The thing is, obsolescence is an issue even for desktop software. The company where I work recently went through a fairly painful upgrade process for some softw

The thing is, obsolescence is an issue even for desktop software. The company where I work recently went through a fairly painful upgrade process for some software we were using that was no longer supported. We could have kept using it, but it was becoming more and more troublesome as the software failed to keep up with the times. No matter what software you choose to use and no matter what model the company employs to provide the software, it's really important that the party behind the software is in it for the long haul, because otherwise you're going to have to deal with that. Basically, look at the business model for the company. Does it look like one that will be around in a few years? It's usually not that hard to tell (in particular, things being given away for free like Doo tend to be transient).