diff --git a/groove/cli.py b/groove/cli.py
index 5c5e784..f80207c 100644
--- a/groove/cli.py
+++ b/groove/cli.py
@@ -6,10 +6,12 @@ from pathlib import Path
 from typing import Optional, List
 from dotenv import load_dotenv
 from slugify import slugify
-from pprint import pprint
+from rich import print
+import rich.table
 
 from groove import webserver
 from groove.playlist import Playlist
+from groove import db
 from groove.db.manager import database_manager
 from groove.db.scanner import media_scanner
 
@@ -26,6 +28,25 @@ def initialize():
                         level=logging.DEBUG if debug else logging.INFO)
 
 
+@playlist_app.command()
+def list():
+    """
+    List all Playlists
+    """
+    initialize()
+    with database_manager() as manager:
+        query = manager.session.query(db.playlist)
+        table = rich.table.Table(
+            *[rich.table.Column(k.name.title()) for k in db.playlist.columns]
+        )
+        for row in db.windowed_query(query, db.playlist.c.id, 1000):
+            columns = tuple(Playlist.from_row(row, manager.session).record)[0:-1]
+            table.add_row(*[str(col) for col in columns])
+        print()
+        print(table)
+        print()
+
+
 @playlist_app.command()
 def delete(
     name: str = typer.Argument(
@@ -42,24 +63,42 @@ def delete(
     """
     initialize()
     with database_manager() as manager:
-        pl = Playlist(slug=slugify(name), connection=manager.session, create_if_not_exists=False)
+        pl = Playlist(slug=slugify(name), session=manager.session, create_if_not_exists=False)
         if not pl.exists:
             logging.info(f"No playlist named '{name}' could be found.")
             return
 
         if no_dry_run is False:
-            print(f"Would delete playlist {pl.record.id}, which contains {len(pl.entries)} tracks.")
+            entry_count = 0 if not pl.entries else len([e for e in pl.entries])
+            print(f"Would delete playlist {pl.record.id}, which contains {entry_count} tracks.")
             return
         deleted_playlist = pl.delete()
         print(f"Playlist {deleted_playlist} deleted.")
 
 
+@playlist_app.command()
+def get(
+    slug: str = typer.Argument(
+        ...,
+        help="The slug of the playlist to retrieve."
+    ),
+):
+    initialize()
+    with database_manager() as manager:
+        pl = Playlist(slug=slug, session=manager.session)
+        print(pl.as_dict)
+
+
 @playlist_app.command()
 def add(
     name: str = typer.Argument(
         ...,
         help="The name of the playlist to create."
     ),
+    description: str = typer.Option(
+        None,
+        help="The description of the playlist."
+    ),
     tracks: List[str] = typer.Option(
         None,
         help="A list of tracks to add to the playlist."
@@ -78,14 +117,19 @@ def add(
     """
     initialize()
     with database_manager() as manager:
-        pl = Playlist(slug=slugify(name), connection=manager.session, create_if_not_exists=True)
+        pl = Playlist(
+            slug=slugify(name),
+            session=manager.session,
+            name=name,
+            description=description,
+            create_if_not_exists=True)
         if pl.exists:
             if not exists_ok:
                 raise RuntimeError(f"Playlist with slug {pl.slug} already exists!")
         logging.debug(pl.as_dict)
         if tracks:
             pl.add(tracks)
-    pprint(pl.as_dict)
+    print(pl.as_dict)
 
 
 @app.command()
diff --git a/groove/db/__init__.py b/groove/db/__init__.py
index bccd04d..71ffcb5 100644
--- a/groove/db/__init__.py
+++ b/groove/db/__init__.py
@@ -1 +1,2 @@
 from groove.db.schema import metadata, track, playlist, entry
+from groove.db.helpers import windowed_query
diff --git a/groove/db/helpers.py b/groove/db/helpers.py
new file mode 100644
index 0000000..0fb5bb9
--- /dev/null
+++ b/groove/db/helpers.py
@@ -0,0 +1,20 @@
+def windowed_query(query, column, window_size):
+    """"
+    Break a Query into chunks on a given column.
+
+    see: https://github.com/sqlalchemy/sqlalchemy/wiki/RangeQuery-and-WindowedRangeQuery
+    """
+    single_entity = query.is_single_entity
+    query = query.add_columns(column).order_by(column)
+    last_id = None
+
+    while True:
+        sub_query = query
+        if last_id is not None:
+            sub_query = sub_query.filter(column > last_id)
+        chunk = sub_query.limit(window_size).all()
+        if not chunk:
+            break
+        last_id = chunk[-1][-1]
+        for row in chunk:
+            yield row
diff --git a/groove/db/manager.py b/groove/db/manager.py
new file mode 100644
index 0000000..0a50029
--- /dev/null
+++ b/groove/db/manager.py
@@ -0,0 +1,43 @@
+import os
+
+from sqlalchemy import create_engine
+from sqlalchemy.orm import sessionmaker
+
+from . import metadata
+
+
+class DatabaseManager:
+    """
+    A context manager for working with sqllite database.
+    """
+
+    def __init__(self):
+        self._engine = None
+        self._session = None
+
+    @property
+    def engine(self):
+        if not self._engine:
+            self._engine = create_engine(f"sqlite:///{os.environ.get('DATABASE_PATH')}", future=True)
+        return self._engine
+
+    @property
+    def session(self):
+        if not self._session:
+            Session = sessionmaker(bind=self.engine, future=True)
+            self._session = Session()
+        return self._session
+
+    def import_from_filesystem(self):
+        pass
+
+    def __enter__(self):
+        metadata.create_all(bind=self.engine)
+        return self
+
+    def __exit__(self, exc_type, exc_value, traceback):
+        if self.session:
+            self.session.close()
+
+
+database_manager = DatabaseManager
diff --git a/groove/playlist.py b/groove/playlist.py
index d7cec36..1f5f60b 100644
--- a/groove/playlist.py
+++ b/groove/playlist.py
@@ -11,9 +11,16 @@ class Playlist:
     """
     CRUD operations and convenience methods for playlists.
     """
-    def __init__(self, slug: str, session: Session, create_if_not_exists: bool = False):
+    def __init__(self,
+                 slug: str,
+                 session: Session,
+                 name: str = '',
+                 description: str = '',
+                 create_if_not_exists: bool = False):
         self._session = session
         self._slug = slug
+        self._name = name
+        self._description = description
         self._record = None
         self._entries = None
         self._create_if_not_exists = create_if_not_exists
@@ -44,7 +51,7 @@ class Playlist:
                 logging.debug(f"Retrieved playlist {self._record.id}")
             except NoResultFound:
                 pass
-            if self._create_if_not_exists:
+            if not self._record and self._create_if_not_exists:
                 self._record = self._create()
                 if not self._record:  # pragma: no cover
                     raise RuntimeError(f"Tried to create a playlist but couldn't read it back using slug {self.slug}")
@@ -56,7 +63,7 @@ class Playlist:
         Cache the list of entries on this playlist and return it.
         """
         if not self._entries and self.record:
-            self._entries = self.session.query(
+            query = self.session.query(
                 db.entry,
                 db.track
             ).filter(
@@ -65,7 +72,8 @@ class Playlist:
                 db.entry.c.playlist_id == db.playlist.c.id
             ).filter(
                 db.entry.c.track_id == db.track.c.id
-            ).all()
+            )
+            self._entries = db.windowed_query(query, db.entry.c.track_id, 1000)
         return self._entries
 
