I have added below what's on the Roll20 page. I upgraded before from Supporter to Mentor (monthly) and they charged the $9.99 plus a little extra to cover mentor for the next month and what was left of that one. In theory you won't lose any money, don't worry. ------------------------------------------------------------------------------------------------------------------------------- I want to upgrade my current subscription. How does that work? The basic gist is: we'll fairly compensate you for the remaining time on your current subscription, you won't lose out on any money by upgrading part-way through your current subscription. Here's the nitty-gritty details. All upgrades are pro-rated. For example, if you upgrade from a Supporter, Monthly account to a Mentor, Monthly account, and it's half-way through your monthly subscription period, you would receive a credit for 50% of the cost of the Supporter, Monthly subscription, which is applied toward your new Mentor, Monthly subscription. Note that if it's really close to the end of the month, your card may not be charged immediately, and instead you will be charged on your normal renewal date for the small amount of time that was left in the month, plus the normal monthly rate.