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My First MillionMy First Million

How Pomp Makes 8-Figures With A Podcast & Newsletter (434 Part 2)

Episode 434 Part 1: In part one of today's show, Sam Parr and Shaan Puri are joined by entrepreneur and Bitcoin investor Anthony Pompliano to explain how he makes millions, how he gets rock stars on his side, and what internet…

Anthony PomplianoguestShaan PurihostSam Parrhost
Mar 21, 20231h 11mWatch on YouTube

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At a glance

WHAT IT’S REALLY ABOUT

Pomp’s capital-plus-distribution playbook for building multiple internet businesses

  1. Anthony Pompliano explains how he evolved from building companies to asset management and then to building internet-native businesses powered by audience distribution.
  2. He describes turning off podcast advertising—despite strong monetization—because financial sponsorships can risk reputation and because owning products/services is a bigger long-term opportunity than selling ads.
  3. He outlines a crypto-vertical “holding company” approach that includes a job board, a recruiting firm, corporate training, and a paid research subscription business.
  4. He recounts why he returned uninvested capital and stopped running a rolling fund, preferring to invest personally in early-stage deals and reclaim time spent managing LP relationships.
  5. Across multiple stories, the group emphasizes finding young, high-output “action-oriented” operators and designing incentive pools so teams share directly in revenue or profit upside.

IDEAS WORTH REMEMBERING

5 ideas

Starting small, profitable businesses can beat angel investing on probability and cashflow.

He argued that with a modest amount of startup capital and strong execution, someone can build a business that reliably generates meaningful profit year after year, versus the lower-probability “power law” payoff structure of angel/venture investing.

His repeatable advantage is capital + distribution, not operating every business.

He described his current model as pairing his capital and his audience (“megaphone”) with a “killer operator” and a decent idea, then letting the operator run execution while he focuses on distribution and deal structure.

He intentionally walked away from ad revenue to pursue product ownership through his audience.

He said he turned off all ads despite a highly monetized show because financial ads “rent your reputation” and because owning the product/service behind the distribution can be far more lucrative than selling ad reads.

He shut down his rolling fund because personal investing was more enjoyable and economically better for him.

He contrasted building a fund with personally investing, saying he prefers early-stage (pre-seed/seed) work, and that fund economics plus LP/management overhead made personal investing more attractive for him.

He’s building a crypto-focused mini-ecosystem of products under one umbrella.

He described a vertical “holding company” approach (Inflection Points) that stacks adjacent offerings—job board, recruiting, corporate training, and paid research—using his distribution to drive demand.

WORDS WORTH SAVING

5 quotes

Now you can find the customers and then build the product.

— Anthony Pompliano

The problem in finance is like people put their money into a product that you then share, and so you're essentially like renting your reputation to someone else, right?

— Anthony Pompliano

If you can cut out the middleman and you can just own the product or service, that's a way better deal.

— Anthony Pompliano

I am doing one thing. So I think this is like a, a different way of looking at it. I'm providing capital and distribution. That's the only thing I do, right?

— Anthony Pompliano

The haters are actually on your team. They just haven't realized it yet.

— Anthony Pompliano

Read the available transcript
Capital + distribution as a competitive advantageAd-free media strategy and reputational risk in finance adsPersonal angel investing vs managing a fundVertical holding-company model in cryptoJob board and recruiting business mechanicsPaid crypto research subscription (reports + analyst calls)Finding and incentivizing young high-output talent

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SPEAKERS

  • Anthony Pompliano

    guest

    Investor and media entrepreneur known for building a podcast/newsletter-driven business portfolio in crypto and technology.

  • Shaan Puri

    host

    Co-host of My First Million and entrepreneur associated with Milk Road.

  • Sam Parr

    host

    Co-host of My First Million and entrepreneur known for building and selling The Hustle.

High quality AI-generated summary created from speaker-labeled transcript.

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