Currently, LeBron James has 10,247 assists and Chris Paul has 11,194 assists, meaning that LeBron is 947 assists behind. https://www.basketball-reference.com/leaders/ast_career.html

Both are still currently active players, and both have around 200 assists recorded so far this season. They are approximately the same age.

This market will be resolved positively if LeBron is ahead of Chris Paul in career assists, and Chris Paul is retired. It will resolve negatively if Chris Paul is ahead of LeBron, and LeBron is retired. If LeBron passes Paul, and then gets passed back, and then they both retire, it would still resolve negatively.