Hi ​@Amac - Thanks for reaching out!

The issue we run into here is that we can't limit how much a specific user books inside the same month, so doing something like this would not work well inside of Calendly.

You can limit how many times a specific event can be booked in a day (Soon to be week and month!) but this would set parameters around the specific event, not the user, so if you were to use it, you would need to track the user bookings manually. You could use a Tool like Zapier to automatically export Calendly bookings to a Google or Excel sheet for easier tracking, but this would be as close as we could get right now.

My apologies I don’t have a better answer - Let me know if you have any questions!