But, Leon's agent doesn't have to negotiate with Chia until Connor's deal is signed, which is the approach I would have taken if I was representing Leon.
Leon's camp knows that Connor was eligible to sign an extension in the summer. Connor could have waited until next season, but that wasn't going to happen. He was going to get signed this past summer.
His agent did the right thing for Leon and that was to let Connor set the bar and negotiate off that. If Chia was planning on getting my client signed before Connor, I would advise Leon to wait it out. Connor will sign. Remember, he broke his collar bone as a rookie. And with his blazing speed, it doesn't take much of a hook or a hold or trip to knock him off course and he could go crashing into the boards. Better for him to get the security of an extension.
Plus, an agent would use the Canadian hockey market to his advantage, as everyone talks hockey 365 and if EDM were to start the season without an extension for Connor when they had since July 1 to sign him, the radio show boards would have lit up.
At the end, it takes 2 sides to tangle. And you use all the leverage you can. And Leon's group was wise to be patient and let Connor sign first.