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Comedy

Blocks: I Wish I Knew w/ Neal Brennan

Neal Brennan

Comedian Neal Brennan interviews people about the things they wished they'd realized sooner in life.

154 episodes

Mark Normand: I Wish I Knew 1 Oct 2026 · 1 hr 16 min Mark Normand returns to Blocks with Neal Brennan to talk about what he wishes he knew sooner: how much time a phone can steal, why trying so hard to be the funny guy can backfire,…

Dan Soder: I Wish I Knew 17 Sept 2026 · 1 hr 18 min Dan Soder returns to kick off the new I Wish I Knew premise on Blocks: the things people wish they'd figured out sooner.Dan gets into why being funny matters more for men than hav…

Gianmarco Soresi 3 Sept 2026 · 1 hr 24 min In this episode of Blocks, Neal Brennan sits down with comedian Gianmarco Soresi to discuss the unconventional path that led him to standup. They dive into his childhood experienc…

Daniel Sloss 20 Aug 2026 · 1 hr 31 min In this episode of Blocks, Neal Brennan sits down with Scottish comedian Daniel Sloss to dismantle the "blocks" that have shaped his life and career. From the massive social impac…

Craig Ferguson 6 Aug 2026 · 1 hr 28 min Comedian and former late-night host Craig Ferguson joins Neal Brennan on the Blocks Podcast to explore the "blocks" that have defined his life and career. From his upbringing in S…

Rory Scovel 23 Jul 2026 · 1 hr 38 min Rory Scovel joins Neal Brennan to talk about being born into grief—his mother died on his first birthday—and how losing his dad in 2020 reshaped his standup, his parenting, and th…

Happiness Expert Dr. Arthur C. Brooks 9 Jul 2026 · 1 hr 53 min Happiness expert, Harvard Professor & author Arthur Brooks joins Neal Brennan to discuss why happiness is ~50% genetic, why men and women fundamentally need different things from…

Jordan Jensen 25 Jun 2026 · 1 hr 30 min Neal Brennan interviews Jordan Jensen ('Take Me With You' on Netflix, RIP w/ Jordan Jensen) about cancelling her last scheduled appearance at the last second, codependency, sex an…

Josh Johnson 11 Jun 2026 · 1 hr 28 min Neal Brennan interviews Josh Johnson (New HBO special: Symphony) about being too nice, working together at The Daily Show, how his fashion sense has changed thanks to a good deed…

Brad Williams 28 May 2026 · 1 hr 29 min Neal Brennan interviews Brad Williams (New special: Live on Short Street) about his experience living with dwarfism, the guilt he felt after his daughter was born with the same di…

Malcolm Gladwell 14 May 2026 · 1 hr 31 min Neal Brennan interviews Malcolm Gladwell (Revisionist History, Broken Record, Blink, Outliers The Tipping Point) about the moral dilemmas of responsible journalism, why he doesn't…

Jordan Klepper 30 Apr 2026 · 1 hr 46 min Neal Brennan interviews Jordan Klepper (Daily Show, "Fingers the Pulse") on the Blocks Podcast about the true nature of MAGA, what he witnessed in Washington D.C. on January 6, ho…

Ali Siddiq 16 Apr 2026 · 1 hr 55 min Neal Brennan interviews Ali Siddiq (9+ standup specials) about dealing crack, his dad dealing cocaine, getting arrested and incarcerated, the emotional toll of his sister's death,…

Sarah Sherman 2 Apr 2026 · 1 hr 22 min Neal Brennan interviews Sarah Sherman (SNL, Live & In The Flesh), AKA Sarah Squirm, about her fashion style, always wanting to be a comedian, going to Northwestern, her emo phase,…

Sam Harris 19 Mar 2026 · 2 hr 4 min Neal Brennan interviews Sam Harris (Making Sense, Waking Up) about his mother Susan Harris' sitcom history, philosophy of the mind, meditation, Trump, secular rationality, fiction…

Kevin Nealon 5 Mar 2026 · 1 hr 36 min Neal Brennan interviews Kevin Nealon (SNL, Weeds, Happy Gilmore) about ADHD, Johnny Carson, mirroring, SNL, painting, Lorne Michaels, death, Chris Farley, claustrophobia, Dana Car…

Robby Hoffman 19 Feb 2026 · 1 hr 32 min Neal Brennan interviews Robby Hoffman ('Wake Up' on Netflix) about the things that make her feel lonely, isolated, and like something's wrong - and how she is persevering despite…

Phil Hanley 5 Feb 2026 · 1 hr 20 min Neal Brennan interviews Phil Hanley (Spellbound: My Life as a Dyslexic Wordsmith) about the things that make him feel lonely, isolated, and like something's wrong - and how he is…

Matt McCusker 22 Jan 2026 · 1 hr 29 min Neal Brennan interviews Matt McCusker (Matt & Shane's Secret Podcast, New Netflix Special: A Humble Offering) about the things that make him feel lonely, isolated, and like someth…

Hank Azaria 8 Jan 2026 · 1 hr 55 min Neal Brennan interviews Hank Azaria (The Simpsons, The Artist, Mystery Men, The Birdcage & much more) about the things that make him feel lonely, isolated, and like something's wr…

Scott Galloway 23 Dec 2025 · 1 hr 56 min Neal Brennan interviews Scott Galloway (Prof G Podcast, The Pivot, Professor, New Book: 'Notes on Being A Man') about the things that make him feel lonely, isolated, and like some…

Michael Kosta 11 Dec 2025 · 1 hr 11 min Neal Brennan interviews Michael Kosta (The Daily Show, Standup) about the things that make him feel lonely, isolated, and like something's wrong - and how he is persevering despit…

Russell Peters 4 Dec 2025 · 1 hr 0 min Neal Brennan interviews Russell Peters (Act Your Age Live in Abu Dhabi & Much More) about the things that make him feel lonely, isolated, and like something's wrong - and how he i…

James Sexton 27 Nov 2025 · 1 hr 37 min Neal Brennan interviews James Sexton (Attorney, Author, Sexton Show) about the things that make him feel lonely, isolated, and like something's wrong - and how he is persevering d…

Ari Melber 13 Nov 2025 · 1 hr 36 min Neal Brennan interviews Ari Melber ('The Beat' on MSNBC) about the things that make him feel lonely, isolated, and like something's wrong - and how he is persevering despite these…

Alain de Botton 30 Oct 2025 · 2 hr 7 min Neal Brennan interviews Alain de Botton (The School of Life) about the things that make him feel lonely, isolated, and like something's wrong - and how he is persevering despite t…

Jon Lovett 16 Oct 2025 · 1 hr 45 min Neal Brennan interviews Jon Lovett (Pod Save America, Lovett or Leave It, Crooked Media) about the things that make him feel lonely, isolated, and like something's wrong - and how…

Katey Sagal 9 Oct 2025 · 58 min Neal Brennan interviews Katey Sagal ('Futurama,' 'Married with Children,' 'Sons of Anarchy' and more) about the things that make her feel lonely, isolated, and like something's wr…

Jason Biggs 2 Oct 2025 · 1 hr 40 min Neal Brennan interviews Jason Biggs (American Pie, Loser, Saving Silverman and much more) about the things that make him feel lonely, isolated, and like something's wrong - and ho…

Matthew McConaughey 18 Sept 2025 · 2 hr 3 min Neal Brennan interviews Matthew McConaughey (New book! 'Poems & Prayers) about the things that make him feel lonely, isolated, and like something's wrong - and how he is perseveri…