When asking for help I always try to think about whether the person who I am asking can answer my question off the top of their head or if it’s something that will require them to do a bunch of research into.
If it’s off the top of their head, ask immediately. Better to get yourself unblocked sooner rather than later. If it’s the kind of thing that you can do your own research for or come to the table with your own potential solutions for that makes everything easier and faster.
However, don’t allow yourself to be blocked for too long. Often times by simply asking your question you can get a good direction of where to look, reducing your overall search time.