The Chalice Chasers Podcast

The Chalice Chasers Podcast

by Stephen Rainey
BaseballFantasy Sports
Season 6
Process vs Results with Carter
Explicit
The reigning champion Carter joins the podcast for a wide ranging fantasy baseball conversation that covers everything from blockbuster trades, to sabermetrics, to the psychology behind building a roster. We revisit the controversial Matt Olson trade and get a firsthand look into what was going through Carter’s head that day, including why he is always willing to bet on superstar upside. Along the way, we grade a handful of league trades, debate process versus results, and even break down a potential trade between Greg and Stephen live on air in real time. The episode also dives into some of Carter’s favorite baseball metrics, the stats he completely ignores, his skepticism of chase rate, concerns about Logan Gilbert’s arm, and the shocking revelation that despite being one of the league’s biggest Braves fans, he has somehow never attended a Braves game. As always, the disagreements stay fun, the baseball conversations stay sharp, and the trade investigations continue.
S6 · E3
May 15, 2026
1:16:39
The Hitting Framework with Greg Sawyer
Explicit
The Chalice Chasers are back with a rebuttal pod following the fallout from the now infamous Devers and Witt for Olson trade. After the emergency pod stirred debate across the league, Greg Sawyer joins the show to defend his fellow East faction member and offer the other side of the story. We start with a discussion on how the fantasy baseball season is unfolding before diving deep into the trade itself, player performance, and the broader league reaction. Greg also unveils his personal sabermetric framework for evaluating underlying hitter skill, and we get into a wide-ranging conversation on what he would change about modern baseball, from stolen base strategy to pitching decisions and the direction of the game. A great episode filled with fantasy baseball analysis, league stories, spirited debate, and plenty of laughs. Don’t miss it.
S6 · E2
May 8, 2026
1:42:53
Emergency Podcast: The Olson Incident
Explicit
We’re back for the first episode of the year under… tense circumstances. An emergency breakdown of the Olson deal that has the league questioning everything, plus early-season walk rate takeaways, Larry’s frisky waiver moves, and plenty more. Tune in for all things baseball.
S6 · E1
May 1, 2026
47:08
Season 5
Victory is Nice, But Losing Hurts More. Plus, Is Kev Washed?
Explicit
We’re kicking off Season 5 of Chalice Chasers with a bang! Ari Steier joins us to break down his epic championship win from the 2024 season. We then dive into the current state of the Chalice League with our signature “Contenders vs. Pretenders” segment. Also on deck: a deep dive into Kevin’s fantasy baseball journey. He holds the league’s highest winning percentage and the most championships—yet hasn’t taken the title in four years. What’s really going on? Tune in for a great episode packed with fantasy baseball insights, storylines, and analysis
S5 · E1
Apr 22, 2025
1:09:32
Season 4
Seth Lugo Hand Temp with Ari Steier
Explicit
Join the Chalice Chasers Podcast as Stephen and special guest Ari Steier discuss everything from the Curb Your Enthusiasm season finale to the hand temperature of Seth Lugo right now. It is a great episode where all things fantasy baseball are discussed. Ari even compares all of the Chalice members' historical franchises to their real world professional sports team counterpart. This is a great episode that you do not want to miss. Give us a five-star review if you like the podcast and the off-the-beaten track fantasy baseball analysis.
S4 · E2
May 23, 2024
1:26:53
Opening Day Japanese Baseball Stories with Mike Gleason
Explicit
Join Stephen and Mike as they discuss Mike's trip to southeast Asia last year where he went to a baseball game at the Tokyo Dome. Mike is also defending back-to-back championships in the Chalice league. They briefly discuss the outlook for the season and Mike's quest for ship #3. Tune in for a great conversation about fantasy baseball.
S4 · E1
Mar 21, 2024
48:09
Season 3
Sal Fasano and the Five Journeymen - Roundtable Special
Explicit
Join for a special roundtable edition of the Chalice Chasers podcast. Ari, Kevin, Greg, and Carter all join for a fun unconventional discussion about fantasy baseball, Brooklyn softball, and much more.
S3 · E4
Aug 18, 2023
1:57:52
The Fantasy Baseball Life Coach with Ari Steier
Explicit
Join Ari and Stephen as they discuss everything fantasy baseball. Topics include median league IQ, the truth behind the pod's international listeners, the spin rate on a soft ball pitch, and much much more. This is a great episode, don't miss out! Like and subscribe
S3 · E3
Jun 1, 2023
1:15:19
Top 9 Finishes and O-Zone Swing % with Greg Sawyer
Explicit
Greg Sawyer joins the podcast for a great episode. We discuss his early season Chalice league ranking tiers, what makes for a great MLB TV viewing experiencing, and all-time great baseball movies. Listen in for a wonderful episode about all things fantasy baseball.
S3 · E2
Apr 27, 2023
1:45:12
The Gasp List Draft with Mike and Kevin
Explicit
The Chalice Chasers returns for Season 3. In this episode, Mike Gleason and Kevin Weigand join the podcast for an episode of champions! We recap the 2023 Chalice league draft and do another mini-draft of picks we liked and disliked. Get ready, picks are coming in hot! Listen now for all things Chalice Chasers and fantasy baseball. Good luck to all this season. Make sure to follow the Chalice Chasers on twitter @ChaliceChasers1.
S3 · E1
Mar 30, 2023
55:32
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