#38. The Nashville Predators will defeat the Anaheim Ducks in game 1 of the 2017 NHL Playoffs

Tippy: Yes
Chuck: No
Wager: Breakfast
Date: May 11, 2017.

Results: Tippy wins!

Could this be the Tippy TSN turning point?

#37. Brendon Shanahan never played hockey for the Hartford Whalers

Davey: Yes he did!
Tippy: No he didn't!
Wager: Chocolate bar
Date: May 12, 2017.

For God's sake, he was the captain!

"The losing will continue until winning is realized."
(loosely based on a Mike F quote)

#36. The Edmonton Oilers will defeat the Anaheim Ducks in game 7 of the 2017 NHL Playoffs

The Bet:  The Edmonton Oilers will defeat the Anaheim Ducks in game 7 of the 2017 NHL Playoffs

Jimmy: Yes
Chuck: No
Wager: Breakfast
Date: May 10, 2017.

Chuck wins.

#35. The Washington Capitals will defeat the Pittsburgh Penguins in the game 7 of the 2017 NHL Playoffs

The Bet: The Washington Capitals will defeat the Pittsburgh Penguins in the game 7 of the 2017 NHL Playoffs

Tippy: Yes
Chuck: No
Wager: Breakfast
Date: May 10, 2017.

Chuck wins:

Tip, "the master of disaster!"