Most of my customers are individuals, so the problem isn't as bad as it sounds. I'm not sure building a complicated licensing system would be worthwhile; the potential additional sales are probably not enough to justify the effort.
In case someone suggests a service that handles licensing for me: I won't buy it. If I wanted lock-in, I'd stick to the Mac App Store.
What if the service did on-premise/self-hosting?
I guess the most important part is that everything would need to happen on my domains; there can't be any other people's domains in my code (eg update checking), that would make me too dependent.
I don't care about on-premise or self-hosting or cloud or whatever. I care about lock-in.
I plan to keep my company around for many years. At some point some of the services I use will go away or get too expensive or become crappy or whatever. That goes for web hosting, SVN hosting, mail server, payment provider, etc. That's why they need to be interchangeable.
I pay for services that add convenience; I don't pay for services that lock me in.