Things get heated as conservative activist and outspoken Trump supporter Michaelah Montgomery goes head-to-head with corporate attorney Diriki T. Geuka, an independent who backed Kamala Harris in 2024. Montgomery rose to prominence as one of Trump's most vocal Black supporters during the 2024 campaign and now says she's open to becoming his next White House press secretary. But what happens when she faces tough questions from Don and a fellow Black voter who sees Trump very differently? From Trump's appeal among Black voters to the political divisions shaping America, Don brings two opposing perspectives together for a no-holds-barred conversation. Watch the full debate, leave your thoughts in the comments, and subscribe for more unfiltered conversations. THANK YOU TO OUR SPONSOR: Kalshi: Trade $25, get $55 at kalshi.com/r/LEMON (promo code LEMON) 18+ only. Restrictions and eligibility requirements apply. Event contract trading involves significant risk and is not appropriate for everyone. Please carefully consider if it is appropriate for you in light of your personal financial circumstances. Kalshi products are not available in all jurisdictions. See kalshi.com/regulatory for more information. FIND THE DON LEMON SHOW: Youtube: https://www.youtube.com/@TheDonLemonShow Substack: https://substack.com/@donlemon Facebook: facebook.com/donlemon Instagram: instagram.com/donlemonofficial Tik Tok: tiktok.com/@donlemonofficial LEMON NATION: Website: donlemon.com Buy Merch: https://don-lemon-merch-store.myshopify.com/collections/frontpage DL Tour Dates: www.dlplusdl.com BUSINESS ENQUIRES: Contact [email protected] for any advertising or interview requests

No filter. No pleasantries. Just "I f***ing hate you"—right to Donald Trump's face. Don reacts to the confrontation and the blunt message behind it. Don reacts to the confrontation, discusses the $5,000 offer, and examines JD Vance's defense of Trump making money while in office. Watch the full conversation, and don't forget to LIKE, COMMENT and SUBSCRIBE. THANK YOU TO OUR SPONSORS: Kalshi: Trade $25, get $55 at kalshi.com/r/LEMON (promo code LEMON) 18+ only. Restrictions and eligibility requirements apply. Event contract trading involves significant risk and is not appropriate for everyone. Please carefully consider if it is appropriate for you in light of your personal financial circumstances. Kalshi products are not available in all jurisdictions. See kalshi.com/regulatory for more information. BetterHelp: Get started at betterhelp.com/donlemon MSI: Text LEMON to 511511 or visit MSIUnitedStates.org FIND THE DON LEMON SHOW: Youtube: https://www.youtube.com/@TheDonLemonShow Substack: https://substack.com/@donlemon Facebook: facebook.com/donlemon Instagram: instagram.com/donlemonofficial Tik Tok: tiktok.com/@donlemonofficial LEMON NATION: Website: donlemon.com Buy Merch: https://don-lemon-merch-store.myshopify.com/collections/frontpage DL Tour Dates: www.dlplusdl.com BUSINESS ENQUIRES: Contact [email protected] for any advertising or interview requests

Donald Trump's White House is facing a fresh wave of controversy and the headlines just keep coming. From an awkward moment involving Melania Trump at a White House ceremony to the extraordinary firing of press secretary Katie Zacharia after just five days, questions are mounting about the administration's messaging and internal operations. And now Vice President JD Vance is facing protests on the campaign trail, with demonstrators demanding the release of the Epstein files. Former Obama White House Communications Director Jennifer Palmieri joins Don Lemon to break down the controversies, the challenges facing Trump's communications team, and whether anything like this could have happened under President Obama. Plus, Jennifer discusses season two of her documentary series Long Play, which explores the political forces reshaping the American South, beginning in Florida as the midterm elections approach. Is the Trump White House losing control of its message? Watch the full conversation, and don't forget to LIKE, COMMENT and SUBSCRIBE. THANK YOU TO OUR SPONSORS: Kalshi: Trade $25, get $55 at kalshi.com/r/LEMON (promo code LEMON) 18+ only. Restrictions and eligibility requirements apply. Event contract trading involves significant risk and is not appropriate for everyone. Please carefully consider if it is appropriate for you in light of your personal financial circumstances. Kalshi products are not available in all jurisdictions. See kalshi.com/regulatory for more information. BetterHelp: Get started at betterhelp.com/donlemon MSI: Text LEMON to 511511 or visit MSIUnitedStates.org FIND THE DON LEMON SHOW: Youtube: https://www.youtube.com/@TheDonLemonShow Substack: https://substack.com/@donlemon Facebook: facebook.com/donlemon Instagram: instagram.com/donlemonofficial Tik Tok: tiktok.com/@donlemonofficial LEMON NATION: Website: donlemon.com Buy Merch: https://don-lemon-merch-store.myshopify.com/collections/frontpage DL Tour Dates: www.dlplusdl.com BUSINESS ENQUIRES: Contact [email protected] for any advertising or interview requests

