diff --git a/src/Install/Prerequisite/WritablePaths.php b/src/Install/Prerequisite/WritablePaths.php
index 9c4357d19..6ff8a3320 100644
--- a/src/Install/Prerequisite/WritablePaths.php
+++ b/src/Install/Prerequisite/WritablePaths.php
@@ -28,8 +28,33 @@ class WritablePaths implements PrerequisiteInterface
 
     public function problems(): Collection
     {
-        return $this->getMissingPaths()
+        $problems = $this->getMissingPaths()
             ->concat($this->getNonWritablePaths());
+
+        if (!$problems->isEmpty()) {
+            return $problems->prepend($this->getServerInfo());
+        }
+
+        return $problems;
+    }
+
+    private function getServerInfo(): array
+    {
+        return [
+            'title' => 'Server Metadata',
+            'detail' => implode('<br />', [
+                'The following information might be useful for troubleshooting the errors below.',
+                'Current User:' . get_current_user(),
+                'Current File Permissions:',
+                $this->paths->map(function ($path) {
+                    return " - $path: " . substr(sprintf('%o', fileperms($path)), -4);
+                })->implode('<br />'),
+                'Current File Ownership:',
+                $this->paths->map(function ($path) {
+                    return " - $path: " . posix_getpwuid(fileowner($path))['name'] .':'.posix_getgrgid(filegroup($path))['name'];
+                })->implode('<br />'),
+            ]),
+        ];
     }
 
     private function getMissingPaths(): Collection