diff --git a/src/components/PersonalizedRoadmap/PersonalizedRoadmap.tsx b/src/components/PersonalizedRoadmap/PersonalizedRoadmap.tsx
index e086295d6..25a50da5c 100644
--- a/src/components/PersonalizedRoadmap/PersonalizedRoadmap.tsx
+++ b/src/components/PersonalizedRoadmap/PersonalizedRoadmap.tsx
@@ -14,6 +14,8 @@ import { queryClient } from '../../stores/query-client';
 import { userResourceProgressOptions } from '../../queries/resource-progress';
 import { useAuth } from '../../hooks/use-auth';
 import { roadmapJSONOptions } from '../../queries/roadmap';
+import { isLoggedIn } from '../../lib/jwt';
+import { showLoginPopup } from '../../lib/popup';
 
 type PersonalizedRoadmapProps = {
   roadmapId: string;
@@ -200,7 +202,14 @@ export function PersonalizedRoadmap(props: PersonalizedRoadmapProps) {
       ) : (
         <button
           className="group inline-flex items-center gap-1.5 border-b-2 border-b-transparent px-2 pb-2.5 text-sm font-normal text-gray-400 transition-colors hover:text-gray-700"
-          onClick={() => setIsModalOpen(true)}
+          onClick={() => {
+            if (!isLoggedIn()) {
+              showLoginPopup();
+              return;
+            }
+
+            setIsModalOpen(true);
+          }}
           disabled={isGenerating}
         >
           {isGenerating ? (
diff --git a/src/components/PersonalizedRoadmap/PersonalizedRoadmapModal.tsx b/src/components/PersonalizedRoadmap/PersonalizedRoadmapModal.tsx
index 3f5da622a..d88cd507d 100644
--- a/src/components/PersonalizedRoadmap/PersonalizedRoadmapModal.tsx
+++ b/src/components/PersonalizedRoadmap/PersonalizedRoadmapModal.tsx
@@ -1,6 +1,10 @@
 import { PersonStandingIcon, Trash2 } from 'lucide-react';
 import { useId, useState, type FormEvent } from 'react';
 import { Modal } from '../Modal';
+import { queryClient } from '../../stores/query-client';
+import { aiLimitOptions } from '../../queries/ai-course';
+import { useQuery } from '@tanstack/react-query';
+import { UpgradeAccountModal } from '../Billing/UpgradeAccountModal';
 
 type PersonalizedRoadmapModalProps = {
   onClose: () => void;
@@ -10,16 +14,34 @@ type PersonalizedRoadmapModalProps = {
 };
 
 export function PersonalizedRoadmapModal(props: PersonalizedRoadmapModalProps) {
-  const { onClose, info: infoProp, onSubmit: onSubmitProp, onClearProgress } = props;
+  const {
+    onClose,
+    info: infoProp,
+    onSubmit: onSubmitProp,
+    onClearProgress,
+  } = props;
 
   const [info, setInfo] = useState(infoProp);
   const infoFieldId = useId();
 
+  const { data: limits, isLoading: isLimitLoading } = useQuery(
+    aiLimitOptions(),
+    queryClient,
+  );
+
+  const hasReachedLimit =
+    limits?.used && limits?.limit ? limits.used >= limits.limit : false;
+  console.log(limits);
+
   const handleSubmit = (e: FormEvent<HTMLFormElement>) => {
     e.preventDefault();
     onSubmitProp(info);
   };
 
+  if (hasReachedLimit) {
+    return <UpgradeAccountModal onClose={onClose} />;
+  }
+
   return (
     <Modal onClose={onClose} bodyClassName="rounded-2xl">
       <form onSubmit={handleSubmit} className="p-4">
@@ -42,7 +64,7 @@ export function PersonalizedRoadmapModal(props: PersonalizedRoadmapModalProps) {
         <div className="mt-2 grid grid-cols-2 gap-2">
           <button
             type="button"
-            className="flex text-sm items-center justify-center gap-2 rounded-xl border border-red-200 p-2 px-2 text-red-600 hover:bg-red-50 focus:outline-none"
+            className="flex items-center justify-center gap-2 rounded-xl border border-red-200 p-2 px-2 text-sm text-red-600 hover:bg-red-50 focus:outline-none"
             onClick={onClearProgress}
           >
             <Trash2 className="h-4 w-4" />
@@ -51,7 +73,7 @@ export function PersonalizedRoadmapModal(props: PersonalizedRoadmapModalProps) {
           <button
             type="submit"
             disabled={!info.trim()}
-            className="flex disabled:opacity-50 disabled:cursor-not-allowed items-center justify-center gap-2 rounded-xl bg-black p-2 px-2 text-white hover:opacity-90 focus:outline-none"
+            className="flex items-center justify-center gap-2 rounded-xl bg-black p-2 px-2 text-white hover:opacity-90 focus:outline-none disabled:cursor-not-allowed disabled:opacity-50"
           >
             <PersonStandingIcon className="h-4 w-4" />
             Personalize