multiple locations

You’re running into an important limitation of how Calendly works today.

Calendly always treats one user + one calendar as a single “resource” (one person). That means:

• As soon as a 7:00 am slot is booked on that user’s event, Calendly blocks 7:00 am for all other event types owned by that same user, even if they’re “left side” vs “right side.”
• Calendly doesn’t currently support two independent “rooms” (left/right) with capacity 1 each on a single host calendar.

So what you’re seeing is expected behavior, not a misconfiguration. Here are some workable setups to explore…

Option 1 (recommended): Treat each side as its own “host”

This is the only way to get true “one booking in Left + one booking in Right at the same time”:

1. Create two separate Calendly users/resources:
   • User A (or “Building - Left side”) connected to Google Calendar A
   • User B (or “Building - Right side”) connected to Google Calendar B
2. Create a 1:1 event type for each:
   • “Left side - 30 min”
   • “Right side - 30 min”
3. Share:
   • Either two separate links (Left link / Right link), or
   • A Team page that shows both event types so people can choose their side.

Because each side is a different “host,” 7:00 am Left and 7:00 am Right can both be booked without blocking each other.

Option 2: Single event with capacity 2 (if rooms don’t strictly matter)

If it’s acceptable that Calendly only enforces “up to two bookings per time” (but doesn’t know which is Left vs Right):

1. Create a Group event type.
2. Set Invitee limit = 2 for each time slot.
3. Add a required question like: “Which location do you want? (Left / Right)”.

Calendly will allow up to 2 bookings per time slot, and you can manually honor Left/Right based on their answer. This won’t prevent both invitees from choosing “Left,” so it’s only viable if that’s okay operationally.