If it is not for work and you are not sure, go desktop with pyramidal approach (don't plan for upgrades, just include them, so that everyone has the latest). I

If it is not for work and you are not sure, go desktop with pyramidal approach (don't plan for upgrades, just include them, so that everyone has the latest). If it works well, then plan for the upgrade circus, or if your market allows it, subscriptions. If it goes south and you get tired of it, just release a final free "sunset" edition.