Handshake error trying to connect Jira Server to Bitbucket Cloud

Question

Hi, I am trying to connect Jira 7.7.1 Server to Bitbucket Cloud team account, and am getting an error. I've entered the Account/Team name correctly, and added the OAuth key/secret from bitbucket.

The error shows up on the Jira web interface as "Error! Invalid Team/User Account"

In the catalina.out, there's this:

2018-12-24 07:37:40,057 http-nio-127.0.0.1-8080-exec-15 INFO mememem 457x97x1 x9ybe4 10.17.3.225,127.0.0.1 /secure/admin/AddBitbucketOrganization.jspa [c.a.j.p.d.s.b.clientlibrary.request.BaseRemoteRequestor] Failed to execute request: https://bitbucket.org/api/1.0/users/myteam- Received fatal alert: handshake_failure

At one point this worked because we had the linkage set up properly, but synchronization started failing at some point along the way.

Things I've Tried:

Upgrading to latest Jira in dev/testing environment - same error
Added bitbucket.orgs certificate to the cacerts file and restarted Jira based on web advice

Thanks in advance

Nic Brough -Adaptavist- · Accepted Answer

A "handshake error" usually means there is something wrong with the SSL certificates you are using.  My guess would be that Bitbucket is on SSL and you have not imported the certificates into your Jira system correctly.

Have a look through https://confluence.atlassian.com/kb/ssl-and-application-link-troubleshooting-guide-719095282.html