{}) string {
+	return fmt.Sprintf("❌ "+message, args...)
+}
+
+// formatPath formats a file path with red color
+func formatPath(path string) string {
+	return fmt.Sprintf("%s%s%s", colorRed, path, colorReset)
+}
+
+// formatCommand formats a command with bold styling
+func formatCommand(command string) string {
+	return fmt.Sprintf("%s%s%s", colorBold, command, colorReset)
+}
+
+// FileNotExistsError represents an error when a file does not exist
+type FileNotExistsError struct {
+	Path string
+	Err  error
+}
+
+func (e *FileNotExistsError) Error() string {
+	return formatError("File or directory not found: %s", formatPath(e.Path))
+}
+
+func (e *FileNotExistsError) Unwrap() error {
+	return e.Err
+}
+
+// FileCheckError represents an error when failing to check a file
+type FileCheckError struct {
+	Err error
+}
+
+func (e *FileCheckError) Error() string {
+	return formatError("Unable to access file. Please check file permissions and try again.")
+}
+
+func (e *FileCheckError) Unwrap() error {
+	return e.Err
+}
+
+// UnsupportedFileTypeError represents an error when a file type is not supported
+type UnsupportedFileTypeError struct {
+	Path string
+}
+
+func (e *UnsupportedFileTypeError) Error() string {
+	return formatError("Cannot manage this type of file: %s\n   💡 lnk can only manage regular files and directories", formatPath(e.Path))
+}
+
+func (e *UnsupportedFileTypeError) Unwrap() error {
+	return nil
+}
+
+// NotManagedByLnkError represents an error when a file is not managed by lnk
+type NotManagedByLnkError struct {
+	Path string
+}
+
+func (e *NotManagedByLnkError) Error() string {
+	return formatError("File is not managed by lnk: %s\n   💡 Use %s to manage this file first",
+		formatPath(e.Path), formatCommand("lnk add"))
+}
+
+func (e *NotManagedByLnkError) Unwrap() error {
+	return nil
+}
+
+// SymlinkReadError represents an error when failing to read a symlink
+type SymlinkReadError struct {
+	Err error
+}
+
+func (e *SymlinkReadError) Error() string {
+	return formatError("Unable to read symlink. The file may be corrupted or have invalid permissions.")
+}
+
+func (e *SymlinkReadError) Unwrap() error {
+	return e.Err
+}
+
+// DirectoryCreationError represents an error when failing to create a directory
+type DirectoryCreationError struct {
+	Operation string
+	Err       error
+}
+
+func (e *DirectoryCreationError) Error() string {
+	return formatError("Failed to create directory. Please check permissions and available disk space.")
+}
+
+func (e *DirectoryCreationError) Unwrap() error {
+	return e.Err
+}
+
+// RelativePathCalculationError represents an error when failing to calculate relative path
+type RelativePathCalculationError struct {
+	Err error
+}
+
+func (e *RelativePathCalculationError) Error() string {
+	return formatError("Unable to create symlink due to path configuration issues. Please check file locations.")
+}
+
+func (e *RelativePathCalculationError) Unwrap() error {
+	return e.Err
+}

internal/fs/filesystem.go

@@ -1,7 +1,6 @@
 package fs
 
 import (
-	"fmt"
 	"os"
 	"path/filepath"
 	"strings"
@@ -17,18 +16,19 @@ func New() *FileSystem {
 
 // ValidateFileForAdd validates that a file or directory can be added to lnk
 func (fs *FileSystem) ValidateFileForAdd(filePath string) error {
-	// Check if file exists
+	// Check if file exists and get its info
 	info, err := os.Stat(filePath)
 	if err != nil {
 		if os.IsNotExist(err) {
-			return fmt.Errorf("❌ File does not exist: \033[31m%s\033[0m", filePath)
+			return &FileNotExistsError{Path: filePath, Err: err}
 		}
-		return fmt.Errorf("❌ Failed to check file: %w", err)
+
+		return &FileCheckError{Err: err}
 	}
 
