diff --git a/changes/issue-3473-add-sentry b/changes/issue-3473-add-sentry
new file mode 100644
index 000000000..1d86ad020
--- /dev/null
+++ b/changes/issue-3473-add-sentry
@@ -0,0 +1 @@
+* Add config to use Sentry for catching errors in fleet
diff --git a/cmd/fleet/serve.go b/cmd/fleet/serve.go
index 0938e7575..ad3faf1e9 100644
--- a/cmd/fleet/serve.go
+++ b/cmd/fleet/serve.go
@@ -42,6 +42,7 @@ import (
 	"github.com/fleetdm/fleet/v4/server/sso"
 	"github.com/fleetdm/fleet/v4/server/vulnerabilities"
 	"github.com/fleetdm/fleet/v4/server/webhooks"
+	"github.com/getsentry/sentry-go"
 	kitlog "github.com/go-kit/kit/log"
 	"github.com/go-kit/kit/log/level"
 	kitprometheus "github.com/go-kit/kit/metrics/prometheus"
@@ -281,6 +282,21 @@ the way that the Fleet server works.
 				CollectorInterval:  config.Osquery.AsyncHostCollectInterval,
 			}
 
+			if config.Sentry.Dsn != "" {
+				v := version.Version()
+				err = sentry.Init(sentry.ClientOptions{
+					Dsn:     config.Sentry.Dsn,
+					Release: fmt.Sprintf("%s_%s_%s", v.Version, v.Branch, v.Revision),
+				})
+				if err != nil {
+					initFatal(err, "initializing sentry")
+				}
+				level.Info(logger).Log("msg", "sentry initialized", "dsn", config.Sentry.Dsn)
+
+				defer sentry.Recover()
+				defer sentry.Flush(2 * time.Second)
+			}
+
 			// TODO: gather all the different contexts and use just one
 			ctx, cancelFunc := context.WithCancel(context.Background())
 			defer cancelFunc()
@@ -565,31 +581,38 @@ func cronCleanups(ctx context.Context, ds fleet.Datastore, logger kitlog.Logger,
 		_, err := ds.CleanupDistributedQueryCampaigns(ctx, time.Now())
 		if err != nil {
 			level.Error(logger).Log("err", "cleaning distributed query campaigns", "details", err)
+			sentry.CaptureException(err)
 		}
 		err = ds.CleanupIncomingHosts(ctx, time.Now())
 		if err != nil {
 			level.Error(logger).Log("err", "cleaning incoming hosts", "details", err)
+			sentry.CaptureException(err)
 		}
 		_, err = ds.CleanupCarves(ctx, time.Now())
 		if err != nil {
 			level.Error(logger).Log("err", "cleaning carves", "details", err)
+			sentry.CaptureException(err)
 		}
 		err = ds.UpdateQueryAggregatedStats(ctx)
 		if err != nil {
 			level.Error(logger).Log("err", "aggregating query stats", "details", err)
+			sentry.CaptureException(err)
 		}
 		err = ds.UpdateScheduledQueryAggregatedStats(ctx)
 		if err != nil {
 			level.Error(logger).Log("err", "aggregating scheduled query stats", "details", err)
+			sentry.CaptureException(err)
 		}
 		err = ds.CleanupExpiredHosts(ctx)
 		if err != nil {
 			level.Error(logger).Log("err", "cleaning expired hosts", "details", err)
+			sentry.CaptureException(err)
 		}
 
 		err = trySendStatistics(ctx, ds, fleet.StatisticsFrequency, "https://fleetdm.com/api/v1/webhooks/receive-usage-analytics", license)
 		if err != nil {
 			level.Error(logger).Log("err", "sending statistics", "details", err)
+			sentry.CaptureException(err)
 		}
 		level.Debug(logger).Log("loop", "done")
 	}
@@ -666,12 +689,14 @@ func cronVulnerabilities(
 		err := vulnerabilities.TranslateSoftwareToCPE(ctx, ds, vulnPath, logger, config)
 		if err != nil {
 			level.Error(logger).Log("msg", "analyzing vulnerable software: Software->CPE", "err", err)
+			sentry.CaptureException(err)
 			continue
 		}
 
 		err = vulnerabilities.TranslateCPEToCVE(ctx, ds, vulnPath, logger, config)
 		if err != nil {
 			level.Error(logger).Log("msg", "analyzing vulnerable software: CPE->CVE", "err", err)
+			sentry.CaptureException(err)
 			continue
 		}
 
@@ -704,6 +729,7 @@ func cronWebhooks(ctx context.Context, ds fleet.Datastore, logger kitlog.Logger,
 		appConfig, err = ds.AppConfig(ctx)
 		if err != nil {
 			level.Error(logger).Log("config", "couldn't read app config", "err", err)
+			sentry.CaptureException(err)
 		} else {
 			interval = appConfig.WebhookSettings.Interval.ValueOr(24 * time.Hour)
 			ticker.Reset(interval)
@@ -733,6 +759,7 @@ func maybeTriggerHostStatus(
 		ctx, ds, kitlog.With(logger, "webhook", "host_status"), appConfig,
 	); err != nil {
 		level.Error(logger).Log("err", "triggering host status webhook", "details", err)
+		sentry.CaptureException(err)
 	}
 }
 
@@ -754,6 +781,7 @@ func maybeTriggerGlobalFailingPoliciesWebhook(
 		ctx, ds, kitlog.With(logger, "webhook", "failing_policies"), appConfig, failingPoliciesSet, time.Now(),
 	); err != nil {
 		level.Error(logger).Log("err", "triggering failing policies webhook", "details", err)
+		sentry.CaptureException(err)
 	}
 }
 
diff --git a/docs/02-Deploying/03-Configuration.md b/docs/02-Deploying/03-Configuration.md
index 35dbd3942..6e9af6b93 100644
--- a/docs/02-Deploying/03-Configuration.md
+++ b/docs/02-Deploying/03-Configuration.md
@@ -2111,3 +2111,18 @@ Click _Continue_ at the bottom of the page.
 Fleet features are sometimes gated behind feature flags. This will usually be due to not-yet-stable APIs, or not-fully-tested performance characteristics.
 
