Trying to connect to Azure CosmosDB mongo server results into an SSL handshake error. I am using Python3 and Pymongo to connect to my Azure CosmosDB. The connection works fine if I run the code with Python27 but causes the below error when using Python3: import pymongo from pymongo import MongoClient import json import sys def check_server_status(client, data): '''check the server status of the connected endpoint''' db = client.result_DB server_status = db.command('serverStatus') print('Database server status:') print(json.dumps(server_status, sort_keys=False, indent=2, separators=(',', ': '))) coll = db.file_result print (coll) coll.insert_one(data) def main(): uri = "mongodb://KEY123@backend.documents.azure.com:10255/?ssl=true&replicaSet=globaldb" client = pymongo.MongoClient(uri) emp_rec1 = { "name":"Mr.Geek", "eid":24, "location":"delhi" } check_server_status(client, emp_rec1) if __name__ == "__main__": main() Running this on Python3 results into below error: pymongo.errors.ServerSelectionTimeoutError: SSL handshake failed: backendstore.documents.azure.com:10255: [SSL: CERTIFICATE_VERIFY_FAILED] certificate verify failed (_ssl.c:749) Here is my successful output when I run the same code with Python27: Database server status: { "_t": "OKMongoResponse", "ok": 1 } Collection(Database(MongoClient(host=['backend.documents.azure.com:10255'], document_class=dict, tz_aware=False, connect=True, ssl=True, replicaset='globaldb'), u'result_DB'), u'file_result') Continue reading...