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Came here to see all the reasons should be converted to A SaaS Based solution, was not disappointed.

I've seen questions about - Required tech specs - Potential upgrades - Trial periods - Varying pricing schemes - General support

These things are handled differently with SaaS. Its easier to address with continued income too.

Ha. Yep, I knew that was coming too. They are definitely things I've thought about. I wrote about my thoughts a couple of years ago. You can check it out here: http://www.duetapp.com/blog/is-saas-the-only-business-model-...

But I like the idea of a 1-click Digital Ocean install. I'm going to work on that asap