Also:
I see that our LifeTime is not on the latest version, but I thought the compatibility of LifeTime is not an issue (Right?).
Correct, LifeTime can Manage Various versions of the Platform Server, but the logic of creating and executing deployment plans can contain bugs and is regularly updated by OutSystems in the form of LifeTime updates. I would suggest to implement an update policy that updates LifeTime at least once per quarter.