Your comment made me wonder if this is the reason a lot of software is a nigthmare. As in, workers will put up with something if they are mandated to but individuals will not.

The analogy in my head is the most excellent little bespoke bun shop I go to every week with my wife which is awesome. Compared to buns made for the masses in the supermarket.

Maybe there is a market for craft software as in craft beer :-)

Anecdotally, I've seen at the SaaS companies I've worked at that the larger customers are often a way better ratio of revenue to support time and easier to work with.

Not that smaller customers are bad, but the ROI isn't as good. I've found that they're much more relaxed and easy to work with compared to working with other startups. The other startups I've worked with on deals often have shorter timelines and the person you're talking to is either a founder or early employee and has way more stake in this transaction that a manager at a larger company does.