34. Brady Tkachuk
Tkachuk is part of the new generation of hockey players milking their value. He had one of 2022’s most high-profile contract holdouts. It was like a Mexican standoff as the Ottawa Senators refused to break first (via THW).

Finally, they agreed to pay him a seven-year deal worth $57.5 million. Tkachuk missed the preseason program and the first three games of the season. His decision to hold out meant that he left his teammates high and dry.