diff --git a/.dockerignore b/.dockerignore
new file mode 100644
index 0000000..b6cf5f0
--- /dev/null
+++ b/.dockerignore
@@ -0,0 +1,3 @@
+__pycache__/
+*.pyc
+.env
diff --git a/Dockerfile b/Dockerfile
new file mode 100644
index 0000000..dec9d62
--- /dev/null
+++ b/Dockerfile
@@ -0,0 +1,18 @@
+# Dockerfile
+
+FROM python:3.11-slim
+
+ENV PYTHONUNBUFFERED=1
+# Set working directory
+WORKDIR /app
+
+# Install dependencies
+COPY requirements.txt .
+RUN pip install --no-cache-dir -r requirements.txt
+
+# Copy bot source code
+COPY bot/ ./bot
+
+# Set default command
+CMD ["python", "bot/main.py"]
+
diff --git a/bot/config.py b/bot/config.py
new file mode 100644
index 0000000..ca1efc4
--- /dev/null
+++ b/bot/config.py
@@ -0,0 +1,21 @@
+# bot/config.py
+
+import os
+from dotenv import load_dotenv
+
+load_dotenv()
+
+# --- Plex ---
+PLEX_BASE_URL = os.getenv("PLEX_BASE_URL")
+PLEX_TOKEN = os.getenv("PLEX_TOKEN")
+
+# --- OpenAI ---
+OPENAI_API_KEY = os.getenv("OPENAI_API_KEY")
+OPENAI_MODEL = os.getenv("OPENAI_MODEL", "gpt-4")
+
+# --- Caching ---
+CACHE_FILE = os.getenv("CACHE_FILE", "bot/library_cache.json")
+MAX_CACHE_AGE_HOURS = int(os.getenv("MAX_CACHE_AGE_HOURS", 6))
+
+# --- Discord Bot ---
+DISCORD_BOT_TOKEN = os.getenv("DISCORD_BOT_TOKEN")
diff --git a/bot/library_cache.py b/bot/library_cache.py
new file mode 100644
index 0000000..f84e5c6
--- /dev/null
+++ b/bot/library_cache.py
@@ -0,0 +1,61 @@
+# bot/library_cache.py
+
+import json
+import os
+import time
+from typing import List
+from plex_client import PlexClient
+
+CACHE_FILE = 'bot/library_cache.json'
+MAX_CACHE_AGE_HOURS = 6
+
+class LibraryCache:
+    def __init__(self):
+        if self.is_cache_stale():
+            print("📦 Plex cache is stale or missing — refreshing...")
+            self.refresh_cache()
+        else:
+            print("✅ Using cached Plex library data.")
+            self.load_cache()
+
+    def is_cache_stale(self) -> bool:
+        if not os.path.exists(CACHE_FILE):
+            return True
+        age_hours = (time.time() - os.path.getmtime(CACHE_FILE)) / 3600
+        return age_hours > MAX_CACHE_AGE_HOURS
+
+    def refresh_cache(self):
+        plex = PlexClient()
+        media = plex.server.library.sections()
+
+        new_data = []
+        for section in media:
+            if section.type in ['movie', 'show']:
+                for item in section.all():
+                    new_data.append({
+                        'title': item.title.strip(),
+                        'type': section.type,
+                        'genres': [g.tag for g in getattr(item, 'genres', [])],
+                        'year': getattr(item, 'year', None)
+                    })
+
+        self.data = new_data
+        self.save_cache()
+
+    def save_cache(self):
+        with open(CACHE_FILE, 'w', encoding='utf-8') as f:
+            json.dump(self.data, f, ensure_ascii=False, indent=2)
+
+    def load_cache(self):
+        with open(CACHE_FILE, 'r', encoding='utf-8') as f:
+            self.data = json.load(f)
+
+    def get_titles_by_type(self, media_type: str) -> List[str]:
+        return [item['title'] for item in self.data if item['type'] == media_type]
+
+    def search(self, title: str, media_type: str = None) -> bool:
+        """Check if title exists in library (case-insensitive, optional type filter)."""
