diff --git a/drivers/docker/driver.go b/drivers/docker/driver.go
index 4242db4aa80c..20b27626b90c 100644
--- a/drivers/docker/driver.go
+++ b/drivers/docker/driver.go
@@ -1323,7 +1323,7 @@ func (d *Driver) ExecTaskStreaming(ctx context.Context, taskID string, opts *dri
 	const execTerminatingTimeout = 3 * time.Second
 	start := time.Now()
 	var res *docker.ExecInspect
-	for res == nil || res.Running || time.Since(start) > execTerminatingTimeout {
+	for (res == nil || res.Running) && time.Since(start) <= execTerminatingTimeout {
 		res, err = client.InspectExec(exec.ID)
 		if err != nil {
 			return nil, fmt.Errorf("failed to inspect exec result: %v", err)