diff --git a/autocert/examples/hello-mtls/README.md b/autocert/examples/hello-mtls/README.md
index 7fb95093..5fa9cdec 100644
--- a/autocert/examples/hello-mtls/README.md
+++ b/autocert/examples/hello-mtls/README.md
@@ -50,21 +50,31 @@ This matrix shows the set of features we'd like to demonstrate in each language
 and where each language is. Bug fixes, improvements, and examples in new
 languages are appreciated!
 
-[go/](go/)
-- [X] Server using autocert certificate & key
+[curl/](curl/)
+- [X] Client
+  - [X] mTLS (send client certificate if server asks for it)
+  - [X] Automatic certificate rotation
+  - [ ] Restrict to safe ciphersuites and TLS versions
+  - [ ] TLS stack configuration loaded from `step-ca`
+  - [ ] Root certificate rotation
+
+[nginx/](nginx/)
+- [X] Server
   - [X] mTLS (client authentication using internal root certificate)
   - [X] Automatic certificate renewal
   - [X] Restrict to safe ciphersuites and TLS versions
   - [ ] TLS stack configuration loaded from `step-ca`
   - [ ] Root certificate rotation
-- [X] Client using autocert root certificate
-  - [X] mTLS (send client certificate if server asks for it)
-  - [X] Automatic certificate rotation
+
+[envoy/](envoy/)
+- [X] Server
+  - [X] mTLS (client authentication using internal root certificate)
+  - [X] Automatic certificate renewal
   - [X] Restrict to safe ciphersuites and TLS versions
   - [ ] TLS stack configuration loaded from `step-ca`
   - [ ] Root certificate rotation
 
-[go-grpc/](go-grpc/)
+[go/](go/)
 - [X] Server using autocert certificate & key
   - [X] mTLS (client authentication using internal root certificate)
   - [X] Automatic certificate renewal
@@ -78,21 +88,19 @@ languages are appreciated!
   - [ ] TLS stack configuration loaded from `step-ca`
   - [ ] Root certificate rotation
 
-[curl/](curl/)
-- [X] Client
-  - [X] mTLS (send client certificate if server asks for it)
-  - [X] Automatic certificate rotation
-  - [ ] Restrict to safe ciphersuites and TLS versions
-  - [ ] TLS stack configuration loaded from `step-ca`
-  - [ ] Root certificate rotation
-
-[nginx/](nginx/)
-- [X] Server
+[go-grpc/](go-grpc/)
+- [X] Server using autocert certificate & key
   - [X] mTLS (client authentication using internal root certificate)
   - [X] Automatic certificate renewal
   - [X] Restrict to safe ciphersuites and TLS versions
   - [ ] TLS stack configuration loaded from `step-ca`
   - [ ] Root certificate rotation
+- [X] Client using autocert root certificate
+  - [X] mTLS (send client certificate if server asks for it)
+  - [X] Automatic certificate rotation
+  - [X] Restrict to safe ciphersuites and TLS versions
+  - [ ] TLS stack configuration loaded from `step-ca`
+  - [ ] Root certificate rotation
 
 [node/](node/)
 - [X] Server
@@ -108,10 +116,16 @@ languages are appreciated!
   - [ ] TLS stack configuration loaded from `step-ca`
   - [ ] Root certificate rotation
 