+        for item in self.data:
+            if item['title'].lower() == title.lower() and (media_type is None or item['type'] == media_type):
+                return True
+        return False
diff --git a/bot/main.py b/bot/main.py
new file mode 100644
index 0000000..0c7e820
--- /dev/null
+++ b/bot/main.py
@@ -0,0 +1,61 @@
+# bot/main.py
+
+import discord
+from discord.ext import commands
+from discord import app_commands
+from tautulli_client import TautulliClient
+from recommender import Recommender
+from config import DISCORD_BOT_TOKEN
+
+intents = discord.Intents.default()
+client = commands.Bot(command_prefix="!", intents=intents)
+tree = client.tree
+
+tautulli = TautulliClient()
+recommender = Recommender()
+
+@client.event
+async def on_ready():
+    print(f"🤖 Logged in as {client.user} (ID: {client.user.id})")
+    await tree.sync()
+    print("✅ Slash commands synced.")
+
+@tree.command(name="recommend", description="Recommend movies or TV shows for a Plex user")
+@app_commands.describe(
+    username="Plex username (case-sensitive)",
+    media_type="Choose 'movie' or 'tv'"
+)
+async def recommend(interaction: discord.Interaction, username: str, media_type: str):
+    await interaction.response.defer()  # Acknowledge the request
+
+    try:
+        #users = tautulli._request("get_users")
+        #print("👤 Tautulli Users:")
+        #for u in users:
+        #    print(f"{u.get('username')}")
+        # Convert Discord input to Plex-friendly type
+
+        history = tautulli.get_user_watch_history(username=username, media_type=media_type.lower())        
+        if not history:
+            await interaction.followup.send(f"⚠️ No recent {media_type} history found for `{username}`.")
+            return
+
+        watched_titles = [entry["title"] for entry in history]
+        result = recommender.recommend(watched_titles, media_type=media_type.lower())
+
+        response = f"🎬 **{media_type.title()} Recommendations for `{username}`:**\n\n"
+        if result["available"]:
+            response += "✅ **Available on Plex:**\n" + "\n".join(f"- {title}" for title in result["available"]) + "\n\n"
+        if result["requestable"]:
+            response += "🛒 **Requestable:**\n" + "\n".join(f"- {title}" for title in result["requestable"])
+        if not result["available"] and not result["requestable"]:
+            response += "❌ No recommendations found."
+
+        await interaction.followup.send(response)
+
+    except Exception as e:
+        await interaction.followup.send(f"❌ Error: {str(e)}")
+        print("Error in /recommend:", e)
+
+if __name__ == "__main__":
+    client.run(DISCORD_BOT_TOKEN)
diff --git a/bot/plex_client.py b/bot/plex_client.py
new file mode 100644
index 0000000..9e920ce
--- /dev/null
+++ b/bot/plex_client.py
@@ -0,0 +1,66 @@
+# bot/plex_client.py
+
+from plexapi.server import PlexServer
+from dotenv import load_dotenv
+import os
+from datetime import datetime, timedelta
+
+from config import PLEX_BASE_URL, PLEX_TOKEN
+
+
+class PlexClient:
+    def __init__(self):
+        self.server = PlexServer(PLEX_BASE_URL, PLEX_TOKEN)
+        self.users = {u.title.lower(): u for u in self.server.myPlexAccount().users()}
+        self.admin_username = self.server.myPlexAccount().username.lower()
+
+
+
+
+    def get_user_watch_history(self, username: str, media_type: str = "movie", max_items: int = 20):
+        """Returns recent watch history within the last 14 days for a user."""
