I started OnlineOrNot at $9/mo, it's now $14/mo for the cheapest plan (with a few experiments along the way). You can raise prices at any time without backlash

I started OnlineOrNot at $9/mo, it's now $14/mo for the cheapest plan (with a few experiments along the way). You can raise prices at any time without backlash, as long as current users continue to get the deal they signed up for. Just change it for new users. The issue is then, if you raise prices too far, and fewer folks start signing up. You may want to lower prices, and update folks on the higher price to have the cheaper price (to avoid backlash).