Glenn Healy, Executive Director of the NHL Alumni Association, weighs in on whether jobs can actually be won in training camps, when the Leafs should give their back-up goaltender opportunities, why bridge contracts often lead to gigantic deals afterwards, and what is going to bring the Maple Leafs and William Nylander back together (11:29); Tampa Bay Lightning defenceman Jake Dotchin had his weight balloon so much in the off-season that the team had to terminate his contract (34:39); NHL/MLB Network Host Jackie Redmond returns to the Sportsnet studios to partake in an old favourite, "Sports Tinder" (45:3); Jimmy Butler has asked for a trade from the Minnesota Timberwolves and has 3 teams he wants to go to: the Clippers, the Nets, and the Knicks (1:17:00); Former NHLer Matthew Barnaby has plenty of thoughts on the disastrous situation surrounding the Ottawa Senators, the Maple Leafs first preseason game and how a lack of training camp will hurt William Nylander, how contract negotiations work, how good the offence will be, and the Leafs need for a reliable defenceman (1:31:34); Ben & JD predict the storylines for the rest of the preseason: Borgman will be a thing, McIlhinney will remain the backup, and Zach Hyman will still not score (2:02:34).