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sdaugherty
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Enabling maintenance mode shouldn't do anything to caches. It is only a mechanism to stop the bootstrapping of Magento during deployments or when you want to prevent users from getting to the website.

Magento Dev Docs - Enable or disable maintenance mode

I'm not sure exact version numbers affected, but it is a known issue with certain versions of Magento that the caches get disabled during setup:upgrade and for whatever reason don't get re-enabled (I'll try to find the GitHub issues associated). For a few clients I've worked on this would happen during deployments and I'd have to make a note to explicitly log back into the server and enable caches after the successful deployment.

sdaugherty
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