 Feature flags on the server are controlled by environment variables prefixed with `FLEET_BETA_`.
+
+#### Sentry
+
+##### dsn
+
+If set then `fleet serve` will capture errors and panics and push them to Sentry.
+
+- Default value: `""`
+- Environment variable: `FLEET_SENTRY_DSN`
+- Config file format:
+
+  ```
+  sentry:
+    dsn: "https://somedsnprovidedby.sentry.com/"
+  ```
diff --git a/go.mod b/go.mod
index 4bdf236ca..5a18021b5 100644
--- a/go.mod
+++ b/go.mod
@@ -25,6 +25,7 @@ require (
 	github.com/facebookincubator/nvdtools v0.1.4
 	github.com/fatih/color v1.12.0
 	github.com/fleetdm/goose v0.0.0-20210209032905-c3c01484bacb
+	github.com/getsentry/sentry-go v0.12.0 // indirect
 	github.com/ghodss/yaml v1.0.0
 	github.com/go-kit/kit v0.9.0
 	github.com/go-sql-driver/mysql v1.6.0
diff --git a/go.sum b/go.sum
index 825ec9e3d..d43d0a666 100644
--- a/go.sum
+++ b/go.sum
@@ -71,6 +71,7 @@ github.com/AbGuthrie/goquery/v2 v2.0.1 h1:h0tIhmeRroyqYjT9zxXPXOrheNp1xqNTV+XFWu
 github.com/AbGuthrie/goquery/v2 v2.0.1/go.mod h1:xpDLF4kUr+TRFXogclRa7Zzc8bMAB/fYm1zG/XX1WOA=
 github.com/AlekSi/pointer v1.2.0 h1:glcy/gc4h8HnG2Z3ZECSzZ1IX1x2JxRVuDzaJwQE0+w=
 github.com/AlekSi/pointer v1.2.0/go.mod h1:gZGfd3dpW4vEc/UlyfKKi1roIqcCgwOIvb0tSNSBle0=
+github.com/AndreasBriese/bbloom v0.0.0-20190306092124-e2d15f34fcf9/go.mod h1:bOvUY6CB00SOBii9/FifXqc0awNKxLFCL/+pkDPuyl8=
 github.com/Azure/azure-amqp-common-go/v3 v3.1.0/go.mod h1:PBIGdzcO1teYoufTKMcGibdKaYZv4avS+O6LNIp8bq0=
 github.com/Azure/azure-amqp-common-go/v3 v3.1.1/go.mod h1:YsDaPfaO9Ub2XeSKdIy2DfwuiQlHQCauHJwSqtrkECI=
 github.com/Azure/azure-pipeline-go v0.2.3 h1:7U9HBg1JFK3jHl5qmo4CTZKFTVgMwdFHMVtCdfBE21U=
@@ -120,6 +121,8 @@ github.com/Azure/go-autorest/tracing v0.6.0/go.mod h1:+vhtPC754Xsa23ID7GlGsrdKBp
 github.com/BurntSushi/toml v0.3.1 h1:WXkYYl6Yr3qBf1K79EBnL4mak0OimBfB0XUf9Vl28OQ=
 github.com/BurntSushi/toml v0.3.1/go.mod h1:xHWCNGjB5oqiDr8zfno3MHue2Ht5sIBksp03qcyfWMU=
 github.com/BurntSushi/xgb v0.0.0-20160522181843-27f122750802/go.mod h1:IVnqGOEym/WlBOVXweHU+Q+/VP0lqqI8lqeDx9IjBqo=
+github.com/CloudyKit/fastprinter v0.0.0-20200109182630-33d98a066a53/go.mod h1:+3IMCy2vIlbG1XG/0ggNQv0SvxCAIpPM5b1nCz56Xno=
+github.com/CloudyKit/jet/v3 v3.0.0/go.mod h1:HKQPgSJmdK8hdoAbKUUWajkHyHo4RaU5rMdUywE7VMo=
 github.com/DATA-DOG/go-sqlmock v1.5.0 h1:Shsta01QNfFxHCfpW6YH2STWB0MudeXXEWMr20OEh60=
 github.com/DATA-DOG/go-sqlmock v1.5.0/go.mod h1:f/Ixk793poVmq4qj/V1dPUg2JEAKC73Q5eFN3EC/SaM=
 github.com/DataDog/zstd v1.4.1/go.mod h1:1jcaCB/ufaK+sKp1NBhlGmpz41jOoPQ35bpF36t7BBo=
@@ -132,6 +135,7 @@ github.com/DisgoOrg/log v1.1.0/go.mod h1:Qihgz6fax3JCfuO7vxVavL0LyHS0sUdQ9OmykQ2
 github.com/DisgoOrg/restclient v1.2.7 h1:A8ltFP+8O2q9ZTk/vRmlQRvH2cbcnaacUV2uXWFcONQ=
 github.com/DisgoOrg/restclient v1.2.7/go.mod h1:2pc/htya/5kjxvWNYya98sb8B4mexobxmWvhTiWPt94=
 github.com/GoogleCloudPlatform/cloudsql-proxy v1.24.0/go.mod h1:3tx938GhY4FC+E1KT/jNjDw7Z5qxAEtIiERJ2sXjnII=
+github.com/Joker/hpp v1.0.0/go.mod h1:8x5n+M1Hp5hC0g8okX3sR3vFQwynaX/UgSOM9MeBKzY=
 github.com/Masterminds/goutils v1.1.0/go.mod h1:8cTjp+g8YejhMuvIA5y2vz3BpJxksy863GQaJW2MFNU=
 github.com/Masterminds/goutils v1.1.1 h1:5nUrii3FMTL5diU80unEVvNevw1nH4+ZV4DSLVJLSYI=
 github.com/Masterminds/goutils v1.1.1/go.mod h1:8cTjp+g8YejhMuvIA5y2vz3BpJxksy863GQaJW2MFNU=
@@ -160,6 +164,7 @@ github.com/ProtonMail/go-mime v0.0.0-20190923161245-9b5a4261663a h1:W6RrgN/sTxg1
 github.com/ProtonMail/go-mime v0.0.0-20190923161245-9b5a4261663a/go.mod h1:NYt+V3/4rEeDuaev/zw1zCq8uqVEuPHzDPo3OZrlGJ4=
 github.com/ProtonMail/gopenpgp/v2 v2.2.2 h1:u2m7xt+CZWj88qK1UUNBoXeJCFJwJCZ/Ff4ymGoxEXs=
 github.com/ProtonMail/gopenpgp/v2 v2.2.2/go.mod h1:ajUlBGvxMH1UBZnaYO3d1FSVzjiC6kK9XlZYGiDCvpM=
+github.com/Shopify/goreferrer v0.0.0-20181106222321-ec9c9a553398/go.mod h1:a1uqRtAwp2Xwc6WNPJEufxJ7fx3npB4UV/JOLmbu5I0=
 github.com/VividCortex/gohistogram v1.0.0 h1:6+hBz+qvs0JOrrNhhmR7lFxo5sINxBCGXrdtl/UvroE=
