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Sports Betting

Release Date: 07/08/2026

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More Episodes

In this episode, I talk with Danny Funt, an investigative reporter and the author of Everybody Loses: The Tumultuous Rise of American Sports Gambling. His reporting on sports betting, politics, news, and sports media has appeared in The Washington Post, The New Yorker, The Wall Street Journal, Columbia Journalism Review, and other publications. Through his work, Danny has taken a close look at how legal sports betting expanded so quickly in the United States and what that boom has meant for everyday customers.

I talk with Danny about misleading promotions, why “risk-free” bets are not always what they sound like, and how betting apps encourage people to remember their wins while downplaying their losses. Danny also explains why the customers who actually win can be limited or pushed away, while big spenders who lose heavily may be rewarded with VIP perks and personal attention. This episode is a closer look at the gap between the fun, harmless image of sports betting and the way the industry really works.

Show Notes:

[01:20] Danny Funt introduces his work as an investigative reporter and explains how his book, Everybody Loses, examines the rapid rise of legal sports betting in America.
[03:57] A “risk-free” betting promotion turns out to be much more complicated than it sounds, leaving customers with bonus bets instead of a simple refund.
[05:25] The fine print behind bonus bets shows how customers can still lose real money, even when the offer is marketed as safe or risk-free.
[07:26] Legal sports betting has grown from a Nevada-based industry into a massive national business, with billions wagered every year across dozens of states.
[10:00] Easy access through phone apps, constant advertising, and in-game micro bets have changed how people engage with sports and gambling.
[12:21] Sportsbooks often highlight customer wins while downplaying losses, creating a distorted picture of how much money people are actually losing.
[15:59] Misleading promotions and advertising claims make betting look like a real way to profit from sports knowledge, even though very few people win long term.
[20:03] Customers who show signs of being skilled or profitable can be restricted or limited, which contradicts the message that anyone can win.
[21:51] The difference between prediction markets and sportsbooks helps explain why sportsbooks care so much about who wins and who loses.
[26:24] VIP programs for high-spending customers go far beyond casino perks, offering exclusive sports experiences and personal attention to keep people betting.
[28:19] Personal relationships between VIP hosts and customers can blur ethical lines, especially when big losers are treated like valued friends.
[34:17] Unlike bars that are expected to cut off visibly drunk customers, sportsbooks often have no clear requirement to intervene when betting behavior becomes dangerous.
[37:14] State lawmakers are beginning to consider tighter regulation, but tax revenue and industry lobbying make meaningful reform difficult.
[41:24] Industry insiders acknowledge the tension between protecting customers and maximizing profits, with many suggesting real change will require legislation.
[43:37] Professional bettors and industry critics are pushing back by warning people how difficult it really is to win and how risky the current betting culture has become.

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