I agree with everyone who pointed out the huge difference here between quarter mile and an eighth mile. 100 percent difference.

Will you start with one foot on the ground and struggle to clip in while he's standing on his platforms like he's up against the gate?

Also, what's the course like? I'm assuming flat and straight, but who knows? It could have a jump or something, or a flight of downhill stairs with a rail to grind on. But even just a normal uphill would take away advantage from the road bike, since it will help him avoid running out of his gear.

You've got to hit 30+ mph and have enough track left for that to put you ahead.

If he shows up with a small brown gremlin like creature in his milk cart front basket, you're toast.