It's about trust and expectations.
If a software company blindsides me with a 1,000% price increase overnight (or ∞%) without advance warning, then how can I trust them to warn me in advance about other major changes in the future? If they don't have the decency to give advance notice about that, can I trust them to give me advance warning before they change major features, or plan to have downtime, or plan to shut down--which becomes a real concern if they're fumbling around with pricing changes.
SSO and access management services are things I want to have zero nagging concerns or doubts about. Anything that shakes my trust in those services is enough to make me consider other options.
No one likes going into another budget meeting because some vendor didn't give you warning and you need to adjust in the current fiscal year. Your company will be remembered and not in a good way. If you sell software to businesses you really, really need to understand corporate budgeting and the process they go through. Heck, if you sell to Federal (US) entities you better know the significance of October and schedule accordingly.
ReSharper alone would easily save me that much per year in productivity gains.
I moved over to Ubuntu from Windows, so picking up Rider as my replacement for Visual Studio was well worth it - and at about 1/3 of the price of Visual Studio alone (and having the ReSharper features built in) it was a bargain.