What goes into the magical post-show snack known as the L.A. street dog? Then: Johnny's been doing pull-ups, and with an assist from neighbor Tyler, he's ready to prove it! To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and include a second full-length episode every week, vi…

Matt and Ryan Carr discuss webinar marketing and sharing strategies for boosting sign-ups, keeping audiences engaged, and increasing show-up rates. They also cover lessons from building courses, leveraging lead magnets, and using AI meta-prompting to structure content effectively. Want more content like this? Join Newsletter Operator for more strat…

Breaking ground with Josh Gondelman. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Matt shares his journey of building a successful writing business despite his dyslexia. He breaks down 12 actionable rules that helped him succeed. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Episode Topics & Timestamps 00:00 Overcoming Dyslexia i…

Jimmy goes to a baseball card show in Pasadena, but runs into trouble on his way out. Then, Cathy walks us through how she met her new boyfriend. To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and include a second full-length episode every week, video of every episode, plus …

Join the Write, Grow, Sell waitlist here >> Anastasia Negru is the cofounder of AffordiHome, a media brand focused on affordable properties in Europe. She discussed the growth of their newsletter, audience engagement strategies, revenue generation challenges, and the introduction of consultation services. The discussion highlights the importance of…

Spending time in Los Angeles with Taylor Goldsmith. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Matt and Ryan discuss various strategies for building an audience, leveraging AI in marketing, and innovative sales techniques. They share insights on content creation, the importance of copywriting, and the effectiveness of using Google Docs for marketing. They also highlight the value of building a media brand and the tools to help entrepreneurs …

The gang unearths a viral video of a testicular disaster. Then, Matt Knudsen takes us inside the life of a journeyman actor, from recurring on the biggest soap opera in America to nearly landing a role in an A-list director's next project. To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start …

Jordan DiPietro is the former CEO of Hampton, a community business that's scaled to over $10M in annual revenue. Episode Topics & Timestamps 00:00 Introduction to Hampton and Community Business Models 03:07 Marketing Strategies for Community Growth 05:56 Sales Process and Lead Conversion Techniques 09:12 Content Marketing and Lead Generation 12:09 …

Fooling around with Justin Willman. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Why don't people cover comedy routines like musicians cover songs? Eliot wants to know! Then, Oliver gets a job at a kosher burger joint. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Matt and Ryan discuss Ryan's recent venture into creating a newsletter focused on AI-assisted marketing workflows. He shares how he grew his AI-focused marketing newsletter from 0 to ~900 subscribers in 15 days using LinkedIn. The discussion covers effective content marketing tactics, the importance of high-quality lead magnets, and lessons learned…

Moving furniture with Leah Rudick. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Matt shares a step-by-step guide to launching a newsletter and landing your first 1,000 subscribers. He breaks down niche selection, category design, the “job to be done” framework, and tactical strategies for idea validation, social media outreach, and subscriber growth. Want more content like this? Join Newsletter Operator for more strategies on …

During a deep dive on all things puppets and Muppets, Garon gets a new nickname. Then, which movie monster does Jillian want at her wedding ceremony? To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and include a second full-length episode every week, video of every episode, p…

Matt and Ryan share strategies for growing on LinkedIn, converting engagement into email subscribers, and building long-term content engines. They also explore video content, email optimization, and rebranding the podcast. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: New…

Having a ball with Chelsey Crisp. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Chenell Basilio is the founder of Growth in Reverse, a newsletter and podcast that reverse engineers how top creators grow their audiences to 50,000+ subscribers. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Work with Ryan's agency Tailwind Work wi…

We all know Carrie Fisher nailed her Star Wars audition, but who else tried out that didn't do so well? Then, Caissie wonders if we're living in a simulation, while Jimmy wonders if he has a shot with George Clooney. To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and include…

Disarming a bomb with Tom Clark. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

If you’re running a “newsletter business” the way most people do, you’re doomed to fail. To explain why and what to do now, I’ll break down the history of newsletters and why founders and publishers must pivot to what I call newsletters 3.0. Want help building a media brand? Get in touch here: GrowLetter.com…

A trio of celebrity sightings, decreasing in star quality as they go -- and one of them isn't even human! Plus, Garon and Matt watched the American Music Awards so you don't have to. To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and include a second full-length episode ever…

Matt and Ryan discuss newsletter-first business ideas—from niche media brands to local community stories—sharing insights on engagement, monetization, and building with purpose. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Work with Ryan's agency T…