+        recent_cutoff = datetime.now() - timedelta(days=14)
+
+        username = username.lower()
+
+        if username == self.admin_username:
+            user_server = self.server
+        else:
+            user = self.users.get(username)
+            if not user:
+                raise ValueError(f"No Plex user found with username '{username}'")
+            token = user.get_token(self.server.friendlyName)
+            user_server = PlexServer(PLEX_BASE_URL, token)
+
+
+        history = []
+        sections = user_server.library.sections()
+
+        for section in sections:
+            if section.type == media_type:
+                items = section.search(sort='lastViewedAt:desc', limit=max_items * 2)  # buffer for filtering
+                for item in items:
+                    if item.lastViewedAt and item.lastViewedAt >= recent_cutoff:
+                        history.append({
+                            'title': item.title,
+                            'type': media_type,
+                            'genres': [g.tag for g in getattr(item, 'genres', [])],
+                            'summary': getattr(item, 'summary', ''),
+                        })
+                        if len(history) >= max_items:
+                            break
+        print(f"📺 Watch history for {username}:")
+        for item in history:
+            print(f"- {item['title']} (last viewed: {item.get('lastViewedAt', 'n/a')})")
+
+        return history
+
+
+    def get_all_library_titles(self):
+        """Returns all movies and shows in the Plex library."""
+        media = {'movie': [], 'show': []}
+        for section in self.server.library.sections():
+            if section.type in media:
+                for item in section.all():
+                    media[section.type].append(item.title)
+        return media
diff --git a/bot/recommender.py b/bot/recommender.py
new file mode 100644
index 0000000..32ef065
--- /dev/null
+++ b/bot/recommender.py
@@ -0,0 +1,89 @@
+# bot/recommender.py
+
+import openai
+import os
+from dotenv import load_dotenv
+from typing import List, Dict, Literal
+from library_cache import LibraryCache
+from config import OPENAI_API_KEY, OPENAI_MODEL
+
+load_dotenv()
+
+openai.api_key = OPENAI_API_KEY
+
+MediaType = Literal["movie", "show"]
+
+class Recommender:
+    def __init__(self):
+        self.cache = LibraryCache()
+
+    def recommend(self, watched_titles: List[str], media_type: MediaType = "movie", max_recs: int = 5) -> Dict[str, List[str]]:
+        if not watched_titles:
+            raise ValueError("No watched titles provided.")
+
+        prompt = self.build_prompt(watched_titles, media_type, max_recs)
+        response = self.query_openai(prompt)
+
+        print("🧠 Prompt:", prompt)
+        print("📥 Raw response:", response)
+
+        all_titles = self.parse_titles(response)
+        print("📦 Parsed titles:", all_titles)
+
+        available = [title for title in all_titles if self.cache.search(title, media_type)]
+        requestable = [title for title in all_titles if title not in available]
+
+        return {
+            "available": available,
+            "requestable": requestable
+        }
+
+    def build_prompt(self, watched: List[str], media_type: str, max_recs: int) -> str:
+        type_text = "movies" if media_type == "movie" else "TV shows"
+        
+        # You could optionally summarize genres here
+        genre_summary = self.extract_common_genres(watched, media_type)
+
+        return (
+            f"A user has watched the following {type_text}: {', '.join(watched[:20])}. "
+            f"These shows are mostly {genre_summary}. "
+            f"Recommend {max_recs} similar {type_text} based on theme and tone. "
+            f"Return only a plain comma-separated list of titles — no numbers, no explanations."
