Gambling Twitter Explodes • DraftKings Co-Founder RANT • UFC Tax Push | Circle Back episode artwork

EPISODE · May 21, 2026 · 1H 14M

Gambling Twitter Explodes • DraftKings Co-Founder RANT • UFC Tax Push | Circle Back

from Circles Off - Sports Betting Podcasts · host The Hammer Betting Network

DraftKings co-founder Matt Kalish set Gambling Twitter on fire after a viral rant about prediction markets, sharp bettors, retail gamblers, and the future of sports betting. Jacob Gramegna, Joey Knish, Storm Pig, and Porter of BA Analytics react to the entire situation, break down the backlash, and discuss what the conversation says about the current state of the gambling industry. The crew also dives into the viral “Sports betting will be dead in 5-10 years” take, whether traditional betting research still works, and why so many bettors feel the space is changing rapidly. The show also covers Dana White asking President Donald Trump to help reverse the 90 percent limit on gambling loss deductions for US taxpayers, why the gambling tax issue has become a major talking point across the industry, and plenty more betting discourse from the week. Circle Back LIVE airs every Thursday at 4 PM ET on Circles Off, part of The Hammer Betting Network, hosted by Jacob Gramegna with rotating guests from the sports betting and analytics space. 📅 New episodes of Circle Back LIVE every Monday at 1 pm ET and Thursday at 4 pm ET. Plus, watch for additional content every Wednesday, ranging from interviews with industry experts to instructional videos! 📊 Building in prediction markets? Get your trial API key for unified prediction market and sportsbook data: https://bit.ly/4blx5BR 🔵 Get Betstamp PRO 14 Days Free → http://bit.ly/427Zkhq LINKS 🎮 Join The Hammer's Discord: https://discord.gg/hammer ✉️ Sign up for our newsletter: https://kirknewsletter.thehammer.bet/ 🔨 The Hammer Betting Network: https://thehammer.bet/ SOCIALS 🔵 Circles Off on Twitter - https://x.com/CirclesOffHQ ⬛️ Circles Off on TikTok - https://www.tiktok.com/@circlesoffhq 🟪 Circles Off on Insta - https://www.instagram.com/circlesoffhq/ FOLLOW 🔵 Follow Jacob - https://x.com/jacob_gramegna 🔵 Follow Knish - https://x.com/JoeyKnish22 🔵 Follow Storm - https://x.com/storm_pig OUR OTHER CHANNELS 🔨 https://www.youtube.com/@TheHammerHQ 🏈 https://www.youtube.com/@FwdProgressHQ 📚 https://www.youtube.com/@HitTheBooksHQ SHOW INDEX 0:00 - Circle Back w/ Jacob Gramegna, Joey Knish, Porter and Storm Pig 2:41 - Matt Kalish goes on a rant about prediction markets 13:57 - Actually being able to get down on Fanatics 18:58 - Insider trading on Survivor 26:24 - If you don't nearly go bust... 34:22 - NFL Survivor updates + GRP Wins new service 39:30 - Sports betting, 5-10 years from now 43:58 - Dana White's letter to Trump 52:40 - Chopping Block Disclaimer: The content presented in this show is intended for entertainment purposes only. All opinions expressed are those of the hosts and do not necessarily reflect the views or opinions of any individuals or organizations mentioned. Statements made about public figures or entities are based on publicly available information and are not intended to harm or defame any person or business. This show relies on the fair use of social media posts, which are presented in good faith for the purpose of commentary and criticism. Viewers are advised to form their own opinions. Circles Off podcast is an entertainment podcast. The opinions expressed in the podcast are for the purpose of discussion in the area of sports betting, online gaming and other like markets. Circles Off podcast does not condone unlawful or illegal activity, and if you are unsure of the laws in your jurisdiction surrounding these markets, please seek the appropriate legal advice about strategies that you intend to implement. Please gamble responsibly. Learn more about your ad choices. Visit megaphone.fm/adchoices

