It's not just difficult, it's a bad idea for you. If you know your company will be successful enough to give you your paycheck for the entire duration you stay

It's not just difficult, it's a bad idea for you. If you know your company will be successful enough to give you your paycheck for the entire duration you stay there (10-15yrs seems like a reasonable maximum), then you should actively defend the status quo. Why make such investments, stick your neck out, and assume extra risk when you're not going to see the payoff? This is my theory for why so many companies have outdated business models.