Essentially, when you have ~100 rep, giving a 50 rep bounty could risk losing some of the basic features like editing community wikis, etc.

I believe users with such a low rep amount should be awarded one free opportunity for a 50 rep bounty so that their questions could get more interest. Users who excessively keep gaining and then losing rep can only utilize the free bounty a limited number of times.

This potentially incentivizes newcomers whose questions gain limited viewership to not stop being engaged with the SE site they're in, since the free bounty acts as a sort of reward. Additionally, the system should be limited to prevent abuse, for example, a limit on how many users can use the free bounty feature at once, avoiding sockpuppets, etc.