 github.com/VividCortex/gohistogram v1.0.0/go.mod h1:Pf5mBqqDxYaXu3hDrrU+w6nw50o/4+TcAqDqk/vUH7g=
 github.com/VividCortex/mysqlerr v0.0.0-20170204212430-6c6b55f8796f h1:HR5nRmUQgXrwqZOwZ2DAc/aCi3Bu3xENpspW935vxu0=
@@ -170,6 +175,7 @@ github.com/acomagu/bufpipe v1.0.3 h1:fxAGrHZTgQ9w5QqVItgzwj235/uYZYgbXitB+dLupOk
 github.com/acomagu/bufpipe v1.0.3/go.mod h1:mxdxdup/WdsKVreO5GpW4+M/1CE2sMG4jeGJ2sYmHc4=
 github.com/agext/levenshtein v1.2.1 h1:QmvMAjj2aEICytGiWzmxoE0x2KZvE0fvmqMOfy2tjT8=
 github.com/agext/levenshtein v1.2.1/go.mod h1:JEDfjyjHDjOF/1e4FlBE/PkbqA9OfWu2ki2W0IB5558=
+github.com/ajg/form v1.5.1/go.mod h1:uL1WgH+h2mgNtvBq0339dVnzXdBETtL2LeUXaIv25UY=
 github.com/alcortesm/tgz v0.0.0-20161220082320-9c5fe88206d7/go.mod h1:6zEj6s6u/ghQa61ZWa/C2Aw3RkjiTBOix7dkqa1VLIs=
 github.com/alecthomas/jsonschema v0.0.0-20210920000243-787cd8204a0d/go.mod h1:/n6+1/DWPltRLWL/VKyUxg6tzsl5kHUCcraimt4vr60=
 github.com/alecthomas/jsonschema v0.0.0-20211022214203-8b29eab41725 h1:NjwIgLQlD46o79bheVG4SCdRnnOz4XtgUN1WABX5DLA=
@@ -232,6 +238,7 @@ github.com/aws/aws-sdk-go-v2/service/sts v1.7.0/go.mod h1:0qcSMCyASQPN2sk/1KQLQ2
 github.com/aws/smithy-go v1.8.0 h1:AEwwwXQZtUwP5Mz506FeXXrKBe0jA8gVM+1gEcSRooc=
 github.com/aws/smithy-go v1.8.0/go.mod h1:SObp3lf9smib00L/v3U2eAKG8FyQ7iLrJnQiAmR5n+E=
 github.com/aybabtme/rgbterm v0.0.0-20170906152045-cc83f3b3ce59/go.mod h1:q/89r3U2H7sSsE2t6Kca0lfwTK8JdoNGS/yzM/4iH5I=
+github.com/aymerick/raymond v2.0.3-0.20180322193309-b565731e1464+incompatible/go.mod h1:osfaiScAUVup+UC9Nfq76eWqDhXlp+4UYaA8uhTBO6g=
 github.com/beevik/etree v1.1.0 h1:T0xke/WvNtMoCqgzPhkX2r4rjY3GDZFi+FjpRZY2Jbs=
 github.com/beevik/etree v1.1.0/go.mod h1:r8Aw8JqVegEf0w2fDnATrX9VpkMcyFeM0FhwO62wh+A=
 github.com/benbjohnson/clock v1.1.0/go.mod h1:J11/hYXuz8f4ySSvYwY0FKfm+ezbsZBKZxNJlLklBHA=
@@ -279,6 +286,7 @@ github.com/cncf/udpa/go v0.0.0-20191209042840-269d4d468f6f/go.mod h1:M8M6+tZqaGX
 github.com/cncf/udpa/go v0.0.0-20200629203442-efcf912fb354/go.mod h1:WmhPx2Nbnhtbo57+VJT5O0JRkEi1Wbu0z5j0R8u5Hbk=
 github.com/cncf/udpa/go v0.0.0-20201120205902-5459f2c99403/go.mod h1:WmhPx2Nbnhtbo57+VJT5O0JRkEi1Wbu0z5j0R8u5Hbk=
 github.com/cncf/xds/go v0.0.0-20210312221358-fbca930ec8ed/go.mod h1:eXthEFrGJvWHgFFCl3hGmgk+/aYT6PnTQLykKQRLhEs=
+github.com/codegangsta/inject v0.0.0-20150114235600-33e0aa1cb7c0/go.mod h1:4Zcjuz89kmFXt9morQgcfYZAYZ5n8WHjt81YYWIwtTM=
 github.com/coreos/bbolt v1.3.2/go.mod h1:iRUV2dpdMOn7Bo10OQBFzIJO9kkE559Wcmn+qkEiiKk=
 github.com/coreos/etcd v3.3.10+incompatible/go.mod h1:uF7uidLiAD3TWHmW31ZFd/JWoc32PjwdhPthX9715RE=
 github.com/coreos/etcd v3.3.13+incompatible/go.mod h1:uF7uidLiAD3TWHmW31ZFd/JWoc32PjwdhPthX9715RE=
@@ -308,6 +316,8 @@ github.com/dghubble/oauth1 v0.7.0 h1:AlpZdbRiJM4XGHIlQ8BuJ/wlpGwFEJNnB4Mc+78tA/w
 github.com/dghubble/oauth1 v0.7.0/go.mod h1:8pFdfPkv/jr8mkChVbNVuJ0suiHe278BtWI4Tk1ujxk=
 github.com/dghubble/sling v1.3.0 h1:pZHjCJq4zJvc6qVQ5wN1jo5oNZlNE0+8T/h0XeXBUKU=
 github.com/dghubble/sling v1.3.0/go.mod h1:XXShWaBWKzNLhu2OxikSNFrlsvowtz4kyRuXUG7oQKY=
+github.com/dgraph-io/badger v1.6.0 h1:DshxFxZWXUcO0xX476VJC07Xsr6ZCBVRHKZ93Oh7Evo=
+github.com/dgraph-io/badger v1.6.0/go.mod h1:zwt7syl517jmP8s94KqSxTlM6IMsdhYy6psNgSztDR4=
 github.com/dgraph-io/badger/v2 v2.2007.2 h1:EjjK0KqwaFMlPin1ajhP943VPENHJdEz1KLIegjaI3k=
 github.com/dgraph-io/badger/v2 v2.2007.2/go.mod h1:26P/7fbL4kUZVEVKLAKXkBXKOydDmM2p1e+NhhnBCAE=
 github.com/dgraph-io/ristretto v0.0.3-0.20200630154024-f66de99634de h1:t0UHb5vdojIDUqktM6+xJAfScFBsVpXZmqC9dsgJmeA=
@@ -327,6 +337,7 @@ github.com/dustin/go-humanize v1.0.0 h1:VSnTsYCnlFHaM2/igO1h6X3HA71jcobQuxemgkq4
 github.com/dustin/go-humanize v1.0.0/go.mod h1:HtrtbFcZ19U5GC7JDqmcUSB87Iq5E25KnS6fMYU6eOk=
 github.com/e-dard/netbug v0.0.0-20151029172837-e64d308a0b20 h1:eDPsdileewX4H5a2Jph4gS8mFf749gzIrzpbnPy1oRs=
 github.com/e-dard/netbug v0.0.0-20151029172837-e64d308a0b20/go.mod h1:WXFUXJ0Y/SzNqXmhUU7VkE7a2Pag0zZnE2b6I87YWIs=
