diff --git a/API.md b/API.md
index ac00b9cd4..316311af8 100644
--- a/API.md
+++ b/API.md
@@ -47,6 +47,7 @@ The addons from `addons` are only installed one.
   "wait_boot": "int",
   "debug": "bool",
   "debug_block": "bool",
+  "diagnostics": "None|bool",
   "addons": [
     {
       "name": "xy bla",
diff --git a/requirements.txt b/requirements.txt
index e8d204079..0e5b15dfe 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -14,5 +14,6 @@ pulsectl==20.5.1
 pytz==2020.1
 pyudev==0.22.0
 ruamel.yaml==0.15.100
+sentry-sdk==0.16.3
 uvloop==0.14.0
 voluptuous==0.11.7
diff --git a/supervisor/api/supervisor.py b/supervisor/api/supervisor.py
index 85356ad3c..68d2cca78 100644
--- a/supervisor/api/supervisor.py
+++ b/supervisor/api/supervisor.py
@@ -17,6 +17,7 @@ from ..const import (
     ATTR_DEBUG,
     ATTR_DEBUG_BLOCK,
     ATTR_DESCRIPTON,
+    ATTR_DIAGNOSTICS,
     ATTR_ICON,
     ATTR_INSTALLED,
     ATTR_IP_ADDRESS,
@@ -58,6 +59,7 @@ SCHEMA_OPTIONS = vol.Schema(
         vol.Optional(ATTR_LOGGING): vol.Coerce(LogLevel),
         vol.Optional(ATTR_DEBUG): vol.Boolean(),
         vol.Optional(ATTR_DEBUG_BLOCK): vol.Boolean(),
+        vol.Optional(ATTR_DIAGNOSTICS): vol.Boolean(),
     }
 )
 
@@ -102,6 +104,7 @@ class APISupervisor(CoreSysAttributes):
             ATTR_LOGGING: self.sys_config.logging,
             ATTR_DEBUG: self.sys_config.debug,
             ATTR_DEBUG_BLOCK: self.sys_config.debug_block,
+            ATTR_DIAGNOSTICS: self.sys_config.diagnostics,
             ATTR_ADDONS: list_addons,
             ATTR_ADDONS_REPOSITORIES: self.sys_config.addons_repositories,
         }
@@ -126,6 +129,9 @@ class APISupervisor(CoreSysAttributes):
         if ATTR_DEBUG_BLOCK in body:
             self.sys_config.debug_block = body[ATTR_DEBUG_BLOCK]
 
+        if ATTR_DIAGNOSTICS in body:
+            self.sys_config.diagnostics = body[ATTR_DIAGNOSTICS]
+
         if ATTR_LOGGING in body:
             self.sys_config.logging = body[ATTR_LOGGING]
 
diff --git a/supervisor/bootstrap.py b/supervisor/bootstrap.py
index 4b6b413ae..f16e0c0b7 100644
--- a/supervisor/bootstrap.py
+++ b/supervisor/bootstrap.py
@@ -6,6 +6,13 @@ import shutil
 import signal
 
 from colorlog import ColoredFormatter
+import sentry_sdk
+from sentry_sdk.integrations.aiohttp import AioHttpIntegration
+from sentry_sdk.integrations.atexit import AtexitIntegration
+from sentry_sdk.integrations.dedupe import DedupeIntegration
+from sentry_sdk.integrations.excepthook import ExcepthookIntegration
+from sentry_sdk.integrations.stdlib import StdlibIntegration
+from sentry_sdk.integrations.threading import ThreadingIntegration
 
 from .addons import AddonManager
 from .api import RestAPI
@@ -17,6 +24,8 @@ from .const import (
     ENV_SUPERVISOR_NAME,
     ENV_SUPERVISOR_SHARE,
     SOCKET_DOCKER,
+    SUPERVISOR_VERSION,
+    CoreStates,
     LogLevel,
     UpdateChannels,
 )
@@ -73,6 +82,9 @@ async def initialize_coresys() -> CoreSys:
     coresys.secrets = SecretsManager(coresys)
     coresys.scheduler = Scheduler(coresys)
 
+    # diagnostics
+    setup_diagnostics(coresys)
+
     # bootstrap config
     initialize_system_data(coresys)
 