Kicking the habit with Kristine Kimmel. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Apply to attend: Audience.Camp Matt and Ahrif give you a behind-the-scenes look into Audience Camp, a new event for founders and creators in Asheville, North Carolina, this fall.By Matt McGarry and Ryan Carr

Jimmy can't believe what happened when a legendary '80s band reunited at the recent Cruel World festival. Then, Chris Witaske receives some sage advice from Bob Odenkirk -- though it's unclear if he took it. To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and include a second…

Matt McGarry discusses the concept of Negative CAC—how smart companies turn marketing into profit. He shares real-world examples from media and SaaS, showing how digital products and media can fuel growth and long-term profitability. Learn more about negative CAC: https://www.newsletteroperator.com/p/negative-cac Want more content like this? Join N…

Matt and Ryan discuss the digital transformation challenges facing legacy media, from shifting to subscription models to embracing email marketing. They explore innovative newsletter growth tactics, AI’s role in democratizing software development, and evolving strategies for software acquisition. They also share how tools can serve as lead magnets,…

Taking inventory with Greg Warren. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Matt shares actionable strategies for launching and growing a successful newsletter from the ground up. Get the first 1,000 subscribers guide: https://www.newsletteroperator.com/p/first-1000-newsletter-subscribers Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOp…

Question of the Day: would we want Sean Penn on the podcast if it meant allowing him to smoke in our studio? Then, it's mail time, and yet another Oreo taste-test! To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and include a second full-length episode every week, video of ev…

Matt shares how he plans to double his email list from 50K to 100K and boost revenue in the process. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Episode Topics & Timestamps 00:00 Growing the Email List: Strategies and Goals 08:06 Navigating Social…

Getting freaky with Jimmy and the boys. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Matt discusses his top strategies for launching and growing a successful newsletter. He covers why starting with a weekly send builds consistency, how to use social media to grow your list, and ways to convert followers into subscribers. He also dives into lead magnets, monetization through ads, and the power of optimized profiles and direct messag…

If you were wondering how many ways a man can shave his face, then this is the clip for you! Plus, Alison isn't sure how to pronounce "caramel," and Matt's marriage may hinge on whether or not "dog" rhymes with "blog." To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and inclu…

Matt discusses how to grow and monetize a newsletter on just $20 a day. He shares how to use Meta ads for lead generation, structure campaigns that convert, and the importance of testing creative. Matt also dives into smart monetization tactics—like paid recommendations—to cover ad spend and start earning fast. Want more content like this? Join New…

Leveling up with Mike Drucker. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

While discussing the top protest songs of the '80s, Jimmy recalls the time he unnecessarily insulted a rock star at a music industry party. Then, Joe sings the praises of "Shark Tank," and recounts his all-time favorite pitch on the show. To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start a…

Heading west with Russ McGarry. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Was Jimmy the inspiration for a famous '90s TV character? Then, Laura explains how she ended up in the Marvel Cinematic Universe... without knowing it. To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and include a second full-length episode every week, video of every episode,…

Shooting to thrill with Mike Siegel. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Matt and Ryan discuss how AI is transforming marketing, with a focus on content creation, advertising, and newsletter strategy. They also explore building effective newsletter funnels, increasing engagement and conversions, and adapting to new monetization models beyond conventional ad-based approaches. Want more content like this? Join Newsletter …

Camping is creepy, and other notes from Jimmy's brief foray into Boy Scouts. Then, after another foreign Oreo taste-test, it's time to experience the iron soda from Scotland that nobody asked for -- especially Siobhan! To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and inclu…

Following footsteps with Oliver Pardo. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

How much is a KISS bobblehead worth in 2025? NNF investigates! Then, J.B. Ball describes how a famous comedian dragged him to one of of Tampa, Florida's more infamous strip clubs. To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and include a second full-length episode every w…

Buzzing in with Isaac Hirsch. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

The gang receives a gift in the mail, but can't figure out what it is or how it works. Then, Caitlin reveals that she married a jock! To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and include a second full-length episode every week, video of every episode, plus a monthly bo…

Having a lot of moxie with Bryan Cook. For more information on The North Coast Rape Crisis Team and to donate, please visit https://ncrct.org/Gala/. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Jimmy takes a trip to Amoeba Records, but are his old CDs and records worth any money? Then, Rashawn is unwittingly roped into the Expired Lady Gaga Oreo Taste Test. To hear the full episode, head over to nevernotfunny.com and sign up for a Platinum subscription. Plans start at $6/month and include a second full-length episode every week, video of …