+github.com/eknkc/amber v0.0.0-20171010120322-cdade1c07385/go.mod h1:0vRUJqYpeSZifjYj7uP3BG/gKcuzL9xWVV/Y+cK33KM=
 github.com/elazarl/go-bindata-assetfs v1.0.0 h1:G/bYguwHIzWq9ZoyUQqrjTmJbbYn3j3CKKpKinvZLFk=
 github.com/elazarl/go-bindata-assetfs v1.0.0/go.mod h1:v+YaWX3bdea5J/mo8dSETolEo7R71Vk1u8bnjau5yw4=
 github.com/emirpasic/gods v1.12.0 h1:QAUIPSaCu4G+POclxeqb3F+WPpdKqFGlw36+yOzGlrg=
@@ -339,13 +350,16 @@ github.com/envoyproxy/go-control-plane v0.9.9-0.20201210154907-fd9021fe5dad/go.m
 github.com/envoyproxy/go-control-plane v0.9.9-0.20210217033140-668b12f5399d/go.mod h1:cXg6YxExXjJnVBQHBLXeUAgxn2UodCpnH306RInaBQk=
 github.com/envoyproxy/go-control-plane v0.9.9-0.20210512163311-63b5d3c536b0/go.mod h1:hliV/p42l8fGbc6Y9bQ70uLwIvmJyVE5k4iMKlh8wCQ=
 github.com/envoyproxy/protoc-gen-validate v0.1.0/go.mod h1:iSmxcyjqTsJpI2R4NaDN7+kN2VEUnK/pcBlmesArF7c=
+github.com/etcd-io/bbolt v1.3.3/go.mod h1:ZF2nL25h33cCyBtcyWeZ2/I3HQOfTP+0PIEvHjkjCrw=
 github.com/facebookincubator/flog v0.0.0-20190930132826-d2511d0ce33c h1:KqlxcP2nuOcMjudCvK0qME2K/aFBDH+xcvYv7HYQaYc=
 github.com/facebookincubator/flog v0.0.0-20190930132826-d2511d0ce33c/go.mod h1:QGzNH9ujQ2ZUr/CjDGZGWeDAVStrWNjHeEcjJL96Nuk=
 github.com/facebookincubator/nvdtools v0.1.4 h1:x1Ucw9+bSkMd8DJJN4jNQ1Lk4PSFlJarGOxp9D6WUMo=
 github.com/facebookincubator/nvdtools v0.1.4/go.mod h1:0/FIVnSEl9YHXLq3tKBPpKaI0iUceDhdSHPlIwIX44Y=
+github.com/fasthttp-contrib/websocket v0.0.0-20160511215533-1f3b11f56072/go.mod h1:duJ4Jxv5lDcvg4QuQr0oowTf7dz4/CR8NtyCooz9HL8=
 github.com/fatih/color v1.7.0/go.mod h1:Zm6kSWBoL9eyXnKyktHP6abPY2pDugNf5KwzbycvMj4=
 github.com/fatih/color v1.12.0 h1:mRhaKNwANqRgUBGKmnI5ZxEk7QXmjQeCcuYFMX2bfcc=
 github.com/fatih/color v1.12.0/go.mod h1:ELkj/draVOlAH/xkhN6mQ50Qd0MPOk5AAr3maGEBuJM=
+github.com/fatih/structs v1.1.0/go.mod h1:9NiDSp5zOcgEDl+j00MP/WkGVPOlPRLejGD8Ga6PJ7M=
 github.com/fleetdm/goose v0.0.0-20210209032905-c3c01484bacb h1:p02npmJlTo+Px1s0VptKOJOJqH/rGlGBEVvLJRtzY3A=
 github.com/fleetdm/goose v0.0.0-20210209032905-c3c01484bacb/go.mod h1:d7Q+0eCENnKQUhkfAUVLfGnD4QcgJMF/uB9WRTN9TDI=
 github.com/flynn/go-docopt v0.0.0-20140912013429-f6dd2ebbb31e/go.mod h1:HyVoz1Mz5Co8TFO8EupIdlcpwShBmY98dkT2xeHkvEI=
@@ -356,13 +370,20 @@ github.com/fsnotify/fsnotify v1.4.7/go.mod h1:jwhsz4b93w/PPRr/qN1Yymfu8t87LnFCMo
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@@ -388,6 +409,7 @@ github.com/go-logfmt/logfmt v0.3.0/go.mod h1:Qt1PoO58o5twSAckw1HlFXLmHsOX5/0LbT9
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@@ -417,6 +439,8 @@ github.com/gogo/protobuf v1.1.1/go.mod h1:r8qH/GZQm5c6nD/R0oafs1akxWv10x8SbQlK7a
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@@ -460,6 +484,7 @@ github.com/golang/snappy v0.0.0-20180518054509-2e65f85255db/go.mod h1:/XxbfmMg8l
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@@ -575,6 +600,7 @@ github.com/hashicorp/go-sockaddr v1.0.0/go.mod h1:7Xibr9yA9JjQq1JpNB2Vw7kxv8xerX
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@@ -606,8 +632,14 @@ github.com/imdario/mergo v0.3.9/go.mod h1:2EnlNZ0deacrJVfApfmtdGgDfMuh/nq6Ok1EcJ
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@@ -642,6 +674,12 @@ github.com/jtolds/gls v4.20.0+incompatible h1:xdiiI2gbIgH/gLH7ADydsJ1uDOEzR8yvV7
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@@ -676,6 +717,8 @@ github.com/kr/text v0.2.0 h1:5Nx0Ya0ZqY2ygV366QzturHI13Jq95ApcVaJBhpS+AY=
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@@ -700,14 +743,20 @@ github.com/mattn/go-colorable v0.1.2/go.mod h1:U0ppj6V5qS13XJ6of8GYAs25YV2eR4EVc
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@@ -720,9 +769,12 @@ github.com/mattn/go-sqlite3 v1.14.8 h1:gDp86IdQsN/xWjIEmr9MF6o9mpksUgh0fu+9ByFxz
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@@ -756,8 +808,13 @@ github.com/modern-go/concurrent v0.0.0-20180306012644-bacd9c7ef1dd/go.mod h1:6dJ
