do i end my timer when i collect 50 gems? or when i go to the room with the monster?

There could be a separate category called 100% in which you have to collect all the gems, and any% where as soon as you enter that last room you can end you timer

I agree. That sounds like a great idea! I will set it up.

Just to clarify, for the main solo and duo speedruns, you must have all 50 gems and trigger the boss. For the any% category, you just have to trigger the monster.