-[envoy/](envoy/)
-- [X] Server
+[py-gunicorn/](py-gunicorn/)
+- [X] Server (gunicorn + Flask)
   - [X] mTLS (client authentication using internal root certificate)
   - [X] Automatic certificate renewal
   - [X] Restrict to safe ciphersuites and TLS versions
   - [ ] TLS stack configuration loaded from `step-ca`
   - [ ] Root certificate rotation
+- [X] Client using autocert root certificate (python)
+  - [X] mTLS (send client certificate if server asks for it)
+  - [X] Automatic certificate rotation
+  - [X] Restrict to safe ciphersuites and TLS versions
+  - [ ] TLS stack configuration loaded from `step-ca`
+  - [ ] Root certificate rotation
diff --git a/autocert/examples/hello-mtls/py-gunicorn/Dockerfile.client b/autocert/examples/hello-mtls/py-gunicorn/Dockerfile.client
new file mode 100644
index 00000000..dd6dbf08
--- /dev/null
+++ b/autocert/examples/hello-mtls/py-gunicorn/Dockerfile.client
@@ -0,0 +1,9 @@
+FROM python:alpine
+
+RUN mkdir /src
+
+ADD client.py /src
+ADD client.requirements.txt /src
+RUN pip3 install -r /src/client.requirements.txt
+
+CMD ["python", "/src/client.py"]
diff --git a/autocert/examples/hello-mtls/py-gunicorn/Dockerfile.server b/autocert/examples/hello-mtls/py-gunicorn/Dockerfile.server
new file mode 100644
index 00000000..d99c972f
--- /dev/null
+++ b/autocert/examples/hello-mtls/py-gunicorn/Dockerfile.server
@@ -0,0 +1,14 @@
+FROM python:alpine
+
+RUN mkdir /src
+
+# Gunicorn configuration
+ADD gunicorn.conf /src
+
+# Flask app
+ADD server.py /src
+ADD requirements.txt /src
+RUN pip3 install -r /src/requirements.txt
+
+# app, certificate watcher and envoy
+CMD ["gunicorn", "--config", "/src/gunicorn.conf", "--pythonpath", "/src", "server:app"]
diff --git a/autocert/examples/hello-mtls/py-gunicorn/client.py b/autocert/examples/hello-mtls/py-gunicorn/client.py
new file mode 100644
index 00000000..c84963b2
--- /dev/null
+++ b/autocert/examples/hello-mtls/py-gunicorn/client.py
@@ -0,0 +1,79 @@
+#!/usr/bin/env python
+import os
+import sys
+import ssl
+import signal
+import time
+import logging
+import threading
+import http.client
+from watchdog.events import FileSystemEventHandler
+from watchdog.observers import Observer
+from urllib.parse import urlparse
+
+ca_certs = '/var/run/autocert.step.sm/root.crt'
+cert_file = '/var/run/autocert.step.sm/site.crt'
+key_file = '/var/run/autocert.step.sm/site.key'
+
+# RenewHandler is an even file system event handler that reloads the certs in
+# the context when a file is modified.
+class RenewHandler(FileSystemEventHandler):
+    def __init__(self, ctx):
+        self.ctx = ctx
+        super().__init__()
+
+    def on_modified(self, event):
+        logging.info("reloading certs ...")
+        ctx.load_cert_chain(cert_file, key_file)
+
+# Monitor is a thread that watches for changes in a path and calls to the
+# RenewHandler when a file is modified.
+class Monitor(threading.Thread):
+    def __init__(self, handler, path):
+        super().__init__()
+        self.handler = handler
+        self.path = path
+
+    def run(self):
+        observer = Observer()
+        observer.schedule(self.handler, self.path)
+        observer.start()
+
+# Signal handler
+def handler(signum, frame):
+    print("exiting ...")
+    sys.exit(0)
+
+if __name__ == "__main__":
+    logging.basicConfig(level=logging.INFO, format='%(asctime)s %(message)s')
+
+    # Start signal handler to exit
+    signal.signal(signal.SIGTERM, handler)
+
+    # url from the environment
+    url = urlparse(os.environ['HELLO_MTLS_URL'])
+    
+    # ssl context
+    ctx = ssl.SSLContext(ssl.PROTOCOL_TLSv1_2)
+    ctx.set_ciphers('ECDHE-ECDSA-CHACHA20-POLY1305:ECDHE-ECDSA-AES128-GCM-SHA256')
+    ctx.load_verify_locations(ca_certs)
+    ctx.load_cert_chain(cert_file, key_file)
+
+    # initialize the renewer with the ssl context
+    renewer = RenewHandler(ctx)
+
+    # start file monitor
+    monitor = Monitor(renewer, os.path.dirname(cert_file))
+    monitor.start()
+
+    # Do requests
+    while True:
+        try:
