First, have yourself a working product that starts getting some industry buzz.

Second, get yourself bought out.

Third, spend the next 2 years rewriting the system into a different language's syntax - which also requires a rewrite of all the libraries.

Yes, that will certainly get you into a revenue producing situation more quickly. And before someone tells me I'm simply being a language bigot, it would be every bit as silly if the entire thing went Java to Smalltalk. However, at least this guy will be happy; it's all enterprisy now.