diff --git a/core/bot.py b/core/bot.py
index a3363b08c..a8157ae52 100644
--- a/core/bot.py
+++ b/core/bot.py
@@ -17,7 +17,8 @@ class Red(commands.Bot):
             packages=[],
             coowners=[],
             whitelist=[],
-            blacklist=[]
+            blacklist=[],
+            enable_sentry=None
         )
 
         self.db.register_guild(
diff --git a/core/cli.py b/core/cli.py
index a985ea2b9..3dcbd1bb7 100644
--- a/core/cli.py
+++ b/core/cli.py
@@ -1,6 +1,8 @@
 import argparse
 import asyncio
 
+from core.bot import Red
+
 
 def confirm(m=""):
     return input(m).lower().strip() in ("y", "yes")
@@ -39,9 +41,26 @@ def interactive_config(red, token_set, prefix_set):
             if prefix:
                 loop.run_until_complete(red.db.set("prefix", [prefix]))
 
+    ask_sentry(red)
+
     return token
 
 
+def ask_sentry(red: Red):
+    loop = asyncio.get_event_loop()
+    print("\nThank you for installing Red V3 alpha! The current version\n"
+          " is not suited for production use and is aimed at testing\n"
+          " the current and upcoming featureset, that's why we will\n"
+          " also collect the fatal error logs to help us fix any new\n"
+          " found issues in a timely manner. If you wish to opt in\n"
+          " the process please type \"yes\":\n")
+    if not confirm("> "):
+        loop.run_until_complete(red.db.set("enable_sentry", False))
+    else:
+        loop.run_until_complete(red.db.set("enable_sentry", True))
+        print("\nThank you for helping us with the development process!")
+
+
 def parse_cli_flags():
     parser = argparse.ArgumentParser(description="Red - Discord Bot")
     parser.add_argument("--owner", help="ID of the owner. Only who hosts "
@@ -83,4 +102,4 @@ def parse_cli_flags():
     else:
         args.prefix = []
 
-    return args
\ No newline at end of file
+    return args
diff --git a/core/sentry_setup.py b/core/sentry_setup.py
new file mode 100644
index 000000000..11bc85923
--- /dev/null
+++ b/core/sentry_setup.py
@@ -0,0 +1,42 @@
+from raven import Client
+from raven.versioning import fetch_git_sha
+from raven.conf import setup_logging
+from raven.handlers.logging import SentryHandler
+
+from pathlib import Path
+
+
+client = None
+
+
+def init_sentry_logging():
+    global client
+    client = Client(
+        dsn=("https://27f3915ba0144725a53ea5a99c9ae6f3:87913fb5d0894251821dcf06e5e9cfe6@"
+             "sentry.telemetry.red/19?verify_ssl=0"),
+        include_paths=(
+            'core',
+            'cogs.alias',
+            'cogs.audio',
+            'cogs.downloader',
+            'cogs.economy',
+            'cogs.general',
+            'cogs.image',
+            'cogs.streams',
+            'cogs.trivia',
+            'cogs.utils',
+            'tests.core.test_sentry',
+            'main',
+            'launcher'
+        ),
+        release=fetch_git_sha(str(Path.cwd()))
+    )
+
+    handler = SentryHandler(client)
+    setup_logging(
+        handler,
+        exclude=(
+            "asyncio",
+            "discord"
+        )
+    )
diff --git a/main.py b/main.py
index 2613d0328..d095999dd 100644
--- a/main.py
+++ b/main.py
@@ -1,7 +1,8 @@
 from core.bot import Red, ExitCodes
 from core.global_checks import init_global_checks
 from core.events import init_events
-from core.cli import interactive_config, confirm, parse_cli_flags
+from core.sentry_setup import init_sentry_logging
+from core.cli import interactive_config, confirm, parse_cli_flags, ask_sentry
 from core.core_commands import Core
 from core.dev_commands import Dev
 import asyncio
@@ -59,6 +60,7 @@ if __name__ == '__main__':
     red = Red(cli_flags, description=description, pm_help=None)
     init_global_checks(red)
     init_events(red, cli_flags)
+
     red.add_cog(Core())
 
     if cli_flags.dev:
@@ -77,6 +79,12 @@ if __name__ == '__main__':
             log.critical("Token and prefix must be set in order to login.")
             sys.exit(1)
 
+    if red.db.enable_sentry() is None:
+        ask_sentry(red)
+
+    if red.db.enable_sentry():
+        init_sentry_logging()
+
     loop = asyncio.get_event_loop()
     cleanup_tasks = True
 
diff --git a/requirements.txt b/requirements.txt
index 08a4d6f99..3b936bc89 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -2,4 +2,5 @@ git+https://github.com/Rapptz/discord.py@rewrite#egg=discord.py[voice]
 youtube_dl
 pytest
 git+https://github.com/pytest-dev/pytest-asyncio
-pymongo
\ No newline at end of file
+pymongo
+git+https://github.com/getsentry/raven-python
\ No newline at end of file
diff --git a/tests/core/test_sentry.py b/tests/core/test_sentry.py
new file mode 100644
index 000000000..df64f5125
--- /dev/null
+++ b/tests/core/test_sentry.py
@@ -0,0 +1,9 @@
+from core import sentry_setup
+
+
+def test_sentry_capture():
+    sentry_setup.init_sentry_logging()
+
+    assert sentry_setup.client is not None
+
+    sentry_setup.client.captureMessage("Message from test_sentry module.")
\ No newline at end of file