Sean Conroy

Punching Up with Sean Conroy

Comedy EN ↓ 27 episodes

I'm Sean. I'm a comedian and a writer. I've written TV for over twenty years, and comedianed for way longer than that- stand-up, sketch, improv, one-person shows, podcasts... If you want to learn to write a sitcom pilot, I'm gonna share some of the insights I wish I had when I was starting (maybe even all). I'm also gonna talk to lots of writers about career paths, comedy, and writing habits. We're gonna talk extensively about the craft of television writing, and of comedy writing in general. Performing, too. And the art! Comedy is an art! Check out the show. See you there.

Author

Sean Conroy

Category

Comedy

Podcast website

www.seanconroy.com

Latest episode

Jul 8, 2026

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Episodes

Ian Roberts: Showrunning Key & Peele, UCB History, & Writing Secrets 08.07.2026

What does it take to run one of the most celebrated sketch shows in television history? This week I talk with Ian Roberts (co-founder of the Upright Citizens Brigade ) about the brilliant writers' room of Key & Peele , the brutal reality of running a narrative show (TV Land’s Teachers) , how  writing partnerships are like throwing a board under flat tires, and why writing a sitcom pilot is...

Scripts Are A Long Game; Hold Onto Your Diamonds! 30.06.2026

How long should you hold onto a script idea? Because I just ran into her in New York, in this episode I wanted to get into the truly inspiring journey of writer and showrunner Katie Dippold ( Parks and Rec , The Heat , Ghostbusters ). Her current Apple TV series, Widow's Bay , started as a spec script she used years ago just to get staffed. In this episode, I yammer on about the core differenc...

Laurie Kilmartin: Tough Crowd To Kimmel, And Why Stand-Up Keeps Us Sane 23.06.2026

This week I got to hang out with veteran late-night writer Laurie Kilmartin ( Jimmy Kimmel Live , Conan , Tough Crowd with Colin Quinn ), an old friend of mine from many stand-up rooms back in New York. We talk about joke writing, the evolution of a comic’s perspective over time (and why it's great to start releasing specials the day you start), and why a lot of stand-ups now include way too m...

Henson Intern to Show Creator: Re-Writing The Muppets Mayhem with Jeff Yorkes 19.06.2026

What does it take to get a green light from Disney+ and a room full of legendary Muppet performers? This week, I sit down with my old pal Jeff Yorkes. Jeff is an award-winning trailer editor, and oh yeah the co-creator of The Muppets Mayhem . Holy smokes, nice work Jeff. Jeff breaks down the chaotic, brilliant process of bringing Dr. Teeth and the Electric Mayhem to the screen—from pulling off a s...

Mel Stephens: Being a Creator is Brutal and Beautiful! 09.06.2026

Comedian, filmmaker, and Groundlings alum Mel Stephens and I talk about going from performing to being a writer and director. And why!  What it’s like to be a comedian working with comedian Brett Goldstein to shoot a high-stakes short film in one take; what it’s like when you realize your comedic sensibilities don’t align with the establishment; what it’s like when you realize that no one is comin...

Why Forrest Macneil Couldn’t Be a Psychopath (with Andy Daly) 02.06.2026

How do you make a character likable when they’re doing terrible things? Just ask Andy Daly ! Actor, comedian and writer Andy Daly ( Review , Eastbound & Down , Silicon Valley ) goes deep on the chaos of the Hollywood development process, and on his own comedy process. We dissect the origin story of Comedy Central’s Review , and the creative note from debate champion and director Jeff Blitz tha...

The "Second Draft" of Life: Notes from the Universe and New Beginnings 26.05.2026

Welcome to Season 2 of Punching Up with Sean Conroy ! I'm Sean, and just so you know, this episode gets pretty intensely personal. I'm a TV writer and comedian, and because of some stuff that's gone in my real life recently I've decided to try treating my life like a script. I'm gonna be 60 in a little more than a year, and I'm trying to change some things, both physically...

Decoding Your Sitcom Pilot's DNA: Shortcut To A Better Script 13.04.2026

There's a lot of stuff I think about now when I'm starting to figure out how to write a TV pilot script that I would have liked to know when I started out, if somebody was like "hey here are some screenwriting tips for beginners." And writing that script doesn't mean developing a TV series, but it feels like that is something you have to have in the back of your mind when you...

Creative Discipline: Why Showing Up is 90% of the Battle 07.04.2026

I've been working on my creative process lately, struggling with overcoming perfectionism and writing consistency, and I feel like I'm kind of winning. A little. Discipline is to creatives as ice cream is to lactose intolerants, but these days I've somehow acquired (ulp) (at least temporarily) some creative discipline. WIth the help of my trusty yellow legal pad and my Sanford uni-Ball 207, and my...

Writing 4 Pilots a Year: Ed Herro on Overcoming Creative Fear 31.03.2026

In this episode I talk to Ed Herro, who wrote for (among other things) Jeff and Some Aliens and American Housewife. Most recently he co-created and co- ran The Sticky for Amazon Prime. In this showrunner interview, we get into a lot: the importance of sitcom pilot writing when you're starting and as you continue in writing for television, some great ideas on writers' room etiquette when yo...

3 Easy (?) Things You Can Do To Get Better At Writing Sitcoms 23.03.2026

One thing I've always struggled with as a writer is "paralysis by analysis"- maybe if I read THIS book or follow THIS method or use THIS structure I'll get it right, and everything will be easy. So in this episode I talk about some of the things I've done that have helped me get better at writing, and also specifically helped me get better at writing sitcoms. For example, you...

