PMS not running on login

Plex Media Server Desktops & Laptops
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Server Version#: 1.13.6.5339
Player Version#:

I have PMS set in the Login Items on my Mac (along with Sonarr and SABnzbd). Both Sonarr and SABnzbd launch fine when my Autologin fires on reboot. PMS however does not. I’ve tried removing it and readding it to the list. Still nothing. If I manually launch PMS, it runs fine though.

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