I have to agree with Charlie.....
There are a few reasons......
1. If he is moving at a "walk" with just enough throttle to be able to pull whatever "float" he has been tasked to pull, the engine will not be making nearly the heat since there would be very little load on the engine.
2. Ambient air temperature vs "feels like" temperature is 2 very different things. Not sure if that 102 is a heat index temp, or actual air temperature. If it is a heat index temperature, and the actual air temperature is lets say the 90 that Charlie mentioned, that 90 degree air is what the engine sees for cooling. The heat index is what us humans feel like the temperature is because of the moisture in the air and how well, or not well the sweat evaporates from your skin.... a Kohler could give a fiddlers da*n about humidity. The Humidity is going to effect Brian much more than the tractor.
3. With all the tins in place on the engine, the cooling fins clean and the side panels INSTALLED, a Kohler moves a ton of air across the cooling surfaces of the engine (the head and around the jug). Plus having an intact muffler box, most of the heat will be blown out the grille by the airflow, rather than being trapped under the hood and inside the engine compartment.
4. Look carefully at the airflow path on a Quietline. I know Brian mention being concerned by having headlights, and that blocking some of the airflow exit. Almost no air is exhausted around the headlights. If everything is in place on the tractor, as it came from the factory (Tunnel Cover, Belly Pan, Firewall, Side Panels, Hood, ALL the tins on the engine, the aluminum plate for the muffler box, and all the tins that comprise the muffler box) the airflow is as follows:
"Cool" air is drawn from under the tractor and the area under the tunnel cover between the transmission and the belly pan, and I am sure some may even come from under the dash and the other cracks in the tower. Some air is blown back on the hydros by the fan on the driveshaft for the pump (it is more than you would expect, on Dad's 782 you can actually feel a breeze at the back of the tractor). The cool air then enters the flywheel/fan on the engine. At this point, all the air for cooling stays contained INSIDE the tins. With the firewall and the "gasket" around the firewall, it controls most of the air between the area above the engine, and the air under the dash. All the cooling air then leaves the PTO end of the engine from the engine tins, through the aluminum plate, and enters the muffler box. The shape of this box directs all the air that enters the box from the engine, out through the lower grille housing and grille, as does the muffler, direct the exhaust out the lower grille area also. If the muffler box is intact, there is no cooling air directed toward the upper grille housing / headlight area. Even at idle, there is a decent breeze coming from the lower grille area.
I know that Dad and I have over the decades had our Cubs idling around the yard doing landscape, cleanup, hauling or even fertilizing duty in all weather, hot and cold at much less that WOT and have not had issues. I am fairly confident if everything is in place as Brian has said... he should be just fine......