diff --git a/examples/protocols/https_x509_bundle/main/https_x509_bundle_example_main.c b/examples/protocols/https_x509_bundle/main/https_x509_bundle_example_main.c
index 33e3040cf9..5bb819f69c 100644
--- a/examples/protocols/https_x509_bundle/main/https_x509_bundle_example_main.c
+++ b/examples/protocols/https_x509_bundle/main/https_x509_bundle_example_main.c
@@ -1,7 +1,7 @@
 /* HTTPS GET Example using plain mbedTLS sockets
  *
- * Contacts the howsmyssl.com API via TLS v1.2 and reads a JSON
- * response.
+ * Connects to multiple HTTPS servers and validates their certificates
+ * using the certificate bundle.
  *
  * Adapted from the ssl_client1 example in mbedtls.
  *
@@ -44,16 +44,15 @@
 #include "esp_crt_bundle.h"
 
 #if CONFIG_MBEDTLS_CERTIFICATE_BUNDLE_DEFAULT_FULL
-#define MAX_URLS    9
+#define MAX_URLS    8
 #else
 #define MAX_URLS    2
 #endif
 
 static const char *web_urls[MAX_URLS] = {
-    "https://www.howsmyssl.com/a/check",
+    "https://letsencrypt.org",
     "https://espressif.com",
 #if CONFIG_MBEDTLS_CERTIFICATE_BUNDLE_DEFAULT_FULL
-    "https://letsencrypt.org",
     "https://www.identrust.com",
     "https://www.globalsign.com",
     "https://www.sectigo.com",
diff --git a/examples/protocols/https_x509_bundle/pytest_https_x509_bundle.py b/examples/protocols/https_x509_bundle/pytest_https_x509_bundle.py
index 0c787a8097..3945899e44 100644
--- a/examples/protocols/https_x509_bundle/pytest_https_x509_bundle.py
+++ b/examples/protocols/https_x509_bundle/pytest_https_x509_bundle.py
@@ -9,6 +9,7 @@ from pytest_embedded_idf.utils import idf_parametrize
 
 
 @pytest.mark.ethernet
+@pytest.mark.flaky(reruns=2, reruns_delay=5)
 @idf_parametrize('target', ['esp32'], indirect=['target'])
 def test_examples_protocol_https_x509_bundle(dut: Dut) -> None:
     """
@@ -30,6 +31,7 @@ def test_examples_protocol_https_x509_bundle(dut: Dut) -> None:
 
 
 @pytest.mark.ethernet
+@pytest.mark.flaky(reruns=2, reruns_delay=5)
 @pytest.mark.parametrize(
     'config',
     [
@@ -69,5 +71,5 @@ def test_examples_protocol_https_x509_bundle_default_crt_bundle_stress_test(dut:
     # start test
     num_URLS = int(dut.expect(r'Connecting to (\d+) URLs', timeout=30)[1].decode())
     for _ in range(num_URLS):
-        dut.expect(r'Connection established to ([\s\S]*)', timeout=30)
-    dut.expect(f'Completed {num_URLS} connections', timeout=60)
+        dut.expect(r'Connection established to ([\s\S]*)', timeout=60)
+    dut.expect(f'Completed {num_URLS} connections', timeout=180)