I am prepping for our Jira cloud migration and was wondering if I MUST also migrate our server TESTRAIL instance or if I can keep my server version while Jira is on Cloud
You will have to configure the app in Jira Cloud but also make configuration changes to your on-prem Testrail instance. Documentation from Gurock (the vendor for Testrail) is here: https://support.testrail.com/hc/en-us/articles/7665131077268