If we’re going to go back a ways, Babe Ruth and Will Rogers hawked dozens of products each, simultaneously. Ruth appeared in multiple cereal ads in the same magazines, I have heard.
To be fair, you could easily believe the Babe if he claimed he multiple bowls of cereal every morning.
Pro Golfers switch equipment companies all the time. A few months ago, Nike got out the Golf Equipment business so chances are Tiger is going to representing another manufacturer in his latest comeback. He already switched to a Bridgestone ball and TaylorMade Woods for the tournament he played last week.
Tiger is staying with Nike for soft goods (clothes, shoes, hat).