If "his camp is asking for $2M/yr" (a post in another thread), then the money matters.
It is hard to save much on 100k-150k/year when playing in Europe. If he lives frugally, he may be able to save 30k-50k/year. Compare that to pocketing $2M of NIL over 2 years (vs. the $2M/year as purportedly asked), with living expenses 99% paid. That is ~$1.2M in savings after taxes. Now, no matter what happens going forward, he is financially sound. At worst he needs to take a job that breaks even paying the bills for 10-15 years. A 10% chance of making 10x as much is a terrible bet. Even worse, if the 10% bet wins, then there is a good chance that it will also win after 1-2 years of NIL money. Prudence says to take the sure money and let it grow. Prudence doesn't get the hanger on a retirement. Of course they will want you to take the gamble.
A quick search found that a reasonable house in Kingston is ~100k, a nice house 150k, and a really, really nice house ~250k. One site claimed that if you are collecting SSN, and have 200k in savings, that is enough to retire (renting) in Kingston. I spent all of 5 minutes on this, so there is a chance the sites I found are full of BS.