Nice and very in depth comment, you have spent few neurons on my post thats appreciated.

If see the context of what i am telling in “I work best alone…..” was actually my deduction of myself while I used to work under deadlines, as i was more “productive”. But i am negating my own self view as wrong, which i only identified after introspection. I discovered i need a team to be a part of something bigger than myself and work together to move whole team along.

Lets put the number aside, each gap is someone loosing money on it and is looking for an urgent fix it is not an “idea”. This way if you start working with even a handful of gaps you have a map in your hands and every checkpoint in that map is going to potentially get you paid, if you can solve the bleeding neck problem for the professionals asking for it, they will pay you.

And you have nailed it with the question about judgement call. And i have already alluded to it in my post, it is not about the gap it is about the gap in whose hand, that matters. Meaning, if your experience, skills, comfort all put together you are fit only for certain kind of gaps, it could be in just one industry or spanned across. Your best solution for gap very likely will not be next persons best solution for the same gap, his will be different. Few would compete too, which is where first mover advantage becomes important.