Another owner in the league I'm in had an issue in that he'd just offered a new contract, this was accepted but the player retired all in the same sim run.

Obv players retire, offering a new deal is a risk, but imo I feel it's wrong for accepting new deal / retiring ever happens in same run.

I'm assuming the sim runs in stages, ie "process contract offers", "process retirements". If this is the case, then can the order be set that retirements are always processed before contract offers to ensure there isn't an unfair cap hit?

I think that happens to AI teams as well, they certainly turn around and give fat contracts to final year veterans that should be let go as soon as an owner does not renew on the offseason spin. That’s a serious flaw in the AI logic. If a team is still owned, I would really caution against offering big deals to anyone with a greater than 20% retire warning.

Agree. It's always a risk offering those deals.

In these cases tho, the sim is at fault; running retirement script first means the contract can never be accepted.