If you had one, why would you sell it? It's something unique especially because of what team won it.
I doubt it would hold up in court. But you'd spend all the money you made selling the ring defending your right to sell it.
I've heard of players who fall on hard times (probably self inflicted) that sell rings, trophies etc. But I'm thinking this would be a particularly tempting issue here because it's the Cubbies. I think these rings would bring a whole lot more than some other WS ring.
I have seen a few for sale, as said above, by broke players. How can they direct players NOT to sell. It's a gift or sorts isn't it? For a job well done.
The Cubs bought over a 1000 of them. Hell, the scoreboard operator got one. I guess they are protecting their investment
I highly doubt that would hold up. They could have a right of first refusal to equal the selling price but not $1. I'm totally guessing here because I'm not sure if it's a gift, recorded as pay equal to the FMV of the ring at the time. I assume it's the latter due to gifts to employees are considered wages and therefore it's just like them buying it...i.e. the Cubs giving them $100,000 check and the employee buying the ring.
The Cubs are not only giving the rings to 1908 people, they're paying the taxes. So, they figure these people should appreciate the gift and not sell them on eBay.
I don't see any issue with the Cubs' actions here.