Nest Humidifier Not Running Unless in Test Mode

[unknowndude]

My NEST is not making the call to turn on my humidifier even though it will work if i put it in test mode on the NEST.

I have a Gen 2 Nest, along with a Trane Furnace and a Aprilaire 550 Bypass Humidifier. When I go into Nest Settings and run test the humidifier kicks in. When I am running the heat it doesn't work. I have the Humid Settings to 100% so it should run all the time.

I have checked the wires about 15x at this point. I know for a fact that it was working at the start of last season but i have no idea on when it stopped working.

Any Ideas?