Just when you thought the Trump White House couldn't get any more chaotic, things have taken another bizarre turn. Following Katie Zacharia's reported departure after just days on the job, could George Santos or Laura Loomer really be in the running to replace her? Don breaks down the latest White House drama, the names being floated, and what this says about the state of Trump's administration. Watch the full conversation, and don't forget to LIKE, COMMENT and SUBSCRIBE. THANK YOU TO OUR SPONSOR: Kalshi: Trade $25, get $55 at kalshi.com/r/LEMON (promo code LEMON) 18+ only. Restrictions and eligibility requirements apply. Event contract trading involves significant risk and is not appropriate for everyone. Please carefully consider if it is appropriate for you in light of your personal financial circumstances. Kalshi products are not available in all jurisdictions. See kalshi.com/regulatory for more information. FIND THE DON LEMON SHOW: Youtube: https://www.youtube.com/@TheDonLemonShow Substack: https://substack.com/@donlemon Facebook: facebook.com/donlemon Instagram: instagram.com/donlemonofficial Tik Tok: tiktok.com/@donlemonofficial LEMON NATION: Website: donlemon.com Buy Merch: https://don-lemon-merch-store.myshopify.com/collections/frontpage DL Tour Dates: www.dlplusdl.com BUSINESS ENQUIRES: Contact [email protected] for any advertising or interview requests

President Obama is speaking out and Don has plenty to say. As Trump weighs RICO charges against Ilhan Omar, we examine the investigation, the political fallout and the stakes just 15 days before the midterms. Plus, talk show legend Maury Povich joins Don live. The talk show icon discusses Season 3 of On Par with Maury Povich and brings his unfiltered take to the day's headlines. 0:00 Welcome and show intro 2:48 Investigation of Ilhan Omar 11:43 Interview with Maury Povich 34:09 Sponsor message 36:14 More with Maury Povich 44:20 Midterm politics and rhetoric 49:00 White House press secretary race 1:01:00 Show wrap-up and announcements Watch the full conversation, and don't forget to LIKE, COMMENT and SUBSCRIBE. THANK YOU TO OUR SPONSORS: BetterHelp: Get started at betterhelp.com/donlemon MSI: Text LEMON to 511511 or visit MSIUnitedStates.org FIND THE DON LEMON SHOW: Youtube: https://www.youtube.com/@TheDonLemonShow Substack: https://substack.com/@donlemon Facebook: facebook.com/donlemon Instagram: instagram.com/donlemonofficial Tik Tok: tiktok.com/@donlemonofficial LEMON NATION: Website: donlemon.com Buy Merch: https://don-lemon-merch-store.myshopify.com/collections/frontpage DL Tour Dates: www.dlplusdl.com BUSINESS ENQUIRES: Contact [email protected] for any advertising or interview requests

Donald Trump is making explosive new statements, threatening to go after political rivals including Barack Obama and Hillary Clinton, while floating the possibility of pardoning himself and his allies.   Former Trump National Security Adviser John Bolton joins Don to react to the president's latest remarks, his attacks on Congresswoman Ilhan Omar and his comments about potentially dropping the "Mother of All Bombs" on Iran. PLUS: Trump's new White House press secretary Katie Zacharia faces mounting criticism following her controversial 14-minute debut briefing. Former Biden White House Press Secretary Karine Jean-Pierre joins Don to break down what went wrong. AND: Hollywood Unlocked founder Jason Lee speaks out after being stripped of his vice mayor title in Stockton, California, amid an escalating political feud and explosive accusations from the city's mayor.

Donald Trump's new White House press secretary, Katie Zacharia, is facing fresh scrutiny after a Wall Street Journal report revealed she failed the California bar exam in 2011.   Trump has praised her legal credentials, but the revelations are raising fresh questions about the claims he's made and the people he's appointing to his administration. Did Trump mislead the public?   Don breaks down the controversy and is joined by author and political commentator Kurt Andersen to examine Trump's increasingly erratic public appearances, his behavior on the campaign trail, and the growing questions surrounding his leadership.   Plus: Trump continues to lash out at Black women in positions of power. From New York Attorney General Letitia James to other prominent Black female leaders, the attacks keep coming. Former New York City Council Speaker Adrienne Adams, now running for New York lieutenant governor, joins us to discuss Trump's rhetoric, the challenges facing Black women in leadership, and why she's stepping back into politics.   And: New developments in the federal investigation targeting Congresswoman Ilhan Omar. A judge has placed limits on investigators' access to certain records, raising questions about the scope of the Trump administration's probe. Political commentator Jess Craven joins Don to unpack the latest developments and what could happen next.  

A federal judge has placed limits on the Trump administration's search of Congresswoman Ilhan Omar's home, raising serious questions about the Justice Department's aggressive investigation. According to CNN, federal investigators are examining allegations involving immigration documents and Omar's citizenship history. But a federal magistrate judge intervened, restricting how investigators could access certain materials because of constitutional protections afforded to members of Congress. Don breaks down the explosive developments, the investigation targeting Omar, and what this latest confrontation could mean for the Trump administration, congressional protections, and the rule of law.

She's barely started, and the controversy is already brewing. Donald Trump's new White House Press Secretary is facing backlash over her debut performance, raising questions about how long she can survive in one of Washington's toughest jobs. Don and Adam Mockler break down her performance, her legal background, and the growing questions surrounding her ability to handle the White House press corps. Is she already in over her head, or is this just the beginning? FIND THE DON LEMON SHOW: Youtube: / @thedonlemonshow Substack: https://substack.com/@donlemon Facebook: facebook.com/donlemon  Instagram: instagram.com/donlemonofficial  Tik Tok: tiktok.com/@donlemonofficial LEMON NATION: Website: donlemon.com Buy Merch: https://don-lemon-merch-store.myshopi... DL Tour Dates: https://www.dlplusdl.com BUSINESS ENQUIRES: Contact [email protected] for any advertising or interview requests