This feels to me like there are a few other questions to ask: - do your target users have a preference for desktop vs webapp? - can you achieve everything you w

This feels to me like there are a few other questions to ask: - do your target users have a preference for desktop vs webapp? - can you achieve everything you want in desktop vs webapp? - How do similar solutions from competitors deliver? How would you differentiate? - do you have the skills/time/inclination to provide desktop support when a user can't get your software working with Win XP and a badly written printer driver? - What's the pricing model you will use with lone users? Sell once, sell once and then try and sell upgrade; subscription?