In my case, I just want a free tier that is incredibly low (10 customers is fine) that won't cannibalize his main products, because I want to test his services. Yes, there's a free trial, but I don't plan on rolling out major client work for 4-6 months. In that timeframe, he can have me as a subscribed customer (paying nothing) but I've already gone through all the hurdles, and he can send me monthly "Hey, you ready?" emails.
Right now I have to trust myself that I'll remember this service in six months with all the other stuff that goes on in running a startup. If I DO remember, I will pay $20-100/month easily and will save thousands. But I also have to remember that about 300 other things, too.
EDIT: Maybe a mailing list would be helpful, too.