+        )
+
+    def extract_common_genres(self, watched: List[str], media_type: str) -> str:
+        genre_counts = {}
+        for item in self.cache.data:
+            if item["title"] in watched and item["type"] == media_type:
+                for genre in item.get("genres", []):
+                    genre_counts[genre] = genre_counts.get(genre, 0) + 1
+        sorted_genres = sorted(genre_counts.items(), key=lambda x: x[1], reverse=True)
+        top_genres = [g for g, _ in sorted_genres[:3]]
+        return ", ".join(top_genres) if top_genres else "varied genres"
+
+
+    def query_openai(self, prompt: str) -> str:
+        try:
+            response = openai.ChatCompletion.create(
+                model=OPENAI_MODEL,
+                messages=[
+                    {"role": "system", "content": "You're a helpful and precise media recommender."},
+                    {"role": "user", "content": prompt}
+                ],
+                temperature=0.4,
+                max_tokens=150
+            )
+            return response.choices[0].message.content
+        except Exception as e:
+            print("⚠️ OpenAI API error:", e)
+            return ""
+
+    def parse_titles(self, response: str) -> List[str]:
+        lines = response.replace("\n", ",").split(",")
+        cleaned = []
+        for item in lines:
+            item = item.strip()
+            item = item.lstrip("-•*0123456789. ").strip()
+            if item:
+                cleaned.append(item)
+        return cleaned
diff --git a/bot/tautulli_client.py b/bot/tautulli_client.py
new file mode 100644
index 0000000..fa4c9a9
--- /dev/null
+++ b/bot/tautulli_client.py
@@ -0,0 +1,73 @@
+# bot/tautulli_client.py
+
+import os
+import requests
+from datetime import datetime, timedelta
+from dotenv import load_dotenv
+
+load_dotenv()
+
+TAUTULLI_URL = os.getenv("TAUTULLI_URL")
+TAUTULLI_API_KEY = os.getenv("TAUTULLI_API_KEY")
+
+class TautulliClient:
+    def __init__(self):
+        self.base_url = f"{TAUTULLI_URL}/api/v2"
+        self.api_key = TAUTULLI_API_KEY
+
+    def _request(self, cmd: str, params: dict = {}):
+        payload = {
+            "apikey": self.api_key,
+            "cmd": cmd,
+            **params
+        }
+        try:
+            res = requests.get(self.base_url, params=payload)
+            res.raise_for_status()
+            return res.json().get("response", {}).get("data", [])
+        except Exception as e:
+            print(f"❌ Tautulli API error for {cmd}: {e}")
+            return []
+
+    def get_user_watch_history(self, username: str, media_type: str = "movie", days: int = 14, max_items: int = 20):
+        """Get a list of recently watched movies or shows by username."""
+        cutoff = datetime.now() - timedelta(days=days)
+        print(media_type)
+        if media_type=='movie':
+            tautulli_media_type='movie'
+        elif media_type=='tv':
+            tautulli_media_type='episode'
+
+        history = self._request("get_history", {
+            "user": username,
+            "media_type":tautulli_media_type,
+            "order_column": "date",
+            "order_dir": "desc",
+            "length": 100  # buffer to allow filtering
+        })
+        history = history['data']
+        #print(history)
+        filtered = []
+        print('FULL HISTORY')
+        for item in history:
+            print(item['user'],item['media_type'],item['title'],item['grandparent_title'],username,cutoff,datetime.fromtimestamp(item["date"]))
+            try:
+                
+                watched_date = datetime.fromtimestamp(item["date"])
+
+                if watched_date < cutoff:
+                    continue
+                
+                filtered.append({
+                    "title": item["title"] if media_type == "movie" else item["grandparent_title"],
+                    "type": media_type,
+                    "genres": item.get("genre", "").split(", "),
+                    "summary": item.get("summary", "")
+                })
+
+                if len(filtered) >= max_items:
+                    break
+            except Exception:
+                continue
+        print(filtered)
+        return filtered
diff --git a/docker-compose.yml b/docker-compose.yml
new file mode 100644
index 0000000..6a131e7
--- /dev/null
+++ b/docker-compose.yml
@@ -0,0 +1,9 @@
+version: '3.8'
+
+services:
+  plex-discord-bot:
+    build: .
+    env_file: .env
+    restart: unless-stopped
+    volumes:
+      - ./bot:/app/bot
diff --git a/requirements.txt b/requirements.txt
new file mode 100644
index 0000000..caa9508
--- /dev/null
+++ b/requirements.txt
@@ -0,0 +1,5 @@
+discord.py
+openai==0.28
+plexapi
+python-dotenv
+requests