Trailer 1: Punching Up With Sean Conroy 22.03.2026

TV writer and comedian Sean Conroy and his guests talk about how to write a great sitcom pilot, how to have a career in comedy, how to develop good habits as a writer, and his struggles with all of those things. He gives the advice he wishes he'd gotten earlier on, and gets advice from guests that he hopes it's not too late for. If you're a fan of comedy, this show is for you.

Did They Steal My Script? The Idea Is King, But Execution is Everything 16.03.2026

Have you ever seen a movie trailer and thought, "That’s my idea!"? This week, Sean Conroy shares a devastating morning spent on Twitter discovering a project that mirrored his current screenplay beat-for-beat. He talks about an old project he co-wrote that collided with a Tim Allen movie, the famous Art Buchwald vs. Paramount case and why it matters (and why it doesn't), and some incredibly useful...

The Art and Science Of The Cold Open 09.03.2026

The cold open of your sitcom pilot may be the most important two pages you will ever write in your life, unless you write a long ransom note for yourself or jot down an ancient family recipe to pass on. You have so much work to do in those two pages: you have to introduce us to a world we will want to inhabit, introduce us to characters we're going to want to spend time with, and you have to h...

Why I Stopped Outlining And Started Writing (And Why It’s Terrifying) 03.03.2026

I’ve always written all my TV scripts according to a very methodical screenwriting process. I break the story, do somestory mapping, write an incredibly detailed script outline (including lots of dialogue and jokes), THEN write the script. That has always been my creative philosophy in the writers’ room (where I’m working with lots of other writers), and I’vepretty much stuck to it when I have bee...

Marcus Perkins Bejarano is Punching Up: How To Get Into A Hollywood Writing Program 23.02.2026

What happens when a high-stakes commercial real estate lawyer decides to trade the courtroom for a writer’s room? This week I talk to Marcus Perkins Bejarano, a graduate of the Nickelodeon Writing Program and writer on the Victorious (with Ariana Grande!) spinoff, Hollywood Arts . Marcus talks about his journey from a Dallas law firm, to an MFA in Musical Theater at NYU, to a writing fellowshipt,...

The Audience Hated Me, But I Just... Kept... Going 17.02.2026

All comics have horror stories. Some involve heckling. Some involve check drops, or check disputes. Some are... quieter. This is mine. In this episode I'm talking about the worst set I ever had, which happened at the legendary Stand-Up New York. I went up after two A-list comics whose sets primed the audience for chaos (because they were dirty or obscene or over the line or whatever) (think Ri...

Break The Rules! (But Know Why) 09.02.2026

I'm a comedian and a writer, and in this episode of my podcast I'm talking about when to follow the 180-degree rule in filmmaking and when to break it for the sake of a laugh. And obviously I'm doing this to make a larger point. Using a hilarious short film video moving picture project I made called "Sex Beards" as a case study, I'm talking creative instincts, the reality...

Q&A: Improving Your Joke Construction and more 02.02.2026

What does it actually take to break into a Hollywood writer’s room? In this "A M Anything" episode, AKA "Ask Me A.," producer Dean Sharp and I get into the business of television. We talk about the reality of landing an agent, the complex hierarchy of WGA rooms, and how residuals really work. Wanna get better at jokes? Wanna know why I love Seinfeld's Marine Biologist episo...

A Tale of Two Pilots: Is There Such A Thing As A Far Far Better Thing? 26.01.2026

Why do some sitcom pilots feel like a sprint while others feel like a slow crawl? In this episode I manage to apply Newton’s Laws of Motion to the reading of a pilot script, and explain why I stay in motion (that is, continue reading), and what forces act against that motion (boredom, confusion, lack of stakes, small print, andmuch much more). I’m taking a look at two successful major pilots: the...

Owen Burke Is Punching Up With Sean Conroy: Stay Joyful 19.01.2026

In this episode of Punching Up, I’m talking to my old friend the hilarious Owen Burke. Starting with his early days as a production assistant , to his time as a development executive at Will Ferrell and Adam McKay’s Gary Sanchez Productions , to working on his own screenplays every day, Owen shares his unique trajectory through the entertainment industry. We talk about the importance of paying att...

Getting Notes, and How Not To Take Them 12.01.2026

A big part of the television pilot development process (and any scriptwriting process) is getting notes from other people. In this episode I talk about handling creative criticism and your relationships with TV producers (and networks). And why you also have to get notes from people you trust (who aren't your Mom) (assuming you trust your Mom). Screenwriting notes are sometimes hard to give, a...

Productivity: One Goal to Change Your Writing Year 05.01.2026

I’ve been lucky enough to work in the competitive world of television and sitcom writing for over twenty years (on stuff like Mr. Pickles and Key and Peele ).. In this episode I talk about a weakness that can hold even the most talented writers back (and is certainly one that I have) (am I putting myself in the category of "most talented"?): the fear of putting yourself out there. I get...

Carl Tart on SNL, Grand Crew, and TV Comedy Writing 29.12.2025

In this episode of Punching Up with Sean Conroy , host Sean Conroy sits down with the incredibly talented Carl Tart , a powerhouse in the world of comedy. Known for his sharp wit as a current Saturday Night Live (SNL) writer, Carl shares insights from his prolific career, including his work on hit series like Brooklyn Nine-Nine and Mad TV. Fans of NBC’s Grand Crew will recognize him as a breakout...

Welcome to Punching Up 22.12.2025

Welcome to  Punching Up , a podcast dedicated to the craft of  comedy writing  and the reality of life in  Hollywood . Hosted by Executive Producer and comedian  Sean Conroy , each episode dives deep into the writing process,  TV pilots , and the mechanics of being funny. Whether you are an aspiring  writer  or just a fan of great television, join us as we navigate the writers' room, dissect sketc...

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