diff --git a/.replit b/.replit
index e8a22e7..8826cfc 100644
--- a/.replit
+++ b/.replit
@@ -22,6 +22,10 @@ externalPort = 3002
 localPort = 36309
 externalPort = 5173
 
+[[ports]]
+localPort = 37333
+externalPort = 8000
+
 [[ports]]
 localPort = 37413
 externalPort = 5000
@@ -38,10 +42,6 @@ externalPort = 3003
 localPort = 41425
 externalPort = 6000
 
-[[ports]]
-localPort = 41825
-externalPort = 6800
-
 [[ports]]
 localPort = 43349
 externalPort = 3000
diff --git a/replit.md b/replit.md
index 343f3cd..6dfc243 100644
--- a/replit.md
+++ b/replit.md
@@ -32,6 +32,7 @@ The system uses a PostgreSQL database with the following core entities:
 - **Comments**: User-generated content on articles
 - **Community Posts**: DC Inside-style forum posts for each media outlet with views, likes, and replies
 - **Community Replies**: Threaded replies to community posts
+- **Chat Messages**: AI chatbot conversation history per user per media outlet
 
 ## Authentication & Authorization
 - **Multi-tier Access**: Three user roles with escalating permissions
@@ -47,6 +48,7 @@ The system uses a PostgreSQL database with the following core entities:
 - **Content Management**: Rich article creation, editing, and deletion with media outlet administration
 - **DC Inside-style Community**: Forum-style discussion boards for each media outlet with posts, replies, likes, and sorting options
 - **Community Features**: Post creation, threaded replies, view counts, like system, and multiple sort options (latest, views, likes, replies)
+- **AI Chatbot**: Personalized AI assistant for each media outlet that adapts its personality based on outlet category (people/topics/companies), providing contextual conversations in Korean
 
 # External Dependencies
 
@@ -68,6 +70,23 @@ The system uses a PostgreSQL database with the following core entities:
 - **React Hook Form**: Form handling with validation
 
 ## Third-party Integrations
+- **Replit AI Integrations (OpenAI)**: GPT-5 model for AI chatbot functionality via Replit-managed API (no separate API key required)
 - **Kalshi API**: External prediction market data (referenced in user requirements)
 - **Image Services**: Unsplash for placeholder images and media content
-- **Session Storage**: connect-pg-simple for PostgreSQL session management
\ No newline at end of file
+- **Session Storage**: connect-pg-simple for PostgreSQL session management
+
+# Recent Changes
+
+## January 15, 2025 - AI Chatbot Implementation
+- **Feature**: Added personalized AI chatbot for each media outlet
+- **Implementation**:
+  - Database: Created chatMessages table to store conversation history
+  - Backend: Implemented chatbot service using OpenAI GPT-5 via Replit AI Integrations
+  - Personality System: AI adapts based on outlet category:
+    * People: Speaks as the person themselves
+    * Topics: Acts as an expert on the topic
+    * Companies: Represents the company
+  - API: GET and POST endpoints for chat history and message sending
+  - Frontend: ChatbotModal component with scrollable chat interface
+  - Integration: Added Chat button to media outlet pages (authenticated users only)
+- **Testing**: End-to-end test passed successfully with authentication flow and message exchange
\ No newline at end of file