> it seems to me customers are mostly business clients, who would are more inclined to spare the expense of purchasing said licenses, since they're not personally buying it themselves, and would want to have support and liability

Trust the people whose paychecks depend on it, it was extremely common. I knew multiple people at different companies who had endless stories about customers buying a couple of copies for a large department to “share”, and they expected the vendor to support everything because it was “business critical”. This was also a problem for things like student licenses where people would expect enterprise-level support despite the massively-discounted copy they had clearly stating it was only for educational usage.

This has a lot of negative aspects for preservation, downtime due to issues with licensing, challenges around virtualization or hardware replacement, etc. so I don’t love the situation we ended up in but it’s entirely understandable given how pervasive theft was – there were a ton of small businesses which ran entirely on bootlegged software. Software developers have high leverage but if you aren’t in a mainstream market you’re not going to get over the threshold where you’re no longer worried about making payroll.