Agreed, there can be some hassles. But your audience is very different. What works for software subscriptions might not work for music subscriptions (in your ca

Agreed, there can be some hassles. But your audience is very different. What works for software subscriptions might not work for music subscriptions (in your case). My hunch says that you will see decreased sales with monthly $5/mo sales as you have a community where a person needs time to seep in and he would rather prefer to take one time (annual) hit than month-after-month hits. Read Predictably Irrational for details on how monthly v/s annually affects customer psychology. But then it is just my hunch (which is usually very wrong). You can start with a simple survey on checkout (if they prefer monthly) or ask your existing paid subscribers if they are willing to switch.