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@@ -771,6 +828,7 @@ github.com/olekukonko/tablewriter v0.0.5/go.mod h1:hPp6KlRPjbx+hW8ykQs1w3UBbZlj6
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@@ -791,6 +849,7 @@ github.com/pelletier/go-toml v1.8.1/go.mod h1:T2/BmBdy8dvIRq1a/8aqjN41wvWlN4lrap
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@@ -851,6 +910,8 @@ github.com/russross/blackfriday/v2 v2.0.1/go.mod h1:+Rmxgy9KzJVeS9/2gXHxylqXiyQD
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@@ -938,6 +999,7 @@ github.com/tj/go-elastic v0.0.0-20171221160941-36157cbbebc2/go.mod h1:WjeM0Oo1eN
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@@ -947,10 +1009,15 @@ github.com/ulikunitz/xz v0.5.10 h1:t92gobL9l3HE202wg3rlk19F6X+JOxl9BBrCCMYEYd8=
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@@ -961,12 +1028,19 @@ github.com/xanzy/ssh-agent v0.2.1/go.mod h1:mLlQY/MoOhWBj+gOGMQkOeiEvkx+8pJSI+0B
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@@ -1018,9 +1092,11 @@ golang.org/x/crypto v0.0.0-20190424203555-c05e17bb3b2d/go.mod h1:yigFU9vqHzYiE8U
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@@ -1084,6 +1160,7 @@ golang.org/x/net v0.0.0-20181220203305-927f97764cc3/go.mod h1:mL1N/T3taQHkDXs73r
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@@ -1130,6 +1207,8 @@ golang.org/x/net v0.0.0-20210726213435-c6fcb2dbf985/go.mod h1:9nx3DQGgdP8bBQD5qx
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@@ -1185,6 +1264,7 @@ golang.org/x/sys v0.0.0-20190606165138-5da285871e9c/go.mod h1:h1NjWce9XRLGQEsW7w
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 golang.org/x/sys v0.0.0-20190626221950-04f50cda93cb/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20190726091711-fc99dfbffb4e/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
+golang.org/x/sys v0.0.0-20190813064441-fde4db37ae7a/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20190904154756-749cb33beabd/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20190916202348-b4ddaad3f8a3/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20191001151750-bb3f8db39f24/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
@@ -1244,6 +1324,7 @@ golang.org/x/sys v0.0.0-20210630005230-0f9fa26af87c/go.mod h1:oPkhp1MJrh7nUepCBc
 golang.org/x/sys v0.0.0-20210806184541-e5e7981a1069/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.0.0-20210823070655-63515b42dcdf/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.0.0-20210831042530-f4d43177bf5e/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
+golang.org/x/sys v0.0.0-20210927094055-39ccf1dd6fa6/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.0.0-20211007075335-d3039528d8ac h1:oN6lz7iLW/YC7un8pq+9bOLyXrprv2+DKfkJY+2LJJw=
 golang.org/x/sys v0.0.0-20211007075335-d3039528d8ac/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/term v0.0.0-20201126162022-7de9c90e9dd1 h1:v+OssWQX+hTHEmOBgwxdZxK4zHq3yOs8F9J7mk0PY8E=
@@ -1261,16 +1342,19 @@ golang.org/x/text v0.3.7/go.mod h1:u+2+/6zg+i71rQMx5EYifcz6MCKuco9NR6JIITiCfzQ=
 golang.org/x/time v0.0.0-20181108054448-85acf8d2951c/go.mod h1:tRJNPiyCQ0inRvYxbN9jk5I+vvW/OXSQhTDSoE431IQ=
 golang.org/x/time v0.0.0-20190308202827-9d24e82272b4/go.mod h1:tRJNPiyCQ0inRvYxbN9jk5I+vvW/OXSQhTDSoE431IQ=
 golang.org/x/time v0.0.0-20191024005414-555d28b269f0/go.mod h1:tRJNPiyCQ0inRvYxbN9jk5I+vvW/OXSQhTDSoE431IQ=
+golang.org/x/time v0.0.0-20201208040808-7e3f01d25324/go.mod h1:tRJNPiyCQ0inRvYxbN9jk5I+vvW/OXSQhTDSoE431IQ=
 golang.org/x/time v0.0.0-20210723032227-1f47c861a9ac h1:7zkz7BUtwNFFqcowJ+RIgu2MaV/MapERkDIy+mwPyjs=
 golang.org/x/time v0.0.0-20210723032227-1f47c861a9ac/go.mod h1:tRJNPiyCQ0inRvYxbN9jk5I+vvW/OXSQhTDSoE431IQ=
 golang.org/x/tools v0.0.0-20180221164845-07fd8470d635/go.mod h1:n7NCudcB/nEzxVGmLbDWY5pfWTLqBcC2KZ6jyYvM4mQ=
 golang.org/x/tools v0.0.0-20180917221912-90fa682c2a6e/go.mod h1:n7NCudcB/nEzxVGmLbDWY5pfWTLqBcC2KZ6jyYvM4mQ=