 	// Allow both regular files and directories
 	if !info.Mode().IsRegular() && !info.IsDir() {
-		return fmt.Errorf("❌ Only regular files and directories are supported: \033[31m%s\033[0m", filePath)
+		return &UnsupportedFileTypeError{Path: filePath}
 	}
 
 	return nil
@@ -36,98 +36,79 @@ func (fs *FileSystem) ValidateFileForAdd(filePath string) error {
 
 // ValidateSymlinkForRemove validates that a symlink can be removed from lnk
 func (fs *FileSystem) ValidateSymlinkForRemove(filePath, repoPath string) error {
-	// Check if file exists
+	// Check if file exists and is a symlink
 	info, err := os.Lstat(filePath) // Use Lstat to not follow symlinks
 	if err != nil {
 		if os.IsNotExist(err) {
-			return fmt.Errorf("❌ File does not exist: \033[31m%s\033[0m", filePath)
+			return &FileNotExistsError{Path: filePath, Err: err}
-		}
+		}
-		return fmt.Errorf("❌ Failed to check file: %w", err)
+
+		return &FileCheckError{Err: err}
 	}
 
-	// Check if it's a symlink
 	if info.Mode()&os.ModeSymlink == 0 {
-		return fmt.Errorf("❌ File is not managed by lnk: \033[31m%s\033[0m\n   💡 Use \033[1mlnk add\033[0m to manage this file first", filePath)
+		return &NotManagedByLnkError{Path: filePath}
 	}
 
-	// Check if symlink points to the repository
+	// Get symlink target and resolve to absolute path
 	target, err := os.Readlink(filePath)
 	if err != nil {
-		return fmt.Errorf("failed to read symlink: %w", err)
+		return &SymlinkReadError{Err: err}
 	}
 
-	// Convert relative path to absolute if needed
 	if !filepath.IsAbs(target) {
 		target = filepath.Join(filepath.Dir(filePath), target)
 	}
 
-	// Clean the path to resolve any .. or . components
+	// Clean paths and check if target is inside the repository
 	target = filepath.Clean(target)
 	repoPath = filepath.Clean(repoPath)
 
-	// Check if target is inside the repository
 	if !strings.HasPrefix(target, repoPath+string(filepath.Separator)) && target != repoPath {
-		return fmt.Errorf("❌ File is not managed by lnk: \033[31m%s\033[0m", filePath)
+		return &NotManagedByLnkError{Path: filePath}
 	}
 
 	return nil
 }
 
+// Move moves a file or directory from source to destination based on the file info
+func (fs *FileSystem) Move(src, dst string, info os.FileInfo) error {
+	if info.IsDir() {
+		return fs.MoveDirectory(src, dst)
+	}
+	return fs.MoveFile(src, dst)
+}
+
 // MoveFile moves a file from source to destination
 func (fs *FileSystem) MoveFile(src, dst string) error {
 	// Ensure destination directory exists
-	dstDir := filepath.Dir(dst)
+	if err := os.MkdirAll(filepath.Dir(dst), 0755); err != nil {
-	if err := os.MkdirAll(dstDir, 0755); err != nil {
+		return &DirectoryCreationError{Operation: "destination directory", Err: err}
-		return fmt.Errorf("failed to create destination directory: %w", err)
 	}
 
 	// Move the file
-	if err := os.Rename(src, dst); err != nil {
+	return os.Rename(src, dst)
-		return fmt.Errorf("failed to move file from %s to %s: %w", src, dst, err)
-	}
-
-	return nil
 }
 
 // CreateSymlink creates a relative symlink from target to linkPath
 func (fs *FileSystem) CreateSymlink(target, linkPath string) error {
 	// Calculate relative path from linkPath to target
-	linkDir := filepath.Dir(linkPath)
+	relTarget, err := filepath.Rel(filepath.Dir(linkPath), target)
-	relTarget, err := filepath.Rel(linkDir, target)
 	if err != nil {
-		return fmt.Errorf("failed to calculate relative path: %w", err)
+		return &RelativePathCalculationError{Err: err}
 	}
 
