Will the forthcoming cap increase affect how next year's RFAs handle extension negotiations this season? What does the start of the year look like for Ottawa with Shane Pinto and Josh Norris' statuses uncertain. Brendan Gallagher might be a 4th line player in Montreal. A bevy of 19-year olds are pushing to make difficult decisions for GMs. Minten, Poitras, Benson among them.

Ask Ray & Dregs Anything checks in on the Lightning's goalie situation, where Dregs gets his "insider Info" from and if Ray has collected any cherished memorabilia over the years.

Then a breakdown of TSN's top 50 players list, with a focus on how Ray would have ranked the top 5.