Under what conditions will the Remote Vehicle Start not work?

The remote start feature will not work if the key is in the ignition (Key Access) or a transmitter is inside the vehicle (Keyless Access), the hood is open, the vehicle is already on, the hazard warning flashers are on, the vehicle is not in P (Park), two remote starts or a start with an extension have already been used, or there is an emission control system malfunction. The engine will also shut off during a remote start if the coolant temperature gets too high or oil pressure gets too low. (Page 19)

From the official Chevrolet Trailblazer manual, page 19

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