 	// Create the symlink
-	if err := os.Symlink(relTarget, linkPath); err != nil {
+	return os.Symlink(relTarget, linkPath)
-		return fmt.Errorf("failed to create symlink: %w", err)
-	}
-
-	return nil
 }
 
 // MoveDirectory moves a directory from source to destination recursively
 func (fs *FileSystem) MoveDirectory(src, dst string) error {
-	// Check if source is a directory
-	info, err := os.Stat(src)
-	if err != nil {
-		return fmt.Errorf("failed to stat source: %w", err)
-	}
-
-	if !info.IsDir() {
-		return fmt.Errorf("source is not a directory: %s", src)
-	}
-
 	// Ensure destination parent directory exists
-	dstParent := filepath.Dir(dst)
+	if err := os.MkdirAll(filepath.Dir(dst), 0755); err != nil {
-	if err := os.MkdirAll(dstParent, 0755); err != nil {
+		return &DirectoryCreationError{Operation: "destination parent directory", Err: err}
-		return fmt.Errorf("failed to create destination parent directory: %w", err)
 	}
 
-	// Use os.Rename which works for directories
+	// Move the directory
-	if err := os.Rename(src, dst); err != nil {
+	return os.Rename(src, dst)
-		return fmt.Errorf("failed to move directory from %s to %s: %w", src, dst, err)
-	}
-
-	return nil
 }

