I agree, of course, with the criticism of the price point. As I often say, $9.99/month (or even $4.99/month) is more expensive than premium email—and no matter how cool you think your thing is, it's way less important than email. You should always return something for ~$20, especially if you already have a free tier. (When I say "for $20" here, I'm talking about a one time payment, or on a subscription basis that maxes out at $20/yr.)
The following musings are highly specific to the market for what's being sold here.
Paying $20 should get you something that you aren't bothered about again for the next year. Maybe to make it even easier, enable anyone to request a refund of their $20 for any reason within the first 7 days. This gives a similar feel to a free trial, but it curbs abuse and helps target serious buyers in the first place. In the event that 7 days is not enough time even for people to convince themselves that they need it, maybe keep open the ability to use a severely limited version of the service for the remainder of the year. E.g. you can continue to log in and simulate what you'd get with the full version, but it's only accessible to you because you can't publish them and/or share links with anyone who doesn't have access to your account.
















