diff --git a/test/e2e/framework/pod/exec_util.go b/test/e2e/framework/pod/exec_util.go
index e2e00de8a41..e96321a6aec 100644
--- a/test/e2e/framework/pod/exec_util.go
+++ b/test/e2e/framework/pod/exec_util.go
@@ -51,6 +51,10 @@ type ExecOptions struct {
 // returning stdout, stderr and error. `options` allowed for
 // additional parameters to be passed.
 func ExecWithOptions(f *framework.Framework, options ExecOptions) (string, string, error) {
+	return ExecWithOptionsContext(context.Background(), f, options)
+}
+
+func ExecWithOptionsContext(ctx context.Context, f *framework.Framework, options ExecOptions) (string, string, error) {
 	if !options.Quiet {
 		framework.Logf("ExecWithOptions %+v", options)
 	}
@@ -77,7 +81,8 @@ func ExecWithOptions(f *framework.Framework, options ExecOptions) (string, strin
 
 	var stdout, stderr bytes.Buffer
 	framework.Logf("ExecWithOptions: execute(POST %s)", req.URL())
-	err = execute("POST", req.URL(), config, options.Stdin, &stdout, &stderr, tty)
+	err = execute(ctx, "POST", req.URL(), config, options.Stdin, &stdout, &stderr, tty)
+
 	if options.PreserveWhitespace {
 		return stdout.String(), stderr.String(), err
 	}
@@ -139,12 +144,12 @@ func ExecShellInPodWithFullOutput(ctx context.Context, f *framework.Framework, p
 	return execCommandInPodWithFullOutput(ctx, f, podName, "/bin/sh", "-c", cmd)
 }
 
-func execute(method string, url *url.URL, config *restclient.Config, stdin io.Reader, stdout, stderr io.Writer, tty bool) error {
+func execute(ctx context.Context, method string, url *url.URL, config *restclient.Config, stdin io.Reader, stdout, stderr io.Writer, tty bool) error {
 	exec, err := remotecommand.NewSPDYExecutor(config, method, url)
 	if err != nil {
 		return err
 	}
-	return exec.StreamWithContext(context.Background(), remotecommand.StreamOptions{
+	return exec.StreamWithContext(ctx, remotecommand.StreamOptions{
 		Stdin:  stdin,
 		Stdout: stdout,
 		Stderr: stderr,
diff --git a/test/e2e/kubectl/exec.go b/test/e2e/kubectl/exec.go
new file mode 100644
index 00000000000..18d88b22f12
--- /dev/null
+++ b/test/e2e/kubectl/exec.go
@@ -0,0 +1,95 @@
+/*
+Copyright 2024 The Kubernetes Authors.
+
+Licensed under the Apache License, Version 2.0 (the "License");
+you may not use this file except in compliance with the License.
+You may obtain a copy of the License at
+
+    http://www.apache.org/licenses/LICENSE-2.0
+
+Unless required by applicable law or agreed to in writing, software
+distributed under the License is distributed on an "AS IS" BASIS,
+WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+See the License for the specific language governing permissions and
+limitations under the License.
+*/
+
+// OWNER = sig/cli
+
+package kubectl
+
+import (
+	"context"
+	"time"
+
+	"github.com/onsi/ginkgo/v2"
+	v1 "k8s.io/api/core/v1"
+	"k8s.io/kubernetes/test/e2e/framework"
+	e2epod "k8s.io/kubernetes/test/e2e/framework/pod"
+	admissionapi "k8s.io/pod-security-admission/api"
+)
+
+func worker(f *framework.Framework, pod *v1.Pod, id int, jobs <-chan int, results chan<- error) {
+	for j := range jobs {
+		framework.Logf("Worker: %d Job: %d", id, j)
+		func() {
+			ctx, cancel := context.WithTimeout(context.Background(), 30*time.Second)
+			defer cancel()
+			stdout, stderr, err := e2epod.ExecWithOptionsContext(ctx, f, e2epod.ExecOptions{
+				Command:            []string{"date"},
+				Namespace:          f.Namespace.Name,
+				PodName:            pod.Name,
+				ContainerName:      pod.Spec.Containers[0].Name,
+				Stdin:              nil,
+				CaptureStdout:      true,
+				CaptureStderr:      true,
+				PreserveWhitespace: false,
+			})
+			if err != nil {
+				framework.Logf("Try: %d Error: %v stdout: %s stderr: %s", j, err, stdout, stderr)
+			}
+			results <- err
+		}()
+	}
+}
+
+var _ = SIGDescribe("Kubectl exec", func() {
+	f := framework.NewDefaultFramework("exec")
+
+	f.NamespacePodSecurityLevel = admissionapi.LevelBaseline
+	f.It("should be able to execute 1000 times in a container", func(ctx context.Context) {
+		const size = 1000
+		ns := f.Namespace.Name
+		podName := "test-exec-pod"
+		jobs := make(chan int, size)
+		results := make(chan error, size)
+
+		pod := e2epod.NewAgnhostPod(ns, podName, nil, nil, nil)
+		pod = e2epod.NewPodClient(f).CreateSync(ctx, pod)
+
+		// 10 workers for 1000 executions
+		ginkgo.By("Starting workers to exec on pod")
+		for w := 0; w < 10; w++ {
+			framework.Logf("Starting worker %d", w)
+			go worker(f, pod, w, jobs, results)
+		}
+		for i := 0; i < size; i++ {
+			framework.Logf("Sending job %d", i)
+			jobs <- i
+		}
+		ginkgo.By("All jobs processed")
+		close(jobs)
+
+		errors := []error{}
+		for c := 0; c < size; c++ {
+			framework.Logf("Getting results %d", c)
+			err := <-results
+			if err != nil {
+				errors = append(errors, err)
+			}
+		}
+		if len(errors) > 0 {
+			framework.Failf("Exec failed %d times with following errors : %v", len(errors), errors)
+		}
+	})
+})