internal/git/errors.go

@@ -0,0 +1,218 @@
+package git
+
+import "fmt"
+
+// ANSI color codes for consistent formatting
+const (
+	colorReset  = "\033[0m"
+	colorBold   = "\033[1m"
+	colorGreen  = "\033[32m"
+	colorYellow = "\033[33m"
+)
+
+// formatError creates a consistently formatted error message with ❌ prefix
+func formatError(message string, args ...interface{}) string {
+	return fmt.Sprintf("❌ "+message, args...)
+}
+
+// formatURL formats a URL with styling
+func formatURL(url string) string {
+	return fmt.Sprintf("%s%s%s", colorBold, url, colorReset)
+}
+
+// formatRemote formats a remote name with styling
+func formatRemote(remote string) string {
+	return fmt.Sprintf("%s%s%s", colorGreen, remote, colorReset)
+}
+
+// GitInitError represents an error during git initialization
+type GitInitError struct {
+	Output string
+	Err    error
+}
+
+func (e *GitInitError) Error() string {
+	return formatError("Failed to initialize git repository. Please ensure git is installed and try again.")
+}
+
+func (e *GitInitError) Unwrap() error {
+	return e.Err
+}
+
+// BranchSetupError represents an error setting up the default branch
+type BranchSetupError struct {
+	Err error
+}
+
+func (e *BranchSetupError) Error() string {
+	return formatError("Failed to set up the default branch. Please check your git installation.")
+}
+
+func (e *BranchSetupError) Unwrap() error {
+	return e.Err
+}
+
+// RemoteExistsError represents an error when a remote already exists with different URL
+type RemoteExistsError struct {
+	Remote      string
+	ExistingURL string
+	NewURL      string
+}
+
+func (e *RemoteExistsError) Error() string {
+	return formatError("Remote %s is already configured with a different repository (%s). Cannot add %s.",
+		formatRemote(e.Remote), formatURL(e.ExistingURL), formatURL(e.NewURL))
+}
+
+func (e *RemoteExistsError) Unwrap() error {
+	return nil
+}
+
+// GitCommandError represents a generic git command execution error
+type GitCommandError struct {
+	Command string
+	Output  string
+	Err     error
+}
+
+func (e *GitCommandError) Error() string {
+	// Provide user-friendly messages based on common command types
+	switch e.Command {
+	case "add":
+		return formatError("Failed to stage files for commit. Please check file permissions and try again.")
+	case "commit":
+		return formatError("Failed to create commit. Please ensure you have staged changes and try again.")
+	case "remote add":
+		return formatError("Failed to add remote repository. Please check the repository URL and try again.")
+	case "rm":
+		return formatError("Failed to remove file from git tracking. Please check if the file exists and try again.")
+	case "log":
+		return formatError("Failed to retrieve commit history.")
+	case "remote":
+		return formatError("Failed to retrieve remote repository information.")
+	case "clone":
+		return formatError("Failed to clone repository. Please check the repository URL and your network connection.")
+	default:
+		return formatError("Git operation failed. Please check your repository state and try again.")
+	}
+}
+
+func (e *GitCommandError) Unwrap() error {
+	return e.Err
+}
+
+// NoRemoteError represents an error when no remote is configured
+type NoRemoteError struct{}
+
+func (e *NoRemoteError) Error() string {
+	return formatError("No remote repository is configured. Please add a remote repository first.")
+}
+
+func (e *NoRemoteError) Unwrap() error {
+	return nil
+}
+
+// RemoteNotFoundError represents an error when a specific remote is not found
+type RemoteNotFoundError struct {
+	Remote string
+	Err    error
+}
+
+func (e *RemoteNotFoundError) Error() string {
+	return formatError("Remote repository %s is not configured.", formatRemote(e.Remote))
+}
+
+func (e *RemoteNotFoundError) Unwrap() error {
+	return e.Err
+}
+
+// GitConfigError represents an error with git configuration
+type GitConfigError struct {
+	Setting string
+	Err     error
+}
+
+func (e *GitConfigError) Error() string {
+	return formatError("Failed to configure git settings. Please check your git installation.")
+}
+
+func (e *GitConfigError) Unwrap() error {
+	return e.Err
+}
+
+// UncommittedChangesError represents an error checking for uncommitted changes
+type UncommittedChangesError struct {
+	Err error
+}
+
+func (e *UncommittedChangesError) Error() string {
+	return formatError("Failed to check repository status. Please verify your git repository is valid.")
+}
+
+func (e *UncommittedChangesError) Unwrap() error {
+	return e.Err
+}
+
+// DirectoryRemovalError represents an error removing a directory
+type DirectoryRemovalError struct {
+	Path string
+	Err  error
+}
+
+func (e *DirectoryRemovalError) Error() string {
+	return formatError("Failed to prepare directory for operation. Please check directory permissions.")
+}
+
+func (e *DirectoryRemovalError) Unwrap() error {
+	return e.Err
+}
+
+// DirectoryCreationError represents an error creating a directory
+type DirectoryCreationError struct {
+	Path string
+	Err  error
+}
+
+func (e *DirectoryCreationError) Error() string {
+	return formatError("Failed to create directory. Please check permissions and available disk space.")
+}
+
+func (e *DirectoryCreationError) Unwrap() error {
+	return e.Err
+}
+
+// PushError represents an error during git push operation
+type PushError struct {
+	Reason string
+	Output string
+	Err    error
+}
+
+func (e *PushError) Error() string {
+	if e.Reason != "" {
+		return formatError("Cannot push changes: %s", e.Reason)
+	}
+	return formatError("Failed to push changes to remote repository. Please check your network connection and repository permissions.")
+}
+
+func (e *PushError) Unwrap() error {
+	return e.Err
+}
+
+// PullError represents an error during git pull operation
+type PullError struct {
+	Reason string
+	Output string
+	Err    error
+}
+
+func (e *PullError) Error() string {
+	if e.Reason != "" {
+		return formatError("Cannot pull changes: %s", e.Reason)
+	}
+	return formatError("Failed to pull changes from remote repository. Please check your network connection and resolve any conflicts.")
+}
+
+func (e *PullError) Unwrap() error {
+	return e.Err
+}

internal/git/git.go

@@ -34,7 +34,7 @@ func (g *Git) Init() error {
 
 		output, err := cmd.CombinedOutput()
 		if err != nil {
-			return fmt.Errorf("git init failed: %w\nOutput: %s", err, string(output))
+			return &GitInitError{Output: string(output), Err: err}
 		}
 
