That would be a career suicide to become a support engineer like this. 4 years later, when his stocks dry out, he'd have to switch the company and he'd need to tell a convincing story why the new company should pay him the new market rate. And "I supported legacy code" is not such a story. There's always an option to go to Microsoft and support legacy stuff for life, but beware that MS pays peanuts (relatively speaking) and with the MS pay you'd be priced out of the housing market.