 golang.org/x/tools v0.0.0-20181030221726-6c7e314b6563/go.mod h1:n7NCudcB/nEzxVGmLbDWY5pfWTLqBcC2KZ6jyYvM4mQ=
+golang.org/x/tools v0.0.0-20181221001348-537d06c36207/go.mod h1:n7NCudcB/nEzxVGmLbDWY5pfWTLqBcC2KZ6jyYvM4mQ=
 golang.org/x/tools v0.0.0-20190114222345-bf090417da8b/go.mod h1:n7NCudcB/nEzxVGmLbDWY5pfWTLqBcC2KZ6jyYvM4mQ=
 golang.org/x/tools v0.0.0-20190226205152-f727befe758c/go.mod h1:9Yl7xja0Znq3iFh3HoIrodX9oNMXvdceNzlUR8zjMvY=
 golang.org/x/tools v0.0.0-20190311212946-11955173bddd/go.mod h1:LCzVGOaR6xXOjkQ3onu1FJEFr0SW1gC7cKk1uF8kGRs=
 golang.org/x/tools v0.0.0-20190312151545-0bb0c0a6e846/go.mod h1:LCzVGOaR6xXOjkQ3onu1FJEFr0SW1gC7cKk1uF8kGRs=
 golang.org/x/tools v0.0.0-20190312170243-e65039ee4138/go.mod h1:LCzVGOaR6xXOjkQ3onu1FJEFr0SW1gC7cKk1uF8kGRs=
+golang.org/x/tools v0.0.0-20190327201419-c70d86f8b7cf/go.mod h1:LCzVGOaR6xXOjkQ3onu1FJEFr0SW1gC7cKk1uF8kGRs=
 golang.org/x/tools v0.0.0-20190328211700-ab21143f2384/go.mod h1:LCzVGOaR6xXOjkQ3onu1FJEFr0SW1gC7cKk1uF8kGRs=
 golang.org/x/tools v0.0.0-20190422233926-fe54fb35175b/go.mod h1:LCzVGOaR6xXOjkQ3onu1FJEFr0SW1gC7cKk1uF8kGRs=
 golang.org/x/tools v0.0.0-20190425150028-36563e24a262/go.mod h1:RgjU9mgBXZiqYHBnxXauZ1Gv1EHHAz9KjViQ78xBX0Q=
@@ -1490,13 +1574,17 @@ gopkg.in/check.v1 v1.0.0-20201130134442-10cb98267c6c h1:Hei/4ADfdWqJk1ZMxUNpqntN
 gopkg.in/check.v1 v1.0.0-20201130134442-10cb98267c6c/go.mod h1:JHkPIbrfpd72SG/EVd6muEfDQjcINNoR0C8j2r3qZ4Q=
 gopkg.in/errgo.v2 v2.1.0/go.mod h1:hNsd1EY+bozCKY1Ytp96fpM3vjJbqLJn88ws8XvfDNI=
 gopkg.in/fsnotify.v1 v1.4.7/go.mod h1:Tz8NjZHkW78fSQdbUxIjBTcgA1z1m8ZHf0WmKUhAMys=
+gopkg.in/go-playground/assert.v1 v1.2.1/go.mod h1:9RXL0bg/zibRAgZUYszZSwO/z8Y/a8bDuhia5mkpMnE=
+gopkg.in/go-playground/validator.v8 v8.18.2/go.mod h1:RX2a/7Ha8BgOhfk7j780h4/u/RRjR0eouCJSH80/M2Y=
 gopkg.in/guregu/null.v3 v3.4.0 h1:AOpMtZ85uElRhQjEDsFx21BkXqFPwA7uoJukd4KErIs=
 gopkg.in/guregu/null.v3 v3.4.0/go.mod h1:E4tX2Qe3h7QdL+uZ3a0vqvYwKQsRSQKM5V4YltdgH9Y=
 gopkg.in/ini.v1 v1.51.0/go.mod h1:pNLf8WUiyNEtQjuu5G5vTm06TEv9tsIgeAvK8hOrP4k=
+gopkg.in/ini.v1 v1.51.1/go.mod h1:pNLf8WUiyNEtQjuu5G5vTm06TEv9tsIgeAvK8hOrP4k=
 gopkg.in/ini.v1 v1.62.0 h1:duBzk771uxoUuOlyRLkHsygud9+5lrlGjdFBb4mSKDU=
 gopkg.in/ini.v1 v1.62.0/go.mod h1:pNLf8WUiyNEtQjuu5G5vTm06TEv9tsIgeAvK8hOrP4k=
 gopkg.in/mail.v2 v2.3.1 h1:WYFn/oANrAGP2C0dcV6/pbkPzv8yGzqTjPmTeO7qoXk=
 gopkg.in/mail.v2 v2.3.1/go.mod h1:htwXN1Qh09vZJ1NVKxQqHPBaCBbzKhp5GzuJEA4VJWw=
+gopkg.in/mgo.v2 v2.0.0-20180705113604-9856a29383ce/go.mod h1:yeKp02qBN3iKW1OzL3MGk2IdtZzaj7SFntXj72NppTA=
 gopkg.in/natefinch/lumberjack.v2 v2.0.0-20170531160350-a96e63847dc3 h1:AFxeG48hTWHhDTQDk/m2gorfVHUEa9vo3tp3D7TzwjI=
 gopkg.in/natefinch/lumberjack.v2 v2.0.0-20170531160350-a96e63847dc3/go.mod h1:l0ndWWf7gzL7RNwBG7wST/UCcT4T24xpD6X8LsfU/+k=
 gopkg.in/resty.v1 v1.12.0/go.mod h1:mDo4pnntr5jdWRML875a/NmxYqAlA73dVijT2AXvQQo=
@@ -1514,6 +1602,7 @@ gopkg.in/yaml.v2 v2.2.8/go.mod h1:hI93XBmqTisBFMUTm0b8Fm+jr3Dg1NNxqwp+5A1VGuI=
 gopkg.in/yaml.v2 v2.3.0/go.mod h1:hI93XBmqTisBFMUTm0b8Fm+jr3Dg1NNxqwp+5A1VGuI=
 gopkg.in/yaml.v2 v2.4.0 h1:D8xgwECY7CYvx+Y2n4sBz93Jn9JRvxdiyyo8CTfuKaY=
 gopkg.in/yaml.v2 v2.4.0/go.mod h1:RDklbk79AGWmwhnvt/jBztapEOGDOx6ZbXqjP6csGnQ=
+gopkg.in/yaml.v3 v3.0.0-20191120175047-4206685974f2/go.mod h1:K4uyk7z7BCEPqu6E+C64Yfv1cQ7kz7rIZviUmN+EgEM=
 gopkg.in/yaml.v3 v3.0.0-20200313102051-9f266ea9e77c/go.mod h1:K4uyk7z7BCEPqu6E+C64Yfv1cQ7kz7rIZviUmN+EgEM=
 gopkg.in/yaml.v3 v3.0.0-20200605160147-a5ece683394c/go.mod h1:K4uyk7z7BCEPqu6E+C64Yfv1cQ7kz7rIZviUmN+EgEM=
 gopkg.in/yaml.v3 v3.0.0-20200615113413-eeeca48fe776/go.mod h1:K4uyk7z7BCEPqu6E+C64Yfv1cQ7kz7rIZviUmN+EgEM=
diff --git a/server/config/config.go b/server/config/config.go
index 36558d244..124808703 100644
--- a/server/config/config.go
+++ b/server/config/config.go
@@ -225,6 +225,10 @@ type UpgradesConfig struct {
 	AllowMissingMigrations bool `json:"allow_missing_migrations" yaml:"allow_missing_migrations"`
 }
 