 		// Set the default branch to main
@@ -42,7 +42,7 @@ func (g *Git) Init() error {
 		cmd.Dir = g.repoPath
 
 		if err := cmd.Run(); err != nil {
-			return fmt.Errorf("failed to set default branch to main: %w", err)
+			return &BranchSetupError{Err: err}
 		}
 	}
 
@@ -60,7 +60,7 @@ func (g *Git) AddRemote(name, url string) error {
 			return nil
 		}
 		// Different URL, error
-		return fmt.Errorf("remote %s already exists with different URL: %s (trying to add: %s)", name, existingURL, url)
+		return &RemoteExistsError{Remote: name, ExistingURL: existingURL, NewURL: url}
 	}
 
 	// Remote doesn't exist, add it
@@ -69,7 +69,7 @@ func (g *Git) AddRemote(name, url string) error {
 
 	output, err := cmd.CombinedOutput()
 	if err != nil {
-		return fmt.Errorf("git remote add failed: %w\nOutput: %s", err, string(output))
+		return &GitCommandError{Command: "remote add", Output: string(output), Err: err}
 	}
 
 	return nil
@@ -164,7 +164,7 @@ func (g *Git) Add(filename string) error {
 
 	output, err := cmd.CombinedOutput()
 	if err != nil {
-		return fmt.Errorf("git add failed: %w\nOutput: %s", err, string(output))
+		return &GitCommandError{Command: "add", Output: string(output), Err: err}
 	}
 
 	return nil
@@ -189,7 +189,7 @@ func (g *Git) Remove(filename string) error {
 
 	output, err := cmd.CombinedOutput()
 	if err != nil {
-		return fmt.Errorf("git rm failed: %w\nOutput: %s", err, string(output))
+		return &GitCommandError{Command: "rm", Output: string(output), Err: err}
 	}
 
 	return nil
@@ -207,7 +207,7 @@ func (g *Git) Commit(message string) error {
 
 	output, err := cmd.CombinedOutput()
 	if err != nil {
-		return fmt.Errorf("git commit failed: %w\nOutput: %s", err, string(output))
+		return &GitCommandError{Command: "commit", Output: string(output), Err: err}
 	}
 
 	return nil
@@ -223,7 +223,7 @@ func (g *Git) ensureGitConfig() error {
 		cmd = exec.Command("git", "config", "user.name", "Lnk User")
 		cmd.Dir = g.repoPath
 		if err := cmd.Run(); err != nil {
-			return fmt.Errorf("failed to set git user.name: %w", err)
+			return &GitConfigError{Setting: "user.name", Err: err}
 		}
 	}
 
@@ -235,7 +235,7 @@ func (g *Git) ensureGitConfig() error {
 		cmd = exec.Command("git", "config", "user.email", "lnk@localhost")
 		cmd.Dir = g.repoPath
 		if err := cmd.Run(); err != nil {
-			return fmt.Errorf("failed to set git user.email: %w", err)
+			return &GitConfigError{Setting: "user.email", Err: err}
 		}
 	}
 
@@ -260,7 +260,7 @@ func (g *Git) GetCommits() ([]string, error) {
 		if strings.Contains(outputStr, "does not have any commits yet") {
 			return []string{}, nil
 		}
-		return nil, fmt.Errorf("git log failed: %w", err)
+		return nil, &GitCommandError{Command: "log", Output: outputStr, Err: err}
 	}
 
 	commits := strings.Split(strings.TrimSpace(string(output)), "\n")
@@ -282,18 +282,18 @@ func (g *Git) GetRemoteInfo() (string, error) {
 
 		output, err := cmd.Output()
 		if err != nil {
-			return "", fmt.Errorf("failed to list remotes: %w", err)
+			return "", &GitCommandError{Command: "remote", Output: string(output), Err: err}
 		}
 
 		remotes := strings.Split(strings.TrimSpace(string(output)), "\n")
 		if len(remotes) == 0 || remotes[0] == "" {
-			return "", fmt.Errorf("no remote configured")
+			return "", &NoRemoteError{}
 		}
 
