Could be a good feature.

If accepted he stays 1 more season, If not he can be angry with the coach and play worst.

or the next season he have his wage double.

Like a Win-Lose possibility. 
 

Gablik

Hi, I wanted to suggest adding the option to the player dialog box, after announcing retirement, to ask a player if he can reconsider and extend his career by at least one season or more. The player's decision could depend on age, status, salary, etc. Bye

@Gablik

I can see something like that implemented in the pre-season. If the player is retiring, one can offer a 20% salary increase to cancel the decision, and have him playing for at least one season more, but paying extra salary as long as he keeps playing.

I like @maridiba 's suggestion