DraftKings co-founder Matt Kalish set Gambling Twitter on fire after a viral rant about prediction markets, sharp bettors, retail gamblers, and the future of sports betting. Jacob Gramegna, Joey Knish, Storm Pig, and Porter of BA Analytics react to the entire situation, break down the backlash, and discuss what the conversation says about the current state of the gambling industry. The crew also dives into the viral “Sports betting will be dead in 5-10 years” take, whether traditional betting research still works, and why so many bettors feel the space is changing rapidly. The show also covers Dana White asking President Donald Trump to help reverse the 90 percent limit on gambling loss deductions for US taxpayers, why the gambling tax issue has become a major talking point across the industry, and plenty more betting discourse from the week. Circle Back LIVE airs every Thursday at 4 PM ET on Circles Off, part of The Hammer Betting Network, hosted by Jacob Gramegna with rotating guests from the sports betting and analytics space. 📅 New episodes of Circle Back LIVE every Monday at 1 pm ET and Thursday at 4 pm ET. Plus, watch for additional content every Wednesday, ranging from interviews with industry experts to instructional videos! 📊 Building in prediction markets? Get your trial API key for unified prediction market and sportsbook data: https://bit.ly/4blx5BR 🔵 Get Betstamp PRO 14 Days Free → http://bit.ly/427Zkhq LINKS 🎮 Join The Hammer's Discord: https://discord.gg/hammer ✉️ Sign up for our newsletter: https://kirknewsletter.thehammer.bet/ 🔨 The Hammer Betting Network: https://thehammer.bet/ SOCIALS 🔵 Circles Off on Twitter - https://x.com/CirclesOffHQ ⬛️ Circles Off on TikTok - https://www.tiktok.com/@circlesoffhq 🟪 Circles Off on Insta - https://www.instagram.com/circlesoffhq/ FOLLOW 🔵 Follow Jacob - https://x.com/jacob_gramegna 🔵 Follow Knish - https://x.com/JoeyKnish22 🔵 Follow Storm - https://x.com/storm_pig OUR OTHER CHANNELS 🔨 https://www.youtube.com/@TheHammerHQ 🏈 https://www.youtube.com/@FwdProgressHQ 📚 https://www.youtube.com/@HitTheBooksHQ SHOW INDEX 0:00 - Circle Back w/ Jacob Gramegna, Joey Knish, Porter and Storm Pig 2:41 - Matt Kalish goes on a rant about prediction markets 13:57 - Actually being able to get down on Fanatics 18:58 - Insider trading on Survivor 26:24 - If you don't nearly go bust... 34:22 - NFL Survivor updates + GRP Wins new service 39:30 - Sports betting, 5-10 years from now 43:58 - Dana White's letter to Trump 52:40 - Chopping Block Disclaimer: The content presented in this show is intended for entertainment purposes only. All opinions expressed are those of the hosts and do not necessarily reflect the views or opinions of any individuals or organizations mentioned. Statements made about public figures or entities are based on publicly available information and are not intended to harm or defame any person or business. This show relies on the fair use of social media posts, which are presented in good faith for the purpose of commentary and criticism. Viewers are advised to form their own opinions. Circles Off podcast is an entertainment podcast. The opinions expressed in the podcast are for the purpose of discussion in the area of sports betting, online gaming and other like markets. Circles Off podcast does not condone unlawful or illegal activity, and if you are unsure of the laws in your jurisdiction surrounding these markets, please seek the appropriate legal advice about strategies that you intend to implement. Please gamble responsibly. Learn more about your ad choices. Visit megaphone.fm/adchoices

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Gambling Twitter Explodes • DraftKings Co-Founder RANT • UFC Tax Push | Circle Back

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Frequently Asked Questions

How long is this episode of Circles Off - Sports Betting Podcasts?

This episode is 1 hour and 14 minutes long.

When was this Circles Off - Sports Betting Podcasts episode published?

This episode was published on May 21, 2026.

What is this episode about?

DraftKings co-founder Matt Kalish set Gambling Twitter on fire after a viral rant about prediction markets, sharp bettors, retail gamblers, and the future of sports betting. Jacob Gramegna, Joey Knish, Storm Pig, and Porter of BA Analytics react to...

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