+type SentryConfig struct {
+	Dsn string `json:"dsn"`
+}
+
 // FleetConfig stores the application configuration. Each subcategory is
 // broken up into it's own struct, defined above. When editing any of these
 // structs, Manager.addConfigs and Manager.LoadConfig should be
@@ -249,6 +253,7 @@ type FleetConfig struct {
 	License          LicenseConfig
 	Vulnerabilities  VulnerabilitiesConfig
 	Upgrades         UpgradesConfig
+	Sentry           SentryConfig
 }
 
 type TLS struct {
@@ -534,6 +539,9 @@ func (man Manager) addConfigs() {
 	// Upgrades
 	man.addConfigBool("upgrades.allow_missing_migrations", false,
 		"Allow serve to run even if migrations are missing.")
+
+	// Sentry
+	man.addConfigString("sentry.dsn", "", "DSN for Sentry")
 }
 
 // LoadConfig will load the config variables into a fully initialized
@@ -707,6 +715,9 @@ func (man Manager) LoadConfig() FleetConfig {
 		Upgrades: UpgradesConfig{
 			AllowMissingMigrations: man.getConfigBool("upgrades.allow_missing_migrations"),
 		},
+		Sentry: SentryConfig{
+			Dsn: man.getConfigString("sentry.dsn"),
+		},
 	}
 }
 
