diff --git a/coderd/telemetry/telemetry_test.go b/coderd/telemetry/telemetry_test.go
index 6f97ce8a1270b..7de4c98e07fa8 100644
--- a/coderd/telemetry/telemetry_test.go
+++ b/coderd/telemetry/telemetry_test.go
@@ -1,6 +1,7 @@
 package telemetry_test
 
 import (
+	"context"
 	"database/sql"
 	"encoding/json"
 	"net/http"
@@ -115,7 +116,7 @@ func TestTelemetry(t *testing.T) {
 		_ = dbgen.WorkspaceAgentMemoryResourceMonitor(t, db, database.WorkspaceAgentMemoryResourceMonitor{})
 		_ = dbgen.WorkspaceAgentVolumeResourceMonitor(t, db, database.WorkspaceAgentVolumeResourceMonitor{})
 
-		_, snapshot := collectSnapshot(t, db, nil)
+		_, snapshot := collectSnapshot(ctx, t, db, nil)
 		require.Len(t, snapshot.ProvisionerJobs, 1)
 		require.Len(t, snapshot.Licenses, 1)
 		require.Len(t, snapshot.Templates, 1)
@@ -168,17 +169,19 @@ func TestTelemetry(t *testing.T) {
 	})
 	t.Run("HashedEmail", func(t *testing.T) {
 		t.Parallel()
+		ctx := testutil.Context(t, testutil.WaitMedium)
 		db := dbmem.New()
 		_ = dbgen.User(t, db, database.User{
 			Email: "kyle@coder.com",
 		})
-		_, snapshot := collectSnapshot(t, db, nil)
+		_, snapshot := collectSnapshot(ctx, t, db, nil)
 		require.Len(t, snapshot.Users, 1)
 		require.Equal(t, snapshot.Users[0].EmailHashed, "bb44bf07cf9a2db0554bba63a03d822c927deae77df101874496df5a6a3e896d@coder.com")
 	})
 	t.Run("HashedModule", func(t *testing.T) {
 		t.Parallel()
 		db, _ := dbtestutil.NewDB(t)
+		ctx := testutil.Context(t, testutil.WaitMedium)
 		pj := dbgen.ProvisionerJob(t, db, nil, database.ProvisionerJob{})
 		_ = dbgen.WorkspaceModule(t, db, database.WorkspaceModule{
 			JobID:   pj.ID,
@@ -190,7 +193,7 @@ func TestTelemetry(t *testing.T) {
 			Source:  "https://internal-url.com/some-module",
 			Version: "1.0.0",
 		})
-		_, snapshot := collectSnapshot(t, db, nil)
+		_, snapshot := collectSnapshot(ctx, t, db, nil)
 		require.Len(t, snapshot.WorkspaceModules, 2)
 		modules := snapshot.WorkspaceModules
 		sort.Slice(modules, func(i, j int) bool {
@@ -286,11 +289,11 @@ func TestTelemetry(t *testing.T) {
 		db, _ := dbtestutil.NewDB(t)
 
 		// 1. No org sync settings
-		deployment, _ := collectSnapshot(t, db, nil)
+		deployment, _ := collectSnapshot(ctx, t, db, nil)
 		require.False(t, *deployment.IDPOrgSync)
 
 		// 2. Org sync settings set in server flags
-		deployment, _ = collectSnapshot(t, db, func(opts telemetry.Options) telemetry.Options {
+		deployment, _ = collectSnapshot(ctx, t, db, func(opts telemetry.Options) telemetry.Options {
 			opts.DeploymentConfig = &codersdk.DeploymentValues{
 				OIDC: codersdk.OIDCConfig{
 					OrganizationField: "organizations",
@@ -312,7 +315,7 @@ func TestTelemetry(t *testing.T) {
 			AssignDefault: true,
 		})
 		require.NoError(t, err)
-		deployment, _ = collectSnapshot(t, db, nil)
+		deployment, _ = collectSnapshot(ctx, t, db, nil)
 		require.True(t, *deployment.IDPOrgSync)
 	})
 }
@@ -320,8 +323,9 @@ func TestTelemetry(t *testing.T) {
 // nolint:paralleltest
 func TestTelemetryInstallSource(t *testing.T) {
 	t.Setenv("CODER_TELEMETRY_INSTALL_SOURCE", "aws_marketplace")
+	ctx := testutil.Context(t, testutil.WaitMedium)
 	db := dbmem.New()
-	deployment, _ := collectSnapshot(t, db, nil)
+	deployment, _ := collectSnapshot(ctx, t, db, nil)
 	require.Equal(t, "aws_marketplace", deployment.InstallSource)
 }
 
