People
These young guys are playing checkers. I'm out there playing chess.
— Kobe Bryant

Behind the line May contain spoilers.
Our reading
An editorial interpretation.
Checkers and chess become shorthand for a claimed difference in how the game is understood. The speaker puts himself in the more complex contest while assigning younger players the simpler one. It is a boast about strategy and perspective, rather than evidence that age alone determines either quality.
Context reviewed