I'd do it for a boatload of cash but not any less. Your core tech users are still selling your product for you, free of charge. Unless it's abuse/fraud/security

I'd do it for a boatload of cash but not any less. Your core tech users are still selling your product for you, free of charge. Unless it's abuse/fraud/security mitigation there's usually a way to keep your technical customers happy along with your new user base. It obviously has a cost but if you're making dramatic changes that alienate your early adopters I'm sure that those changes are going to do some needle moving in terms of increasing your profits. No one would do something like that on a whim... That cost does need to stay within reason though. And something crazy like maintaining divergent architectures/infrastructure isn't really reasonable either. But on the bright side the technical folks might be understanding of these sorts of tradeoffs.