A community, not just a plan
Alongside the plan you build for them, your athlete is part of a social training community: they can find training partners whose schedule matches theirs, join clubs, add friends, and post or join upcoming workouts to train together. None of it asks them to compromise on the goals you've set for them.

If they join a social workout
A workout an athlete joins socially shows up alongside everything else on their calendar and your dashboard, and you, or your co-pilot, can adjust their plan around it if it needs adjusting, the same as you would for anything else they did.
Scheduling a session for a whole team at once, from your side, is still coming (see What's coming next). Until then, this is how your athletes already train together.