I recently set up the JIRA plugin for Visual Studio 2010 but I’m running into some weird issues when trying to configure the server connection. Every time I try to add my JIRA server in the plugin settings, I get a 404 error message. This is really confusing because I can open the same JIRA URL in my browser without any problems. The server is definitely running and accessible. I’ve double checked the URL format and it looks correct. Has anyone else experienced this kind of connection problem with the JIRA VS plugin? I’m wondering if there’s a specific URL format or endpoint that the plugin expects, or if there are some authentication settings I’m missing. Any suggestions would be really helpful.
The 404 error means you’re hitting the wrong endpoint. Just enter your base JIRA URL without any extra paths - the plugin handles REST API routing automatically. I hit this same issue last year and found out my company’s JIRA needed a context path that wasn’t obvious from the browser URL. Check with your JIRA admin about the right server config, especially if you’re behind a corporate firewall or using a reverse proxy. Also verify your JIRA version works with the VS2010 plugin - older plugins sometimes break with newer JIRA versions.
Check your authentication method first - the plugin might reject the connection before it hits the server. I had this exact problem when our IT switched JIRA to require application passwords instead of regular login credentials. The browser worked fine because it used my cached session, but the plugin needed a dedicated app password. Go to your JIRA profile settings and generate an application password for the Visual Studio plugin. Also check if your JIRA instance requires HTTPS - some corporate setups auto-redirect HTTP to HTTPS in browsers, but the plugin doesn’t handle redirects well.
I had a similar problem! Adding /rest/api/2/ to the end of my URL did the trick. Also, double check that you’re using basic auth; it can be a bit tricky sometimes.