 		// Use the first remote
 		url, err = g.getRemoteURL(remotes[0])
 		if err != nil {
-			return "", fmt.Errorf("failed to get remote URL: %w", err)
+			return "", &RemoteNotFoundError{Remote: remotes[0], Err: err}
 		}
 	}
 
@@ -319,7 +319,7 @@ func (g *Git) GetStatus() (*StatusInfo, error) {
 	// Check for uncommitted changes
 	dirty, err := g.HasChanges()
 	if err != nil {
-		return nil, fmt.Errorf("failed to check for uncommitted changes: %w", err)
+		return nil, &UncommittedChangesError{Err: err}
 	}
 
 	// Get the remote tracking branch
@@ -410,7 +410,7 @@ func (g *Git) HasChanges() (bool, error) {
 
 	output, err := cmd.Output()
 	if err != nil {
-		return false, fmt.Errorf("git status failed: %w", err)
+		return false, &GitCommandError{Command: "status", Output: string(output), Err: err}
 	}
 
 	return len(strings.TrimSpace(string(output))) > 0, nil
@@ -423,7 +423,7 @@ func (g *Git) AddAll() error {
 
 	output, err := cmd.CombinedOutput()
 	if err != nil {
-		return fmt.Errorf("git add failed: %w\nOutput: %s", err, string(output))
+		return &GitCommandError{Command: "add", Output: string(output), Err: err}
 	}
 
 	return nil
@@ -434,7 +434,7 @@ func (g *Git) Push() error {
 	// First ensure we have a remote configured
 	_, err := g.GetRemoteInfo()
 	if err != nil {
-		return fmt.Errorf("cannot push: %w", err)
+		return &PushError{Reason: err.Error(), Err: err}
 	}
 
 	cmd := exec.Command("git", "push", "-u", "origin", "main")
@@ -442,7 +442,7 @@ func (g *Git) Push() error {
 
 	output, err := cmd.CombinedOutput()
 	if err != nil {
-		return fmt.Errorf("git push failed: %w\nOutput: %s", err, string(output))
+		return &PushError{Output: string(output), Err: err}
 	}
 
 	return nil
@@ -453,7 +453,7 @@ func (g *Git) Pull() error {
 	// First ensure we have a remote configured
 	_, err := g.GetRemoteInfo()
 	if err != nil {
-		return fmt.Errorf("cannot pull: %w", err)
+		return &PullError{Reason: err.Error(), Err: err}
 	}
 
 	cmd := exec.Command("git", "pull", "origin", "main")
@@ -461,7 +461,7 @@ func (g *Git) Pull() error {
 
 	output, err := cmd.CombinedOutput()
 	if err != nil {
-		return fmt.Errorf("git pull failed: %w\nOutput: %s", err, string(output))
+		return &PullError{Output: string(output), Err: err}
 	}
 
 	return nil
@@ -471,20 +471,20 @@ func (g *Git) Pull() error {
 func (g *Git) Clone(url string) error {
 	// Remove the directory if it exists to ensure clean clone
 	if err := os.RemoveAll(g.repoPath); err != nil {
-		return fmt.Errorf("failed to remove existing directory: %w", err)
+		return &DirectoryRemovalError{Path: g.repoPath, Err: err}
 	}
 
 	// Create parent directory
 	parentDir := filepath.Dir(g.repoPath)
 	if err := os.MkdirAll(parentDir, 0755); err != nil {
-		return fmt.Errorf("failed to create parent directory: %w", err)
+		return &DirectoryCreationError{Path: parentDir, Err: err}
 	}
 
 	// Clone the repository
 	cmd := exec.Command("git", "clone", url, g.repoPath)
 	output, err := cmd.CombinedOutput()
 	if err != nil {
-		return fmt.Errorf("git clone failed: %w\nOutput: %s", err, string(output))
+		return &GitCommandError{Command: "clone", Output: string(output), Err: err}
 	}
 
 	// Set up upstream tracking for main branch