But the decisions haven't always been easy. While making the 2015 Stanley Cup Playoffs was an exciting time for the franchise, Cheveldayoff and his management team knew tough decisions had to be made.
"Knowing our window was probably not going to stay open with the group of players that we had, and we had to make some changes and make some tough decisions. Whether it was on contract extensions, or just different decisions you make along the way. Those are the things internally you agonize over," said Cheveldayoff. "But for us obviously, the opportunity now to have the exciting group of players we have in front of us here, the opportunity to be aggressive in free agency over the summer, to acquire some players that fill some of the holes we need, to know that some of our young players are just starting to scratch the surface, it is an exciting time for not only me but for the staff as well."
Keeping the exciting players Cheveldayoff referenced can be a challenge with the NHL's salary cap. But the Jets' general manager has handled the challenge, locking up Scheifele to an eight-year contract extension last summer, while also getting Jacob Trouba, Mathieu Perreault, Andrew Copp, Adam Lowry, and Joel Armia's names on the dotted line as well.
With those contracts complete, Cheveldayoff was able to focus on acquiring goaltender Steve Mason and defenceman Dmitry Kulikov on July 1 to help bolster an already exciting squad.
"Honestly those conversations were fun. They were exciting. They were exhilarating," said Cheveldayoff. "It's interesting, in both of the conversations, and other conversations we had, one of the things that always comes up is how exciting it is to play in our building. As an opposing (player) how intimidating it can be when the fans are on their game, and they're at the top fever pitch they can be, it's a tough building to play in.
"It's the smallest building in the league, but that means you're right on top of everyone as well. Those were some of the things they intimated would be great to be on the other side of it."