I bought omnigraffle several years ago, and have been using it a lot ever since. But really, it works for me. I know it. There is a new version, which adds some

I bought omnigraffle several years ago, and have been using it a lot ever since. But really, it works for me. I know it. There is a new version, which adds some needed features, but I just don't need them enough to upgrade for $100 or so. So, they only ever made the original $120 off of me, years ago. But they obviously still need to be making money in the meantime; but short of incompatibility in some way, i doubt i'll ever upgrade. So, I'm a huge fan of their software, but they could go out of business for being so good, if nobody ever upgrades. But if they went to a cloud solution, I wouldn't pay for that either, because I don't use it THAT much, and already have the app which works fine. Same goes for Sublime Text; I paid for 2, but I doubt I'll buy 3; or even use it. But yet there's a company behind it that obviously needs to keep making money. The answer, classically, seems to be new users, and new versions. If your software is really good, different products. Or just target Enterprise and charge a ton. It's a tricky situation if you're trying to make money in software. But on the web, you can build one thing, and people can pay you every month to use it. You don't even have to change anything, just keep it running. That's a pretty attractive model in contrast. I don't like office in the cloud, and I don't like adobe in the cloud. I think there is probably a market of people who do, and that's great. But for those things, I prefer them on the desktop. Same goes for music. I like having it with me; not tied to a music service. But movies and TV shows are often watch-once for me, so a service like Netflix works well for something like that. But as someone launching a collaborative SaaS, I can appreciate both sides. For me, the immediate need is SaaS, and secondary to that is offering buy once, use forever, once the economics are in place. I think there will always be some people who just want to pay for a SaaS, and others who refuse to but will pay for onsite. So, I think the best thing you can do is target both. People usually want to pay for something, if its worth it and fair. But what's fair and reasonable is different for everyone, so cast a wider net and you'll catch more fish. And maybe one day, I'll buy that new version of Omnigraffle.