The Tonight Show, New York & Standup | Alexandria Love

Matt Buechele breaks down the New York Knicks making the NBA Finals for the first time in 27 years, the terrifying possibility of a Manhattan championship riot, and the upcoming UFC fight on the White House lawn featuring a lineup that feels suspiciously close to a county fair sponsored by Monster Energy. Then he sits down with comedian and writer Alexandria Love to talk about surviving late night TV, sharing a tiny office at The Tonight Show Starring Jimmy Fallon, New York slowly turning you into a louder person, comedy partnerships, sports betting apps, Taylor Swift discourse, and trying to build a creative career while the entertainment industry melts in real time. Topics Covered:  Working for the Tonight Show and being in writer’s room Moving from Oakland to LA and surviving the industry How professional friction builds career skills. Why late-night TV feels like the Titanic. Revisiting the bits that didn’t make the air. Predictions for Taylor Swift and Travis Kelce. Deleting dating apps and modern dating. The rise of AI therapists and digital habits. Oscars: Michael B. Jordan vs. Timothée Chalamet Chapters: 00:00:00 NYC culture and meeting Alexandria Love 00:05:00 Writing for the Tonight Show and After Midnight 00:10:27 Career advice: how professional friction builds skills 00:16:14 The future of the late night TV industry 00:21:00 Stand-up comedy vs. digital content production 00:27:16 Taylor Swift’s new album and pop culture review 00:32:42 Career transitions: from law school to comedy 00:38:53 The reality of living in New York vs. Los Angeles 00:44:17 Behind the scenes: the Tonight Show writer’s room 00:51:50 2026 predictions: Taylor Swift and Travis Kelce 00:57:27 Dating app trends and deleting the Feeld app 01:02:07 Oscar predictions: Michael B. Jordan vs. Timothée Chalamet #AlexandriaLove #ProfessionalFriction #ComedyWriter #TaylorSwiftHotTakes #ModernDating #JordanVsChalamet Learn more about your ad choices. Visit podcastchoices.com/adchoices