You have to be a walking almanac of sports knowledge.
I get first 2 correct about 90% of the time, but have never got the 3rd.
The third will always trip me up with something from the 50s or 60s. It'll be something like "Who was the knuckleball reliever for so-n-so in the 1950something world series?" And all four choices will be players i never heard of.