Okay, just got back to lunch and tested again.
The Nest reported 79, but the device in Indigo reported 77, so I clicked "Send Status Request" and my Trigger worked immediately.
I'll let it run, cool down and see if the Trigger to turn it off when it hits below 75 works. Then let it warm back up to 79 and see if it comes back on or if my sending the status request had something to do with it.