diff --git a/acceptance/libs/telemetry/upload/script b/acceptance/libs/telemetry/upload/script
index 0c65da29a..595a5303b 100644
--- a/acceptance/libs/telemetry/upload/script
+++ b/acceptance/libs/telemetry/upload/script
@@ -1 +1,3 @@
-envsubst < ./stdin | trace $CLI telemetry upload
+# This command / test cannot be run in inprocess / debug mode. This is because
+# it does not go through the [root.Execute] function.
+trace $CLI telemetry upload < stdin
diff --git a/cmd/root/root.go b/cmd/root/root.go
index deffcb516..980478165 100644
--- a/cmd/root/root.go
+++ b/cmd/root/root.go
@@ -181,7 +181,6 @@ func uploadTelemetry(ctx context.Context, cmdStr string, start, end time.Time, e
 		log.Debugf(ctx, "failed to create stdin pipe for telemetry worker: %s", err)
 	}
 
-	// TODO: Change this back to Run() once we have a way to test this.
 	err = telemetryCmd.Start()
 	if err != nil {
 		log.Debugf(ctx, "failed to start telemetry worker: %s", err)
diff --git a/cmd/telemetry/telemetry.go b/cmd/telemetry/telemetry.go
index caa960e5a..888aa318f 100644
--- a/cmd/telemetry/telemetry.go
+++ b/cmd/telemetry/telemetry.go
@@ -7,7 +7,7 @@ import (
 func New() *cobra.Command {
 	cmd := &cobra.Command{
 		Use:    "telemetry",
-		Short:  "CLI commands to publish telemetry to the Databricks backend.",
+		Short:  "",
 		Hidden: true,
 	}
 
diff --git a/libs/telemetry/upload_test.go b/libs/telemetry/upload_test.go
new file mode 100644
index 000000000..9db975fe6
--- /dev/null
+++ b/libs/telemetry/upload_test.go
@@ -0,0 +1,86 @@
+package telemetry
+
+import (
+	"encoding/json"
+	"net/http"
+	"os"
+	"path/filepath"
+	"testing"
+
+	"github.com/databricks/cli/internal/testutil"
+	"github.com/databricks/cli/libs/telemetry/protos"
+	"github.com/databricks/cli/libs/testserver"
+	"github.com/databricks/databricks-sdk-go/apierr"
+	"github.com/google/uuid"
+	"github.com/stretchr/testify/assert"
+	"github.com/stretchr/testify/require"
+)
+
+func TestTelemetryUpload(t *testing.T) {
+	server := testserver.New(t)
+	t.Cleanup(server.Close)
+
+	count := 0
+	server.Handle("POST /telemetry-ext", func(req *http.Request) (resp any, err error) {
+		count++
+		if count == 1 {
+			return ResponseBody{
+				NumProtoSuccess: 1,
+			}, nil
+		}
+		if count == 2 {
+			return ResponseBody{
+				NumProtoSuccess: 2,
+			}, nil
+		}
+		return nil, apierr.NotFound("not found")
+	})
+
+	t.Setenv("DATABRICKS_HOST", server.URL)
+	t.Setenv("DATABRICKS_TOKEN", "token")
+
+	logs := []protos.FrontendLog{
+		{
+			FrontendLogEventID: uuid.New().String(),
+			Entry: protos.FrontendLogEntry{
+				DatabricksCliLog: protos.DatabricksCliLog{
+					CliTestEvent: &protos.CliTestEvent{Name: protos.DummyCliEnumValue1},
+				},
+			},
+		},
+		{
+			FrontendLogEventID: uuid.New().String(),
+			Entry: protos.FrontendLogEntry{
+				DatabricksCliLog: protos.DatabricksCliLog{
+					CliTestEvent: &protos.CliTestEvent{Name: protos.DummyCliEnumValue2},
+				},
+			},
+		},
+	}
+
+	processIn := UploadConfig{
+		Logs: logs,
+	}
+
+	b, err := json.Marshal(processIn)
+	require.NoError(t, err)
+
+	tmpDir := t.TempDir()
+	testutil.WriteFile(t, filepath.Join(tmpDir, "stdin"), string(b))
+
+	fd, err := os.OpenFile(filepath.Join(tmpDir, "stdin"), os.O_RDONLY, 0o644)
+	require.NoError(t, err)
+
+	// Redirect stdin to the file containing the telemetry logs.
+	old := os.Stdin
+	os.Stdin = fd
+	t.Cleanup(func() {
+		fd.Close()
+		os.Stdin = old
+	})
+
+	err = Upload()
+	require.NoError(t, err)
+
+	assert.Equal(t, 2, count)
+}