The main problem is that Calgary is likely to be entering a rebuild, even though ownership apparently doesn't realize this yet. Calgary is exactly in the right position to take on such contracts, and doesn't have the spare assets to send off such a contract.
Otherwise, you'd need to find a team entering a rebuild and bribe them with futures... but Calgary doesn't have futures to give up without hurting itself in the long run. And it would be a tough sell to find a team entering a rebuild and willing to take on this kind of contract, since it might still be competitive, but management realizes they'll need to a full rebuild soon (thinking of a team like Pittsburgh here).