Finish a race when you are out of breath. We're not sure this deserves much in the way of congratulations, but oh well...
First of Many
Finish a race in 1st place for the first time to get this stamp. It doesn't matter which race you do it on.
Finish all 1-stage races in first place.
Finish both 3-stage races in first place.
Finish the 6-stage race in first place. You only have to finish first in the last stage, so you can gradually work your way to the front of the pack.