The birthday paradox comes up a lot in computing, I wonder if there's more places the potato paradox would apply.
It will come up anytime you have a secondary metric which is a percentage that you want to decrease but the total is the primary metric that people focus on.
One way to have 99% free users is to have 99 free users and one paid user.
Similarly, a way to have 98% free users is to have 98 free users and two paid users.
But GP didn't say "convert one free user to paid" or "acquire another paid user by other means." The number of paid users isn't changing: you will still only have one paid user.
So you have to cut both numbers in half to keep the same ratio. Instead of 98+2, you end up with 49+1 to have 98% free users.