SSL connection problems with Python JIRA when fetching ticket status

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1

I am trying to create a Python script to retrieve the status of a bug from our JIRA system but I am facing SSL certificate issues. This is my current code:

import jira
from jira import JIRA

options = {
    'server': 'https://your-jira-instance.com:8443/',
    'verify': 'path/to/certificate.pem'
}

jira_client = JIRA(options, basic_auth=('user', 'password'))

I keep encountering SSL errors like _ssl.c:2747, and the connection times out after a few attempts. If I change 'verify': False, the program runs but I receive warnings about insecure HTTPS requests. I’ve also tried using a different certificate file, but the problem persists. Can someone guide me on how to resolve these SSL verification issues when connecting to JIRA using Python?

2

Had this exact issue at work with our JIRA’s self-signed cert. Python can’t validate it against its trusted CA store. Don’t just disable verification - grab the full certificate chain from your JIRA server instead. Click the lock icon in your browser when you’re on JIRA and export the complete chain as a .pem file. Make sure you’re using absolute paths, not relative ones. I wasted hours on that stupid mistake. If your company uses internal CAs, you’ll need the root certificate from IT and append it to your cert file.

3

had a similar issue b4. maybe try putting the cert in your python env’s CA bundle instead of just a file path. also, check if your jira admin changed the ssl cert recently - that made ours fail.

4

Hit this exact issue when we migrated to a new JIRA instance. Your certificate path needs to include both the server cert and any intermediate certificates - not just one of them. Here’s what fixed it for me: grab the requests library’s certificate bundle with import requests; print(requests.certs.where()), then just append your JIRA certificate to that file. Also check if your JIRA server needs SNI (Server Name Indication) - corporate proxies and load balancers love to break SSL handshakes. Before diving into Python debugging, test the connection directly with openssl s_client -connect your-jira-instance.com:8443 to verify the certificate chain is actually complete.