... Someone I used to play a lot in quickplay tournaments back in the 1990s became a GM and it made him ill, or something did. ...
As with many questions of this sort, a lot of the uncertainty arises simply from the difficulty of deciding what one is discussing. Part of the difficulty of getting a GM title is the ability to deal with the poverty that is likely to be involved while pursuing the goal. Also, is one considering strictly studying on one's own? If not, it must be considered that there is a lot of structure in place to help one learn math, but considerably less structure to help one learn chess.
I would say a maths PhD is one of the most difficult to achieve.>>>
Do you mean applied maths, like theoretical physics?
Not exclusively, but I would be inclined to include these as well as pure mathematics.