I wish there was an actual thriving business model like this -- just fixing most annoying bugs, for a price, of commonly used desktop software. Why proprietary software companies cannot or do not want to provide this service is over me. Perhaps I'm too much used to consulting.
Given that “fixing this issue required weeks of intensive work from multiple people”, the price would have to be prohibitively high. More generally, software is really, really expensive to produce and maintain. The economics only work at scale, in particular for B2C. (Maybe AI will change that, if it becomes more reliable.)
For many large companies or even teams, there exists a class of bugs / issues / features where dropping 5-10k on a bounty is extremely cost efficient compared to working around the issue or internal development. That might not fund development outright, but at worst it would point out the features people want and serve to inform what to work on next. I think there are a couple reasons why that is not prevalent. Most important one is that highly compensated enterprise teams that would benefit the most from placing bounties tend to avoid software that is lacking features or has bugs. Secondary is not implemented here ego and general disconnect between people in the trenches that know what needs to be done and people controlling ability to place bounties.
Imagine FAANG assigning $500 per engineer per year to allocate to feature / bug bounties.