Now's actually a pretty good time to tackle these problems since "users" are becoming accustomed to using tools they like. You just have to be clever about how you tackle a particular problem, you're not going to take down PeopleSoft by trying to sell companies a PeopleSoft replacement. Rather, you're going to build something like Expensify that saves individual employees from some of the more irritating things they may have to do with PeopleSoft.
A good general trick is to build something that solves some portion of an enterprise's need, make it free to try out and cheap to use at work. There are a huge number of people out there that can pay some nominal amount for a service and expense it, it's just a matter of finding some need people with that level of autonomy have and getting them to pay you to fix it. Easy, right?
I wouldn't start by trying to navigate the maze, just avoid it altogether until you have a compelling reason to take that burden on.
> you're not going to take down PeopleSoft by trying to sell companies a PeopleSoft replacement. Rather, you're going to build something like Expensify that saves individual employees from some of the more irritating things they may have to do with PeopleSoft.
Brilliant way to put this. The way to compete with old enterprise software is first by not doing it the way they're doing it. I would start with something that appeals to individual employees, make their work easier, even joyful, and eventually you'll work up to top level decision makers.
By then you'll have a fantastic user-centric product and a list of features an exec team would drool over.
A good general trick is to build something that solves some portion of an enterprise's need, make it free to try out and cheap to use at work. There are a huge number of people out there that can pay some nominal amount for a service and expense it, it's just a matter of finding some need people with that level of autonomy have and getting them to pay you to fix it. Easy, right?
I wouldn't start by trying to navigate the maze, just avoid it altogether until you have a compelling reason to take that burden on.