diff --git a/server/service/async/async.go b/server/service/async/async.go
index 0e9902624..5d09d4511 100644
--- a/server/service/async/async.go
+++ b/server/service/async/async.go
@@ -7,6 +7,7 @@ import (
 
 	"github.com/fleetdm/fleet/v4/server/datastore/redis"
 	"github.com/fleetdm/fleet/v4/server/fleet"
+	"github.com/getsentry/sentry-go"
 	kitlog "github.com/go-kit/kit/log"
 	"github.com/go-kit/kit/log/level"
 	redigo "github.com/gomodule/redigo/redis"
@@ -43,6 +44,7 @@ func (t *Task) StartCollectors(ctx context.Context, jitterPct int, logger kitlog
 
 	collectorErrHandler := func(name string, err error) {
 		level.Error(logger).Log("err", fmt.Sprintf("%s collector", name), "details", err)
+		sentry.CaptureException(err)
 	}
 
 	labelColl := &collector{
diff --git a/server/service/handler.go b/server/service/handler.go
index 46d83df16..37975c02e 100644
--- a/server/service/handler.go
+++ b/server/service/handler.go
@@ -304,7 +304,7 @@ func MakeHandler(svc fleet.Service, config config.FleetConfig, logger kitlog.Log
 			setRequestsContexts(svc),
 		),
 		kithttp.ServerErrorHandler(&errorHandler{logger}),
-		kithttp.ServerErrorEncoder(encodeError),
+		kithttp.ServerErrorEncoder(encodeErrorAndTrySentry(config.Sentry.Dsn != "")),
 		kithttp.ServerAfter(
 			kithttp.SetContentType("application/json; charset=utf-8"),
 			logRequestEnd(logger),
diff --git a/server/service/service_osquery.go b/server/service/service_osquery.go
index 23416e547..6c08f3cd2 100644
--- a/server/service/service_osquery.go
+++ b/server/service/service_osquery.go
@@ -16,6 +16,7 @@ import (
 	"github.com/fleetdm/fleet/v4/server/contexts/logging"
 	"github.com/fleetdm/fleet/v4/server/fleet"
 	"github.com/fleetdm/fleet/v4/server/ptr"
+
 	"github.com/fleetdm/fleet/v4/server/pubsub"
 	"github.com/fleetdm/fleet/v4/server/service/osquery_utils"
 	"github.com/go-kit/kit/log"
diff --git a/server/service/transport_error.go b/server/service/transport_error.go
index e14b22ee5..666048148 100644
--- a/server/service/transport_error.go
+++ b/server/service/transport_error.go
@@ -4,11 +4,15 @@ import (
 	"context"
 	"encoding/json"
 	"errors"
+	"fmt"
 	"net/http"
 	"strconv"
 
 	"github.com/fleetdm/fleet/v4/server/contexts/ctxerr"
+	"github.com/fleetdm/fleet/v4/server/contexts/host"
+	"github.com/fleetdm/fleet/v4/server/contexts/viewer"
 	"github.com/fleetdm/fleet/v4/server/fleet"
+	"github.com/getsentry/sentry-go"
 	kithttp "github.com/go-kit/kit/transport/http"
 	"github.com/go-sql-driver/mysql"
 )
@@ -61,6 +65,16 @@ type existsErrorInterface interface {
 	IsExists() bool
 }
 
+func encodeErrorAndTrySentry(sentryEnabled bool) func(ctx context.Context, err error, w http.ResponseWriter) {
+	if !sentryEnabled {
+		return encodeError
+	}
+	return func(ctx context.Context, err error, w http.ResponseWriter) {
+		encodeError(ctx, err, w)
+		sendToSentry(ctx, err)
+	}
+}
+
 // encode error and status header to the client
 func encodeError(ctx context.Context, err error, w http.ResponseWriter) {
 	ctxerr.Handle(ctx, err)
@@ -182,3 +196,21 @@ func encodeError(ctx context.Context, err error, w http.ResponseWriter) {
 		enc.Encode(je)
 	}
 }
+
+func sendToSentry(ctx context.Context, err error) {
+	v, haveUser := viewer.FromContext(ctx)
+	h, haveHost := host.FromContext(ctx)
+	localHub := sentry.CurrentHub().Clone()
+	if haveUser {
+		localHub.ConfigureScope(func(scope *sentry.Scope) {
+			scope.SetTag("email", v.User.Email)
+			scope.SetTag("user_id", fmt.Sprint(v.User.ID))
+		})
+	} else if haveHost {
+		localHub.ConfigureScope(func(scope *sentry.Scope) {
+			scope.SetTag("hostname", h.Hostname)
+			scope.SetTag("host_id", fmt.Sprint(h.ID))
+		})
+	}
+	localHub.CaptureException(err)
+}