S2 Ep125: Trump Went Too Far? Comey & Kimmel Could Galvanize Americans (w/ Andrew Weissmann)

George Conway explains to Sarah another week of legal chaos, with prosecutor Lindsey Halligan’s bizarre texts, the illegal U.S. boat strikes in the Caribbean, Trump’s $230 million claim against his own government, and the ACLU defending a man arrested for playing the Darth Vader theme. Show Notes: Tim’s conversation with Anna Bower https://youtu.be/GC21UQuxjRI Get 50% off your first order with Factor Meals at https://FactorMeals.com/ASKGEORGE50OFF and use code ASKGEORGE50OFF at checkout. If you’re 21 or older, get 30% OFF your first order + free shipping @IndaCloud with code ASKGEORGE at https://inda.shop/ASKGEORGE ! Start your new morning ritual & get up to 43% off your @MUDWTR with code ASKGEORGE at mudwtr.com/ASKGEORGE ! #mudwtrpod

George Conway explains to Sarah Longwell how the indictment of John Bolton fits into Donald Trump’s broader pattern of targeting critics — but also why Bolton’s case may have more substance than Trump’s other so-called “revenge prosecutions.” They discuss what makes the Bolton charges different, the double standard around classified information, and how Trump’s effort to label peaceful protests as “rebellion” reveals his authoritarian instincts.

Sarah Longwell and George Conway discuss Trump’s fake prosecutions of Comey and Letitia James, the “Truth Social DM” fiasco, and his escalating use of the National Guard to provoke chaos — plus why Americans aren’t taking the bait. F*%k your khakis and get The Perfect Jean 15% off with the code ASKGEORGE15 at https://theperfectjean.nyc/ASKGEORGE15 #theperfectjeanpod

George Conway joins Sarah Longwell to talk the illegal news as Trump’s authoritarian playbook ramps up with attacks on free speech, politicizing the military, prosecuting enemies, and weaponizing the funding fight as Democrats refuse to bankroll Trump’s corrupt, authoritarian agenda. Plus, a revisiting of Conway’s prescient warnings from 2024 on Jimmy Kimmel Live. To get 50% off your first order from Factor, go to FactorMeals.com/ASKGEORGE50OFF and use code ASKGEORGE50OFF at checkout. Tickets to Bulwark Live in DC (10/8) with Sarah, Tim and JVL are on sale now at https://TheBulwark.com/events.

Donald Trump’s DOJ just indicted James Comey—but is the case already falling apart? Sarah Longwell and Andrew Weissmann (filling in for George Conway) get into why this prosecution is weak, dangerous, and could blow up in Trump’s face. 

JVL (sitting in for Sarah) is joined by George Conway to talk the administration’s “mob government” vibes, torching Todd Blanche’s RICO spin, the FCC squeeze on Kimmel, Trump’s $15B New York Times suit, and the Supreme Court’s shadow-docket green light on ICE profiling, plus why Fed independence is now on the line. Upgrade your wardrobe and save on @trueclassic at https://trueclassic.com/ASKGEORGE! #trueclassicpod Get 15% off your order with CHEF iQ at https://CHEFiQ.com with promo code ASKGEORGE. Show Notes: Find your forever cookware @hexclad and get 10% off at https://hexclad.com/ASKGEORGE! #hexcladpartner Get 15% off OneSkin with the code ASKGEORGE at https://www.oneskin.co/ #oneskinpod For our friends in Canada, we added a second live show with Sarah, Tim and Sam to the schedule. Tickets are on sale now for our bonus Bulwark Live Q&A Matinee show on Saturday, September 27, here.

George Conway explains to Sarah Longwell the week’s most important legal news—from the Epstein files and Harvard’s lawsuit to Trump’s use of emergency powers, tariffs, and the fight for Fed independence. If you’re 21 or older, get 25% OFF your first order + free shipping @IndaCloud with code ASKGEORGE at https://inda.shop/ASKGEORGE #indacloudpodF*%k your khakis and get The Perfect Jean 15% off with the code ASKGEORGE15 at theperfectjean.nyc/ASKGEORGE15 #theperfectjeanpod Go to Dupe.com today and find similar products for less. It’s 100% free to use. Stop wasting money on brand names and start saving with Dupe.com today.

Sarah Longwell is joined by Andrew Weissmann to break down Trump’s latest power grabs — from sending the National Guard into blue cities, to attempting to fire the Fed governor, to RFK Jr.’s anti-vax chaos at the CDC. Weissmann explains how courts, grand juries, and even officials are pushing back, what it means for democracy, and where the real dangers lie. Get 50% off your first box with Factor at https://FactorMeals.com/ASKGEORGE50OFF and use promo code ASKGEORGE50OFF at checkout. #sponsored Get Mint Mobile’s unlimited plan for $15/month for three months at https://MintMobile.com/ASKGEORGE

George Conway explains to JVL how Pam Bondi’s failed attempt to seize control of DC’s police exposed Trump’s push for total power — and why it’s a warning of what could come next. From the absurd “felony sandwich” case to Trump’s open threats on Truth Social, Conway lays out how the rule of law is being twisted to protect the powerful and punish the weak. Start your new morning ritual & get up to 43% off your @MUDWTR with code ASKGEORGE at https://mudwtr.com/ASKGEORGE #mudwtrpod Find your forever cookware @hexclad and get 10% off at https://hexclad.com/ASKGEORGE #hexcladpartner Get 15% off OneSkin with the code ASKGEORGE at https://www.oneskin.co/ #oneskinpod

George Conway joins Sam Stein to explain the mounting legal and political chaos surrounding Trump and his allies. From the DOJ’s bizarre handling of the Epstein fallout—including Ghislaine Maxwell’s taped interview and Todd Blanche’s rumored Rogan appearance—to the escalating redistricting war in Texas—Tulsi Gabbard’s reckless document release, and Trump’s alleged meddling in the New York mayoral race. F*%k your khakis and get The Perfect Jean 15% off with the code ASKGEORGE15 at https://theperfectjean.nyc/ASKGEORGE15 #theperfectjeanpod Upgrade your wardrobe and save on @trueclassic at https://trueclassic.com/ASKGEORGE  #trueclassicpod Get 15% off your order from Chef iQ at CHEFIQ.com with the promo code ASKGEORGE.