Pending in Retry Queue

I've been having an issue in the passed few months with deployments going into the retry queue and just sit at (pending). I go in and end up selecting them all and clicking "try now", which starts the deployment again. I've looked through all the settings and I have it set to 0(Unlimited Retries) and "every hour", but I can't find anything else that would cause this problem.  I am running Enterprise 19.3.9. 

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