Nylander’s notorious contract standoff with the Toronto Maple Leafs in 2018 dragged till the very Dec. 1 deadline. The forward did not appear in a regular-season game before the day of his signing, missing a good chunk of the season.

The ongoing contract dispute between the Boston Bruins and goalie Jeremy Swayman doesn’t appear to have an end in sight despite the NHL season beginning in less than two weeks, according to the latest rumblings from the Fifth Liners Podcast.

Swayman is looking for established-ace money, but while he's shown his upside as one of the NHL's top goalies, he hasn't yet been a No. 1.