+            conn = http.client.HTTPSConnection(url.netloc, context=ctx)
+            conn.request("GET", url.path)
+            r = conn.getresponse()
+            data = r.read()
+            logging.info("%d - %s - %s", r.status, r.reason, data)
+        except Exception as err:
+            print('Something went wrong:', err)
+        time.sleep(5)
diff --git a/autocert/examples/hello-mtls/py-gunicorn/client.requirements.txt b/autocert/examples/hello-mtls/py-gunicorn/client.requirements.txt
new file mode 100644
index 00000000..c1cb094b
--- /dev/null
+++ b/autocert/examples/hello-mtls/py-gunicorn/client.requirements.txt
@@ -0,0 +1 @@
+watchdog
\ No newline at end of file
diff --git a/autocert/examples/hello-mtls/py-gunicorn/gunicorn.conf b/autocert/examples/hello-mtls/py-gunicorn/gunicorn.conf
new file mode 100644
index 00000000..cab27a43
--- /dev/null
+++ b/autocert/examples/hello-mtls/py-gunicorn/gunicorn.conf
@@ -0,0 +1,14 @@
+bind = '0.0.0.0:443'
+workers = 2
+accesslog = '-'
+
+# mTLS configuration with TLSv1.2 and requiring and validating client
+# certificates
+ssl_version = 5 # ssl.PROTOCOL_TLSv1_2
+cert_reqs = 2   # ssl.CERT_REQUIRED
+ciphers = 'ECDHE-ECDSA-CHACHA20-POLY1305:ECDHE-ECDSA-AES128-GCM-SHA256'
+ca_certs = '/var/run/autocert.step.sm/root.crt'
+certfile = '/var/run/autocert.step.sm/site.crt'
+keyfile = '/var/run/autocert.step.sm/site.key'
+
+
diff --git a/autocert/examples/hello-mtls/py-gunicorn/hello-mtls.client.yaml b/autocert/examples/hello-mtls/py-gunicorn/hello-mtls.client.yaml
new file mode 100644
index 00000000..370c2634
--- /dev/null
+++ b/autocert/examples/hello-mtls/py-gunicorn/hello-mtls.client.yaml
@@ -0,0 +1,22 @@
+apiVersion: apps/v1
+kind: Deployment
+metadata:
+  name: hello-mtls-client
+  labels: {app: hello-mtls-client}
+spec:
+  replicas: 1
+  selector: {matchLabels: {app: hello-mtls-client}}
+  template:
+    metadata:
+      annotations:
+        autocert.step.sm/name: hello-mtls-client.default.pod.cluster.local
+      labels: {app: hello-mtls-client}
+    spec:
+      containers:
+      - name: hello-mtls-client
+        image: hello-mtls-client-py-gunicorn:latest
+        imagePullPolicy: Never
+        resources: {requests: {cpu: 10m, memory: 20Mi}}
+        env:
+        - name: HELLO_MTLS_URL
+          value: https://hello-mtls.default.svc.cluster.local
diff --git a/autocert/examples/hello-mtls/py-gunicorn/hello-mtls.server.yaml b/autocert/examples/hello-mtls/py-gunicorn/hello-mtls.server.yaml
new file mode 100644
index 00000000..14e675df
--- /dev/null
+++ b/autocert/examples/hello-mtls/py-gunicorn/hello-mtls.server.yaml
@@ -0,0 +1,33 @@
+apiVersion: v1
+kind: Service
+metadata:
+  labels: {app: hello-mtls}
+  name: hello-mtls
+spec:
+  type: ClusterIP
+  ports:
+  - port: 443
+    targetPort: 443
+  selector: {app: hello-mtls}
+
+---
+
+apiVersion: apps/v1
+kind: Deployment
+metadata:
+  name: hello-mtls
+  labels: {app: hello-mtls}
+spec:
+  replicas: 1
+  selector: {matchLabels: {app: hello-mtls}}
+  template:
+    metadata:
+      annotations:
+        autocert.step.sm/name: hello-mtls.default.svc.cluster.local
+      labels: {app: hello-mtls}
+    spec:
+      containers:
+      - name: hello-mtls
+        image: hello-mtls-server-py-gunicorn:latest
+        imagePullPolicy: Never
+        resources: {requests: {cpu: 10m, memory: 20Mi}}
diff --git a/autocert/examples/hello-mtls/py-gunicorn/requirements.txt b/autocert/examples/hello-mtls/py-gunicorn/requirements.txt
new file mode 100644
index 00000000..cef5a165
--- /dev/null
+++ b/autocert/examples/hello-mtls/py-gunicorn/requirements.txt
@@ -0,0 +1,2 @@
+Flask
+gunicorn
diff --git a/autocert/examples/hello-mtls/py-gunicorn/server.py b/autocert/examples/hello-mtls/py-gunicorn/server.py
new file mode 100644
index 00000000..7e44425f
--- /dev/null
+++ b/autocert/examples/hello-mtls/py-gunicorn/server.py
@@ -0,0 +1,9 @@
+from flask import Flask
+app = Flask(__name__)
+
+@app.route("/")
+def hello():
+    return "Hello World!\n"
+
+if __name__ == "__main__":
+    app.run(host='127.0.0.1', port=8080, debug=False)