Auto Re-enrolment – Include Late Bookings Automatically

Problem
Auto re-enrolment is a hugely valuable feature, as it flips renewals from opt-in to opt-out, reduces admin, and eliminates payment chasing. However, auto re-enrolment currently only applies to customers who are booked onto the current or previous term at the moment the new term is created. Any customers who book after that point are excluded from auto re-enrolment, even if they are attending the same classes.

This creates a bit of friction for some businesses, as they are incentivised to delay creating new terms until the very last moment to ensure everyone is captured.

This is manageable for term-based businesses with natural breaks, but causes real issues for businesses using auto re-enrolment for rolling or monthly payments. For example, one client wants to charge on the 1st of the month while giving customers a week to opt out, but cannot do this reliably if classes run up to the 31st, forcing late charges and unnecessary complexity.

Proposed Solution
Add an option for auto re-enrolment to dynamically include any new bookings made into the current/previous term, after re-enrolment has been set up. This would allow businesses to create new terms earlier, confidently capture all eligible customers, and run cleaner renewal and payment cycles.

This enhancement would make auto re-enrolment significantly more powerful for monthly and rolling payment models, while preserving its simplicity and time-saving benefits for term-based providers.