You might think that a race between the winner of the last Tour de France and an automated motorcycle is a good challenge because automated driving is hard (especially with crowd running around on the road and temporary road signs for the race circuit).

But in fact it wouldn't be funny because all the motorcycle have to do is follow the cyclist during the whole race (which is not really challenging in term of self driving AI) and just sprint during the last couple dozen metters with no hope for the cyclist to win.

It might only become interesting AI-wise if you add arbitrary rules like «limit the power of the motorcycle» and/or «limit the amount of fuel to limit the number of accelerations». But you're not really doing a Man vs Machine challenge.