I believe you're being affected by the bug found at JRACLOUD-41675 and JRASERVER-41675. Please review the bug and verify you're affected by that. If so please vote on it to add impact and try the resolution in Images not showing in JIRA email notifications to see if that helps:
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...word of mouth, so by 2016, we were working with several other entities on campus to implement Jira Service Desk . The Atlassian motto of “for every team” has really come true for us in this case. We...
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