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Polymarket Launches Weekly Podcast What Are the Odds? in Partnership with Dear Media
Polymarket, the crypto‑based prediction‑market platform, unveiled a new weekly podcast on Friday called What Are the Odds? The series is produced in collaboration with Dear Media, a media house that distributes several popular podcasts.
The show will dissect pop‑culture phenomena—celebrity gossip, award shows, and movies—through the prism of prediction markets. Each episode will feature a rotating lineup of Dear Media hosts, including Jackie Oshry of The Toast, Taylor Strecker of Taste of Taylor, Amanda Hirsch of Not Skinny But Not Fat, and Heather McMahan of Absolutely Not. All four programs are distributed by Dear Media, which has a history of working with Polymarket on entertainment initiatives.
“Polymarket is the world’s largest information market,” said Josh Tucker, head of creative marketing, in a Variety interview. “This podcast turns that real‑time data into conversations led by some of the most beloved voices in podcasting.” Tucker added that the partnership marks a new chapter in how prediction markets can capture the pulse of culture.
Episodes will drop every Friday on YouTube, with audio versions available on Apple Podcasts, Spotify, and other standard platforms. The format is designed to set Polymarket apart from traditional financial media by offering a fresh angle on entertainment events.
Why pivot to pop culture? A Pew Research analysis shows that sports dominate trading volume on prediction‑market platforms: 80 % on Kalshi and 39 % on Polymarket since July 2024. Cryptocurrency markets account for 7 % of Kalshi volume and 20 % of Polymarket volume, while politics make up 4 % on Kalshi and 32 % on Polymarket. Thus, 91 % of Polymarket’s activity involves sports, crypto, and politics. The remaining 9 % is less defined, but the company sees an opportunity to grow the pop‑culture segment.
Dear Media founder and CEO Michael Bosstick explained that the hosts “don’t just cover pop culture—they help shape it.” He noted that pop culture moves fast and that partnering with Polymarket gives hosts a new way to engage with stories that capture public attention. Bosstick said the podcast “leverages the platform in a way that’s uniquely Dear Media, with hosts reacting in real time to what people are predicting and sharing their unfiltered takes along the way.” He concluded that the show offers a compelling new way to involve audiences.
Polymarket has already woven prediction markets into mainstream entertainment. The platform was highlighted at the 2026 Golden Globes, and its markets were parodied on the 2026 Culture Awards show by Matt Rogers and Bowen Yang. These appearances underscore the company’s willingness to blend betting markets with high‑profile cultural events.
The launch comes amid growing regulatory scrutiny of sports betting and other prediction‑market activities. While sports betting remains the largest segment, regulators are tightening rules around gambling platforms. By expanding into pop culture, Polymarket may diversify its user base and reduce reliance on sports‑centric markets.
Listeners can expect each episode to feature real‑time updates on active markets, commentary from the rotating hosts, and analysis of how public sentiment is reflected in market prices. The show will also highlight how prediction markets aggregate collective beliefs about future outcomes.
Polymarket’s strategy to broaden its content offerings aligns with broader industry trends. Other platforms, such as Kalshi, have also explored non‑sports markets, but sports betting continues to dominate. By offering a pop‑culture‑focused podcast, Polymarket positions itself as a media partner that can provide insights beyond traditional financial analysis.
In short, What Are the Odds? is a weekly podcast that blends pop‑culture coverage with real‑time prediction‑market data. Produced by Polymarket and Dear Media, the show aims to bring a new perspective to entertainment events and to expand the platform’s reach beyond its current sports, crypto, and politics focus.
The show will dissect pop‑culture phenomena—celebrity gossip, award shows, and movies—through the prism of prediction markets. Each episode will feature a rotating lineup of Dear Media hosts, including Jackie Oshry of The Toast, Taylor Strecker of Taste of Taylor, Amanda Hirsch of Not Skinny But Not Fat, and Heather McMahan of Absolutely Not. All four programs are distributed by Dear Media, which has a history of working with Polymarket on entertainment initiatives.
“Polymarket is the world’s largest information market,” said Josh Tucker, head of creative marketing, in a Variety interview. “This podcast turns that real‑time data into conversations led by some of the most beloved voices in podcasting.” Tucker added that the partnership marks a new chapter in how prediction markets can capture the pulse of culture.
Episodes will drop every Friday on YouTube, with audio versions available on Apple Podcasts, Spotify, and other standard platforms. The format is designed to set Polymarket apart from traditional financial media by offering a fresh angle on entertainment events.
Why pivot to pop culture? A Pew Research analysis shows that sports dominate trading volume on prediction‑market platforms: 80 % on Kalshi and 39 % on Polymarket since July 2024. Cryptocurrency markets account for 7 % of Kalshi volume and 20 % of Polymarket volume, while politics make up 4 % on Kalshi and 32 % on Polymarket. Thus, 91 % of Polymarket’s activity involves sports, crypto, and politics. The remaining 9 % is less defined, but the company sees an opportunity to grow the pop‑culture segment.
Dear Media founder and CEO Michael Bosstick explained that the hosts “don’t just cover pop culture—they help shape it.” He noted that pop culture moves fast and that partnering with Polymarket gives hosts a new way to engage with stories that capture public attention. Bosstick said the podcast “leverages the platform in a way that’s uniquely Dear Media, with hosts reacting in real time to what people are predicting and sharing their unfiltered takes along the way.” He concluded that the show offers a compelling new way to involve audiences.
Polymarket has already woven prediction markets into mainstream entertainment. The platform was highlighted at the 2026 Golden Globes, and its markets were parodied on the 2026 Culture Awards show by Matt Rogers and Bowen Yang. These appearances underscore the company’s willingness to blend betting markets with high‑profile cultural events.
The launch comes amid growing regulatory scrutiny of sports betting and other prediction‑market activities. While sports betting remains the largest segment, regulators are tightening rules around gambling platforms. By expanding into pop culture, Polymarket may diversify its user base and reduce reliance on sports‑centric markets.
Listeners can expect each episode to feature real‑time updates on active markets, commentary from the rotating hosts, and analysis of how public sentiment is reflected in market prices. The show will also highlight how prediction markets aggregate collective beliefs about future outcomes.
Polymarket’s strategy to broaden its content offerings aligns with broader industry trends. Other platforms, such as Kalshi, have also explored non‑sports markets, but sports betting continues to dominate. By offering a pop‑culture‑focused podcast, Polymarket positions itself as a media partner that can provide insights beyond traditional financial analysis.
In short, What Are the Odds? is a weekly podcast that blends pop‑culture coverage with real‑time prediction‑market data. Produced by Polymarket and Dear Media, the show aims to bring a new perspective to entertainment events and to expand the platform’s reach beyond its current sports, crypto, and politics focus.