     @property
@@ -90,6 +98,7 @@ class Playlist:
         Returns:
             int: The number of tracks added.
         """
+        logging.debug(f"Attempting to add tracks matching: {paths}")
         try:
             return self._create_entries(self._get_tracks_by_path(paths))
         except NoResultFound:
@@ -144,14 +153,24 @@ class Playlist:
             ]
         )
         self.session.commit()
+        self._entries = None
         return len(tracks)
 
     def _create(self) -> Row:
         """
         Insert a new playlist record into the database.
         """
-        stmt = db.playlist.insert({'slug': self.slug})
+        stmt = db.playlist.insert({'slug': self.slug, 'name': self._name, 'description': self._description})
         results = self.session.execute(stmt)
         self.session.commit()
         logging.debug(f"Created new playlist {results.inserted_primary_key[0]} with slug {self.slug}")
         return self.session.query(db.playlist).filter(db.playlist.c.id == results.inserted_primary_key[0]).one()
+
+    @classmethod
+    def from_row(cls, row, session):
+        pl = Playlist(slug=row.slug, session=session)
+        pl._record = row
+        return pl
+
+    def __repr__(self):
+        return str(self.as_dict)
diff --git a/groove/webserver.py b/groove/webserver.py
index deb54a4..d26f50c 100644
--- a/groove/webserver.py
+++ b/groove/webserver.py
@@ -4,9 +4,11 @@ import os
 
 import bottle
 from bottle import HTTPResponse
-from bottle.ext import sqlite
+from bottle.ext import sqlalchemy
 
 from groove.auth import is_authenticated
+from groove.db.manager import database_manager
+from groove.db import metadata
 from groove.playlist import Playlist
 
 server = bottle.Bottle()
@@ -17,15 +19,23 @@ def start(host: str, port: int, debug: bool) -> None:  # pragma: no cover
     Start the Bottle app.
     """
     logging.debug(f"Configuring sqllite using {os.environ.get('DATABASE_PATH')}")
-    server.install(sqlite.Plugin(dbfile=os.environ.get('DATABASE_PATH')))
-    logging.debug(f"Configuring webserver with host={host}, port={port}, debug={debug}")
-    server.run(
-        host=os.getenv('HOST', host),
-        port=os.getenv('PORT', port),
-        debug=debug,
-        server='paste',
-        quiet=True
-    )
+
+    with database_manager() as manager:
+        server.install(sqlalchemy.Plugin(
+            manager.engine,
+            metadata,
+            keyword='db',
+            create=True,
+            commit=True,
+        ))
+        logging.debug(f"Configuring webserver with host={host}, port={port}, debug={debug}")
+        server.run(
+            host=os.getenv('HOST', host),
+            port=os.getenv('PORT', port),
+            debug=debug,
+            server='paste',
+            quiet=True
+        )
 
 
 @server.route('/')
diff --git a/pyproject.toml b/pyproject.toml
index ed6ce0f..5fbbd43 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -14,9 +14,10 @@ bottle = "^0.12.23"
 typer = "^0.7.0"
 python-dotenv = "^0.21.0"
 Paste = "^3.5.2"
-bottle-sqlite = "^0.2.0"
 SQLAlchemy = "^1.4.44"
 python-slugify = "^7.0.0"
+rich = "^12.6.0"
+bottle-sqlalchemy = "^0.4.3"
 
 [tool.poetry.dev-dependencies]
 pytest = "^7.2.0"