@@ -270,3 +282,54 @@ def supervisor_debugger(coresys: CoreSys) -> None:
     if coresys.config.debug_block:
         _LOGGER.info("Wait until debugger is attached")
         ptvsd.wait_for_attach()
+
+
+def setup_diagnostics(coresys: CoreSys) -> None:
+    """Sentry diagnostic backend."""
+
+    def filter_data(event, hint):
+        # Ignore issue if system is not supported or diagnostics is disabled
+        if not coresys.config.diagnostics or not coresys.core.healthy:
+            return None
+
+        # Not full startup - missing information
+        if coresys.core.state in (CoreStates.INITIALIZE, CoreStates.SETUP):
+            return event
+
+        # Update information
+        with sentry_sdk.configure_scope() as scope:
+            scope.set_context(
+                "supervisor",
+                {
+                    "machine": coresys.machine,
+                    "arch": coresys.arch.default,
+                    "docker": coresys.docker.info.version,
+                    "channel": coresys.updater.channel,
+                    "supervisor": coresys.supervisor.version,
+                    "os": coresys.hassos.version,
+                    "core": coresys.homeassistant.version,
+                    "audio": coresys.plugins.audio.version,
+                    "dns": coresys.plugins.dns.version,
+                    "multicast": coresys.plugins.multicast.version,
+                    "cli": coresys.plugins.cli.version,
+                },
+            )
+
+        return event
+
+    sentry_sdk.init(
+        dsn="https://9c6ea70f49234442b4746e447b24747e@o427061.ingest.sentry.io/5370612",
+        before_send=filter_data,
+        default_integrations=False,
+        integrations=[
+            AioHttpIntegration(),
+            AtexitIntegration(),
+            ExcepthookIntegration(),
+            DedupeIntegration(),
+            StdlibIntegration(),
+            ThreadingIntegration(),
+        ],
+    )
+
+    with sentry_sdk.configure_scope() as scope:
+        scope.set_tag("version", SUPERVISOR_VERSION)
diff --git a/supervisor/config.py b/supervisor/config.py
index aa2b7f6c1..b040e0178 100644
--- a/supervisor/config.py
+++ b/supervisor/config.py
@@ -3,12 +3,13 @@ from datetime import datetime
 import logging
 import os
 from pathlib import Path, PurePath
-from typing import List
+from typing import List, Optional
 
 from .const import (
     ATTR_ADDONS_CUSTOM_LIST,
     ATTR_DEBUG,
     ATTR_DEBUG_BLOCK,
+    ATTR_DIAGNOSTICS,
     ATTR_LAST_BOOT,
     ATTR_LOGGING,
     ATTR_TIMEZONE,
@@ -101,6 +102,16 @@ class CoreConfig(JsonConfig):
         """Set debug wait mode."""
         self._data[ATTR_DEBUG_BLOCK] = value
 
+    @property
+    def diagnostics(self) -> Optional[bool]:
+        """Return bool if diagnostics is set otherwise None."""
+        return self._data[ATTR_DIAGNOSTICS]
+
+    @diagnostics.setter
+    def diagnostics(self, value: bool) -> None:
+        """Set diagnostics settings."""
+        self._data[ATTR_DIAGNOSTICS] = value
+
     @property
     def logging(self) -> LogLevel:
         """Return log level of system."""
diff --git a/supervisor/const.py b/supervisor/const.py
index f0e2c1b4e..fe74f6133 100644
--- a/supervisor/const.py
+++ b/supervisor/const.py
@@ -240,6 +240,7 @@ ATTR_INDEX = "index"
 ATTR_ACTIVE = "active"
 ATTR_APPLICATION = "application"
 ATTR_INIT = "init"
+ATTR_DIAGNOSTICS = "diagnostics"
 
 PROVIDE_SERVICE = "provide"
 NEED_SERVICE = "need"
@@ -355,6 +356,7 @@ class CoreStates(str, Enum):
     """Represent current loading state."""
 
     INITIALIZE = "initialize"
+    SETUP = "setup"
     STARTUP = "startup"
     RUNNING = "running"
     FREEZE = "freeze"
diff --git a/supervisor/core.py b/supervisor/core.py
index 14dfb7dd0..19e21ad0f 100644
--- a/supervisor/core.py
+++ b/supervisor/core.py
@@ -55,7 +55,7 @@ class Core(CoreSysAttributes):
 
     async def setup(self):
         """Start setting up supervisor orchestration."""
-        self.state = CoreStates.STARTUP
+        self.state = CoreStates.SETUP
 
         # Load DBus
         await self.sys_dbus.load()
@@ -104,6 +104,7 @@ class Core(CoreSysAttributes):
 
     async def start(self):
         """Start Supervisor orchestration."""
+        self.state = CoreStates.STARTUP
         await self.sys_api.start()
 
         # Mark booted partition as healthy
diff --git a/supervisor/validate.py b/supervisor/validate.py
index b5ca1250a..b8e6d1137 100644
--- a/supervisor/validate.py
+++ b/supervisor/validate.py
@@ -18,6 +18,7 @@ from .const import (
     ATTR_CLI,
     ATTR_DEBUG,
     ATTR_DEBUG_BLOCK,
+    ATTR_DIAGNOSTICS,
     ATTR_DNS,
     ATTR_HASSOS,
     ATTR_HOMEASSISTANT,
@@ -176,6 +177,7 @@ SCHEMA_SUPERVISOR_CONFIG = vol.Schema(
         vol.Optional(ATTR_LOGGING, default=LogLevel.INFO): vol.Coerce(LogLevel),
         vol.Optional(ATTR_DEBUG, default=False): vol.Boolean(),
         vol.Optional(ATTR_DEBUG_BLOCK, default=False): vol.Boolean(),
+        vol.Optional(ATTR_DIAGNOSTICS, default=None): vol.Maybe(vol.Boolean()),
     },
     extra=vol.REMOVE_EXTRA,
 )
diff --git a/tests/conftest.py b/tests/conftest.py
index c231ff8d2..f7896c7b4 100644
--- a/tests/conftest.py
+++ b/tests/conftest.py
@@ -19,6 +19,8 @@ def docker():
 async def coresys(loop, docker):
     """Create a CoreSys Mock."""
     with patch("supervisor.bootstrap.initialize_system_data"), patch(
+        "supervisor.bootstrap.setup_diagnostics"
+    ), patch(
         "supervisor.bootstrap.fetch_timezone", return_value="Europe/Zurich",
     ):
         coresys_obj = await initialize_coresys()