Brian Windhorst! Contender Questions, Can Tanking Realistically Be Fixed, & the Wemby–Chet Rivalry Origin Story

The Ryen Russillo Show

Barstool Sports

Football, Sports

4.8 • 3K Ratings

🗓️ 26 March 2026

⏱️ 94 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

Ryen is joined by Brian Windhorst to talk about whether the Celtics can actually win the title, if tanking can realistically be fixed, a great Wemby–Chet story, and more questions about the league’s contenders. Then, Kyle and Ceruti join for some listener-submitted Life Advice, including whether to have the bachelor party and wedding back-to-back and a family member selling gifts on Facebook Marketplace. BRIAN WINDHORST (1:18) How scary are the Celtics? (10:53) Do execs think the Spurs can win it all this year? (28:28) The Wemby vs. Chet rivalry (37:30) Cade and the Pistons (46:39) Tougher matchup: Knicks or Cavs? (49:26) Giannis landing spots (54:14) Can tanking really be fixed? LIFE ADVICE (1:03:22) _ _ _ _ _ Learn more at https://microsoft.com/m365copilot _ _ _ _ _ Turn your busted bracket into your shot at Reese’s and more! Post your busted bracket, follow and tag @reeses on Instagram, X, or TikTok, and use hashtag #ForAReesesSweeps for a chance to score free Reese’s and a shot to enjoy those Reese’s at the men’s OR women’s Final Four AND Championship Games. NO PURCHASE NECESSARY. Open only to legal residents of the 48 US and DC, 18 years or older. Void in AK, HI & where prohibited by law. Starts 3/19/26 and ends 3/27/26. Includes daily entry periods. See Official Rules at https://everybracketbustsforareeses.com/pages/official rules for how to enter, prize details, odds, and restrictions. Sponsor: The Hershey Company. _ _ _ _ _

Transcript

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0:00.0	Hey, Rosillo listeners, you can find every episode on Apple Podcasts and Spotify.
0:04.9	Prime members can listen ad-free on Amazon Music.
0:20.2	The Ryan Rosillo show is presented by Draft Kings. We go for an hour. Over an hour with Brian Winhorst. We're going to talk about the contenders. We're going to run through both conferences. He has an incredible Wemby story. We're going to talk tanking. But the Wemby story involves Chet and something we're all hoping to see. And we've got life advice.
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1:26.6	Gambling problem, call 1-800 gambler or 1-800-My reset. New York call 877-8-8-8-Hope-N-Y or text Hope and Y. Connecticut call 888-78-9-77-7-7 or visit ccppg.org on behalf of Boothill Casino in Kansas. Wager tax pass-through may apply in Illinois. 21 and over in most states, void in Ontario. Restrictions apply. Bonus bets expire seven days after issuance.
1:45.9	Four additional terms or responsible gaming resources. See Sportsbook.draft kings.com slash promos. Limited time offer. We are very excited to bring back one of my favorite guests. It's Brian Winhorst of ESPN. He's been covering the NBA for a long time. You can check him out with Tim Bond Temps and Tim McMahon on The Hoot Collective multiple days a week.
2:03.6	It's probably my go-to. I don't know. Maybe that's how we got you back on is I sent you my Spotify wrapped. And I was like, look at this. You did. I was like, can this be doctored? Is there like some sort of app that can doctor your Spotify wrapped? But yeah, I was glad that somebody did because we made a nice little video. I'm sure you did too. Made a nice little video for all the people who were on there. So I'm glad so. I'm glad I went out to somebody. Yeah. Well, I appreciate it. I try to find a way to save it, but I think those things were just like a gift and then it was gone.
2:35.7	Right.
2:36.5	All right, a bunch of things I want to run through here.
2:38.5	I'm excited.
2:39.3	I'm probably too excited.
	...

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