I'm curious how it would work if you gave a free month, then billed at the end of every month. Let's say they sign up on January 1. On February 1st, they rece

I'm curious how it would work if you gave a free month, then billed at the end of every month. Let's say they sign up on January 1. On February 1st, they receive an email or notice mentioning that their free trial is over, and they'll be billed at the end of the month. If they're not completely satisfied, they can close their account and have February's bill completely refunded. At the end of February, they get prompted for payment information. Some people will use your service free for two months and then close their account, effectively getting a two month trial period. It's unlikely these people were going to purchase your service anyhow. The people who were going to pay will pay like normal. The folks who are on the fence about paying might decide to signup because they've now had a month of knowing that they're 'paying' for this service. Once you're already expecting the bill it doesn't seem like a big deal to pay it. If you implemented a payment scheme like that, you might make it a policy to never charge people for the month they cancel either. I know it loses a month worth of income, but it feels like you'd be giving departing customers a more positive experience.