@@ -436,7 +440,7 @@ func TestRecordTelemetryStatus(t *testing.T) {
 	}
 }
 
-func mockTelemetryServer(t *testing.T) (*url.URL, chan *telemetry.Deployment, chan *telemetry.Snapshot) {
+func mockTelemetryServer(ctx context.Context, t *testing.T) (*url.URL, chan *telemetry.Deployment, chan *telemetry.Snapshot) {
 	t.Helper()
 	deployment := make(chan *telemetry.Deployment, 64)
 	snapshot := make(chan *telemetry.Snapshot, 64)
@@ -446,7 +450,11 @@ func mockTelemetryServer(t *testing.T) (*url.URL, chan *telemetry.Deployment, ch
 		dd := &telemetry.Deployment{}
 		err := json.NewDecoder(r.Body).Decode(dd)
 		require.NoError(t, err)
-		deployment <- dd
+		ok := testutil.AssertSend(ctx, t, deployment, dd)
+		if !ok {
+			w.WriteHeader(http.StatusInternalServerError)
+			return
+		}
 		// Ensure the header is sent only after deployment is sent
 		w.WriteHeader(http.StatusAccepted)
 	})
@@ -455,7 +463,11 @@ func mockTelemetryServer(t *testing.T) (*url.URL, chan *telemetry.Deployment, ch
 		ss := &telemetry.Snapshot{}
 		err := json.NewDecoder(r.Body).Decode(ss)
 		require.NoError(t, err)
-		snapshot <- ss
+		ok := testutil.AssertSend(ctx, t, snapshot, ss)
+		if !ok {
+			w.WriteHeader(http.StatusInternalServerError)
+			return
+		}
 		// Ensure the header is sent only after snapshot is sent
 		w.WriteHeader(http.StatusAccepted)
 	})
@@ -467,10 +479,15 @@ func mockTelemetryServer(t *testing.T) (*url.URL, chan *telemetry.Deployment, ch
 	return serverURL, deployment, snapshot
 }
 
-func collectSnapshot(t *testing.T, db database.Store, addOptionsFn func(opts telemetry.Options) telemetry.Options) (*telemetry.Deployment, *telemetry.Snapshot) {
+func collectSnapshot(
+	ctx context.Context,
+	t *testing.T,
+	db database.Store,
+	addOptionsFn func(opts telemetry.Options) telemetry.Options,
+) (*telemetry.Deployment, *telemetry.Snapshot) {
 	t.Helper()
 
-	serverURL, deployment, snapshot := mockTelemetryServer(t)
+	serverURL, deployment, snapshot := mockTelemetryServer(ctx, t)
 
 	options := telemetry.Options{
 		Database:     db,
@@ -485,5 +502,6 @@ func collectSnapshot(t *testing.T, db database.Store, addOptionsFn func(opts tel
 	reporter, err := telemetry.New(options)
 	require.NoError(t, err)
 	t.Cleanup(reporter.Close)
-	return <-deployment, <-snapshot
+
+	return testutil.RequireReceive(ctx, t, deployment), testutil.RequireReceive(ctx, t, snapshot)
 }
diff --git a/testutil/chan.go b/testutil/chan.go
index a6766a1a49053..3a06f03ab4a02 100644
--- a/testutil/chan.go
+++ b/testutil/chan.go
@@ -55,3 +55,61 @@ func RequireSend[A any](ctx context.Context, t testing.TB, c chan<- A, a A) {
 		// OK!
 	}
 }
+
+// SoftTryReceive will attempt to receive a value from the chan and return it. If
+// the context expires before a value can be received, it will mark the test as
+// failed but continue execution. If the channel is closed, the zero value of the
+// channel type will be returned.
+// The second return value indicates whether the receive was successful. In
+// particular, if the channel is closed, the second return value will be true.
+//
+// Safety: can be called from any goroutine.
+func SoftTryReceive[A any](ctx context.Context, t testing.TB, c <-chan A) (A, bool) {
+	t.Helper()
+	select {
+	case <-ctx.Done():
+		t.Error("timeout")
+		var a A
+		return a, false
+	case a := <-c:
+		return a, true
+	}
+}
+
+// AssertReceive will receive a value from the chan and return it. If the
+// context expires or the channel is closed before a value can be received,
+// it will mark the test as failed but continue execution.
+// The second return value indicates whether the receive was successful.
+//
+// Safety: can be called from any goroutine.
+func AssertReceive[A any](ctx context.Context, t testing.TB, c <-chan A) (A, bool) {
+	t.Helper()
+	select {
+	case <-ctx.Done():
+		t.Error("timeout")
+		var a A
+		return a, false
+	case a, ok := <-c:
+		if !ok {
+			t.Error("channel closed")
+		}
+		return a, ok
+	}
+}
+
+// AssertSend will send the given value over the chan and then return. If
+// the context expires before the send succeeds, it will mark the test as failed
+// but continue execution.
+// The second return value indicates whether the send was successful.
+//
+// Safety: can be called from any goroutine.
+func AssertSend[A any](ctx context.Context, t testing.TB, c chan<- A, a A) bool {
+	t.Helper()
+	select {
+	case <-ctx.Done():
+		t.Error("timeout")
+		return false
+	case c <- a:
+		return true
+	}
+}