Polymarket and Dear Media Launch 'What Are the Odds?' Podcast

Roger Ebert

Pulitzer Prize-winning film critic whose reviews and essays defined cinema criticism for decades.

Polymarket, a prominent prediction market, has joined forces with Dear Media to unveil a fresh weekly podcast titled “What Are the Odds?” This innovative series aims to explore and dissect the most captivating celebrity news, viral internet phenomena, and significant cultural events, all while integrating real-time prediction data from Polymarket.

Polymarket and Dear Media Unveil New Podcast, 'What Are the Odds?'

Scheduled for its debut on Friday, June 18, 2026, at 8:38 AM PT, “What Are the Odds?” will feature a diverse lineup of rotating hosts from Dear Media’s highly popular programs. Listeners can anticipate engaging discussions led by personalities such as Claudia and Jackie Oshry from “The Toast,” Taylor Strecker of “Taste of Taylor,” Amanda Hirsch from “Not Skinny But Not Fat,” and Heather McMahan of “Absolutely Not.” Each episode will see these hosts examining prevalent cultural narratives, from high-profile celebrity relationships to major film releases and online dramas. They will utilize Polymarket’s data to gauge public sentiment and predictions regarding these events, fostering dynamic and unfiltered conversations. Full-length video episodes will be accessible every Friday on YouTube, with audio versions available across all major podcast platforms.

This collaboration represents a strategic move for both entities. Michael Bosstick, the founder and CEO of Dear Media, highlighted that the partnership offers hosts a novel way to engage with trending stories, emphasizing that the show captures the fast-paced nature of pop culture in a distinctly Dear Media style. Josh Tucker, Polymarket’s head of creative marketing, noted that the podcast transforms real-time predictions from the world’s largest information market into compelling dialogues led by some of podcasting’s most beloved voices, marking a significant evolution in how prediction markets interact with cultural trends globally.

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