diff --git a/app/config.py b/app/config.py
index e6c536d..e5598df 100644
--- a/app/config.py
+++ b/app/config.py
@@ -202,6 +202,8 @@ def SQLALCHEMY_DATABASE_URI(self) -> str:
         "pk.eyJ1IjoibWFwYm94IiwiYSI6ImNpejY4NXVycTA2emYycXBndHRqcmZ3N3gifQ.rJcFIG214AriISLbB6B5aw",
     )  # noqa
 
+    SENTRY_DSN: str | None = os.getenv("SENTRY_DSN")
+
 
 class ProductionConfig(Config):
     """The Production Config is used for deployment of the website to the
diff --git a/app/data/celery.py b/app/data/celery.py
index 0a4ca85..2fb3ec3 100644
--- a/app/data/celery.py
+++ b/app/data/celery.py
@@ -125,20 +125,14 @@ def predict_v3_task(*args, **kwargs) -> RecordsType:
 
 
 @celery_app.task
-def update_db_task() -> None:
-    from app.data.processing.core import update_db
-
-    update_db()
-
-
-@celery_app.task
-def update_website_task() -> None:
+def update_db_task(tweet_status: bool = False) -> None:
     from app.data.globals import website_options
     from app.data.processing.core import update_db
-    from app.twitter import tweet_current_status
 
     update_db()
-    if website_options.boating_season:
+    if tweet_status and website_options.boating_season:
+        from app.twitter import tweet_current_status
+
         tweet_current_status()
 
 
@@ -161,5 +155,4 @@ def send_database_exports_task() -> None:
 predict_v2_task: WithAppContextTask
 predict_v3_task: WithAppContextTask
 update_db_task: WithAppContextTask
-update_website_task: WithAppContextTask
 send_database_exports_task: WithAppContextTask
diff --git a/app/main.py b/app/main.py
index f587c6a..1408711 100644
--- a/app/main.py
+++ b/app/main.py
@@ -87,6 +87,20 @@ def register_extensions(app: Flask):
     cors = CORS(resources={"/api/*": {"origins": "*"}, "/flags": {"origins": "*"}})
     cors.init_app(app)
 
+    if app.config.get("SENTRY_DSN"):
+        import sentry_sdk
+
+        sentry_sdk.init(
+            dsn=app.config["SENTRY_DSN"],
+            # Set traces_sample_rate to 1.0 to capture 100%
+            # of transactions for tracing.
+            traces_sample_rate=1.0,
+            # Set profiles_sample_rate to 1.0 to profile 100%
+            # of sampled transactions.
+            # We recommend adjusting this value in production.
+            profiles_sample_rate=1.0,
+        )
+
 
 def register_blueprints(app: Flask):
     """Register the "blueprints." Blueprints are basically like mini web apps
@@ -262,42 +276,26 @@ def _wrap(*args, **kwargs):
         help="If set, then run this command in Celery."
         " This can help save a bit of money on Heroku compute.",
     )
+    @click.option(
+        "--tweet-status/--dont-tweet-status",
+        is_flag=True,
+        default=False,
+        help="If set, then send a tweet indicating the status of the flags.",
+    )
     @with_appcontext
     @mail_on_fail
-    def update_db_command(async_: bool = False):
+    def update_db_command(async_: bool = False, tweet_status: bool = False):
         """Update the database with the latest live data."""
         from app.data.celery import update_db_task
 
         if async_:
-            res = update_db_task.delay()
+            res = update_db_task.delay(tweet_status=tweet_status)
             click.echo(f"Started update database task ({res.id!r}).")
         else:
             click.echo("Updating the database...")
-            update_db_task.run()
+            update_db_task.run(tweet_status=tweet_status)
             click.echo("Updated the database successfully.")
 
-    @app.cli.command("update-website")
-    @click.option(
-        "--async",
-        "async_",
-        is_flag=True,
-        default=False,
-        help="If set, then run this command in Celery."
-        " This can help save a bit of money on Heroku compute.",
-    )
-    @mail_on_fail
-    def update_website_command(async_: bool = False):
-        """Updates the database, then Tweets a message."""
-        from app.data.celery import update_website_task
-
-        if async_:
-            res = update_website_task.delay()
-            click.echo(f"Started update website task ({res.id!r}).")
-        else:
-            click.echo("Updating the website...")
-            update_website_task.run()
-            click.echo("Updated the website successfully.")
-
     @app.cli.command("gen-mock-data")
     @dev_only
     def generate_mock_data():
diff --git a/requirements.in b/requirements.in
index a01ee43..973e694 100644
--- a/requirements.in
+++ b/requirements.in
@@ -27,6 +27,7 @@ redis
 requests
 rich-click
 SQLAlchemy
+sentry-sdk[flask]
 tenacity
 tweepy
 
diff --git a/requirements.txt b/requirements.txt
index 9d14304..cbf3c73 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -21,6 +21,7 @@ blinker==1.8.2
     # via
     #   flask
     #   flask-mail
+    #   sentry-sdk
 cachelib==0.9.0
     # via flask-caching
 celery==5.4.0
@@ -33,6 +34,7 @@ certifi==2024.2.2
     #   httpcore
     #   httpx
     #   requests
+    #   sentry-sdk
 cfgv==3.4.0
     # via pre-commit
 charset-normalizer==3.3.2
@@ -84,6 +86,7 @@ flask==3.0.3
     #   flask-mail
     #   flask-postgres
     #   flask-sqlalchemy
+    #   sentry-sdk
 flask-admin==1.6.1
     # via -r requirements.in
 flask-basicauth==0.2.0
@@ -169,6 +172,7 @@ markupsafe==2.1.5
     # via
     #   jinja2
     #   mako
+    #   sentry-sdk
     #   werkzeug
     #   wtforms
 mdurl==0.1.2
@@ -288,6 +292,8 @@ ruff==0.4.5
     # via -r requirements.in
 schemathesis==3.28.1
     # via -r requirements.in
+sentry-sdk==2.6.0
+    # via -r requirements.in
 setuptools==70.0.0
     # via
     #   flask-db
@@ -343,6 +349,7 @@ urllib3==2.2.1
     # via
     #   docker
     #   requests
+    #   sentry-sdk
 uv==0.2.3
     # via -r requirements.in
 vine==5.1.0