Bruce Sutter.
He finished playing baseball in 1988. When he turns 69 in 2022 he will receive his last deferred payment of $9.1M. 34 years after he pitched in the MLB. That is crazy.
Another one I like is Darryl Strawberry’s contract. Long story short - a guy bought it in 2015 for $1.3M and will be paid $8,891.82 a month until August of 2033