As stated in our FAQ, you can extend your Marketplace add-on evaluation(s) up to five times, for a total of six months. You can do this by generating a new evaluation license key on the add-on's Atlassian Marketplace page, and copying that license key into the 'manage add-on' screen, in the host product's Administration section.
Alternatively, if you remove your expiring evaluation license from the add-on inside the host product, the "Free Trial" button will be re-enabled and you can generate a new evaluation license from there.
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