You mean the redhead one in the College? I won the race by buying a couple of energy drinks from the machine in the 3rd? or 4th? floor, in the right section. Drink one before talking to her, start the race and drink another while running IF the effect ends. The drinks gave you infinite stamina while sprinting with the backspace (in PC). Just make sure you start running before her and you are gonna win.
Oh, also idk if it's a bug or not, but if you spam the sprinting key the character can go faster.