There’s a difference between “plumbing” software and “user” software. If photoshop or autocad become crap something will replace them (the pressure Dan talks about).
But most enterprise software is plumbing - that you figure out how to use “well enough” and mostly leave it alone to do its thing. That software has little pressure and often ends up being basically bypassed.
The users of enterprise software are captive, they can't choose another solution or supplier without changing jobs. Mostly they hate it and IT in general which I think is at least partially the reason for the success of SaaS.
Dunno which it's more of, tragic or hilarious -- probably both, about fifty-fifty -- how they usually don't realise that they're just as stuck with their SaaS supplier.
But most enterprise software is plumbing - that you figure out how to use “well enough” and mostly leave it alone to do its thing. That software has little pressure and often ends up being basically bypassed.