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Polymarket and Dear Media Team for Weekly Podcast ‘What A...
Marc Malkin · 2026-06-18 · via Variety

Polymarket is getting into the podcast business. The prediction market is teaming up with Dear Media to launch “What Are the Odds?,” a new weekly podcast that blends celebrity news, internet moments and real-time prediction data.

“What Are the Odds?,” premiering Friday, features rotating hosts from Dear Media’s most-listened-to-shows, including Claudia and Jackie Oshry (“The Toast”), Taylor Strecker (“Taste of Taylor”), Amanda Hirsch (“Not Skinny But Not Fat”) and Heather McMahan (“Absolutely Not”).

Each week, hosts break down culture’s most talked-about moments — from celebrity relationships and viral moments, to award shows, blockbuster movies and internet drama — while using Polymarket to see what the public thinks will happen. 

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Full-length video episodes of the podcast will be released every Friday on YouTube, with audio episodes available wherever you listen to your podcasts.

“Our hosts don’t just cover pop culture — they help shape it,” Dear Media founder and CEO Michael Bosstick said Thursday. “Pop culture moves fast, and partnering with Polymarket gives our hosts a new way to engage with the stories and conversations capturing people’s attention. ‘What Are the Odds?’ 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. The show creates a compelling new way to engage audiences, bringing a fresh perspective to the stories people can’t stop talking about.”

Polymarket head of creative marketing Josh Tucker said, “As the world’s largest information market, Polymarket reveals what the world thinks will happen next and ‘What Are the Odds?’ turns that real-time read into conversations led by some of the most beloved voices in podcasting. Our partnership with Dear Media marks a new chapter in how prediction markets capture the pulse of culture around the world.”