Episode June 4, 2026 2 hr 45 min

Full Episode - A Growing Number Of Republicans Are Breaking From Trump + The Chicago Cubs Owner Trying To Fix How America Gets Its News

Chuck Todd opens with what he calls the unmistakable arrival of a "YOLO caucus" in the Senate — a growing number of congressional Republicans who are simply done capitulating to Trump, evidenced by John Thune publicly declaring there's no need to "weaponize" the DNI position and by the broader sense that the non-Trump part of the GOP is openly preparing to move on. He argues Trump is doing everything possible to accelerate his own lame duck status: he's politicizing America's 250th anniversary in ways that genuinely alarm vulnerable Republicans, he failed to engage any of the former presidents in the 250th planning, and he's creating Marie Antoinette-style "let them eat cake" optics by celebrating himself at a moment of real economic pain for ordinary Americans. Trump's treatment of CNN's Kaitlan Collins was outrageous, his cranky behavior with the press is a tell that things aren't going well, and his decision to formally nominate Todd Blanche for Attorney General has essentially zero chance of confirmation — Blanche has burned his bridges in the Senate and the doomed January 6th weaponization fund was reportedly his idea in the first place. It's almost as if Trump is begging to put a neon "I'm a lame duck" sign on the White House. Chuck then turns to California, where ballots are still being counted at a pace that he says is actively eroding public trust in the democratic process itself — the state desperately needs to find a way to count faster — and notes that CA-06 was drawn as a safe Democratic seat but the top two finishers right now are both Republicans, while Spencer Pratt looks safer in the LA mayoral race than Steve Hilton does in the governor's race. He closes with a fascinating analysis of the Graham Platner situation in Maine, where Janet Mills' decision to leave her name on the ballot has created a Nikki Haley-style protest vote opportunity for nervous Democrats — Mills didn't bow out in disgrace so her floor is high, and if she pulls 25% or more in the primary, Chuck predicts very real conversations about replacing Platner will begin. The number to watch is ME-02: if Platner underperforms there, it's the clearest red flag that a candidate Democrats once viewed as a slam-dunk pickup is now in serious trouble.

Then, Todd Ricketts — Chicago Cubs co-owner and founder of Freespoke, the search engine that labels news sources with media bias ratings — joins the Chuck Toddcast for a wide-ranging conversation that bridges the increasingly intertwined worlds of media, technology, and professional sports. Ricketts makes the case that when people are given genuinely good information from across the ideological spectrum, they tend to arrive at good answers — and that Freespoke's mission is to present all sides and then get out of the way, rather than letting ad sales determine what news you see. He pushes back on the idea that the market alone can solve the data privacy crisis, arguing data may eventually need to be regulated like a utility but that nothing changes until there's a major "event" that creates real public groundswell. Ricketts is candid about Freespoke's challenges — paywalls remain a real obstacle, the left/right labeling is imperfect and done by outside groups, and the political landscape itself is shifting in ways that scramble the traditional categories . He observes that podcasts have become a primary news source because people clearly hunger for long-form content with nuance, that politicians are now visibly afraid of giving long answers because they might get clipped, and that legacy media still doesn't seem to understand why its audience has migrated elsewhere.

The second half pivots into the business of running a baseball team, and Ricketts brings the same straight-talking pragmatism to MLB's looming economic crisis. He argues you cannot sell a salary cap to MLB owners without genuine revenue sharing, because if the league itself isn't competitive then everyone eventually loses — including the owners writing the biggest checks. Players currently take roughly 48% of revenue, a number he expects to climb to around 52% in the next deal, and Ricketts is honest that half of MLB's franchises are still essentially mom-and-pop operations even as private equity money is rapidly entering the sport. He talks about the difficulty of running any sports team in 2026 because fans genuinely feel like they own the franchise, why ownership groups are increasingly building entire entertainment districts around their ballparks to control the fan experience end-to-end, and the painful broadcast rights question every team is wrestling with: fans have cut the cord, the old TV economics no longer work, and ownership has to be flexible with new broadcast partners even as they ask themselves whether season ticket holders should be entitled to free access to every game. Ricketts closes by laying out what would qualify as a disappointing season for the Cubs — a sober assessment from an owner who has watched the economics of his sport, and the media landscape his business depends on, both transform at the same time.

Finally, Chuck answers listeners’ questions in the “Ask Chuck” segment and spends a few minutes reflecting on the life of his grandmother who passed away this week.

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Timeline:

(Timestamps may vary based on advertisements)

00:00 Chuck Todd’s introduction

06:45 Increasing # of congressional Republicans done capitulating to Trump

07:30 John Thune said we don’t need “weaponization” of DNI position

08:30 There’s a growing “YOLO caucus” in the senate

09:30 The non-Trump part of the GOP is ready to move on from Trump

10:00 Trump’s treatment of Kaitlin Collins is outrageous

11:45 Trump gets cranky with the press when things aren’t going well

12:30 Trump is a terrible negotiator

13:00 Trump is creating huge political risk politicizing America 250

13:45 Trump should have put the UFC on the national mall, not WH