For a personal workstation - you should never "really need it".
It's a personal machine and should be treated as disposable. Doing anything less is fairly irresponsible.
So sure - turn on timestamps for your ssh bastion (although it should be in the logs already...), or turn them on for the ci/cd pipeline (not that you should need them there anyways, since it should be dumping tons of timing info already).
But a personal machine? Plain ol' ">" is plenty.
Not that there's anything wrong with a maximal prompt either... I've definitely done the "configure all the powerline settings!" thing. But I also don't mind a simple ">" or "#".