Add instructor to event in multiple instances

We're aiming to add a feature that allows assigning an instructor to a booking in multiple time slots. For example, we may want Coach Michael to attend an event from 11:30 AM to 3:30 PM, but with a break between 1:00 PM and 1:30 PM. In this case, we'd like to add him once for the 11:30 AM to 1:00 PM slot and then again for the 1:30 PM to 3:30 PM slot.