Podcast Episodes

Faceless YouTubers, Millions of Views

Episode 96

Greg interviews Dru Riley, founder of Trends.vc, a newsletter and community for founders interested in new business ideas and markets.

They talk about growing newsletter subscribers, opportunities for…

Published on 2 years ago

A Billion Views, but Where's the Profit?

Episode 97

Greg interviews Dylan Jardon and Henry Belcaster, founders of Clipt.co, an explainer video and animation studio.

They talk about starting a "hot girl agency," the challenges of monetizing YouTube cont…

Published on 2 years, 1 month ago

Do This to Be Interesting Online

Episode 95

Greg interviews Nathan Barry, founder of ConvertKit, which makes email, automation, and monetization tools for creators.  

They talk about how to be interesting online, and different ways to monetize …

Published on 2 years, 1 month ago

Pomp's Newsletter Business Building Strategies

Episode 94

I'm joined by investor and entrepreneur Anthony "Pomp" Pompliano. Pomp hosts The Pomp Podcast, with over 50 million downloads, and writes a daily letter read by 250,000+ investors.

We talk about Pomp'…

Published on 2 years, 1 month ago

Yung Pueblo’s Self-Love Empire

Episode 93

Today Greg is joined by New York Times Best-Selling Author, and Instagram Celebrity Yung Pueblo, whose real name is Diego Perez. In this episode, Greg and Diego talk about building an audience throug…

Published on 2 years, 2 months ago

How Jay Clouse Built a $500,000 ARR Community (in Less than 2 Years)

Episode 92

Today Greg is joined by Jay Clouse of Creator Science. In this episode, Greg and Jay talk about the upsides of cohort-based courses and what strategies Jay uses to achieve his 95% retention rate. 

►►S…

Published on 2 years, 3 months ago

Info Diets, OG Content Creators, and 7-year Lifespans

Episode 91

Today Greg is joined by Julien Smith, the CEO of Practice, bestselling author of The Flinch, and executive coach. In this episode, Greg and Julien talk about the podcasts, books, and x/twitter feeds …

Published on 2 years, 3 months ago

How Holdco Legend Michael Girdley is Playing Multi-Decade Games (and Winning)

Episode 90

Today Greg is joined by Michael Girdley--who's spent the last 30 years building a $100M+ holding company. In this episode, Greg and Michael talk about whether holding companies should take sexy VC mo…

Published on 2 years, 3 months ago

3 Non-Obvious Networking Strategies That Work

Episode 89

Today Greg is joined by Phil Toronto, a Partner at Vayner/RSE. In this episode, Greg and Phil share their biggest cheat codes for saying 'yes' to the right kind of events and why being the person who…

Published on 2 years, 3 months ago

Personal Holding Companies: Build vs. Buy?

Episode 88

Today Greg is joined by Nick Huber. In the last 9 months, Nick has co-founded 6 companies in addition to Bolt Storage. In this episode, Nick and Greg break down the inner workings of a personal holdi…

Published on 2 years, 4 months ago