For this episode of the Personal IPO podcast Nathan is joined by Dickie Bush. Dickie is a former BlackRock trader and Princeton graduate who helps people learn to write online. His portfolio of businesses generate a revenue of almost $10M a year and in this episode he dives deep into growing an online audience and how, through the power of copywriting and marketing, you can sell anything to anyone.

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Dickie Bush

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Nathan May

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Timestamps

00:00:00 Introducing Dickie Bush

00:01:15 How much money is Dickie making?

00:04:25 Revenue breakdown

00:07:31 The 4 pillars of a $10M portfolio

00:11:48 Using AI to enhance, not replace

00:15:52 The key to a successful coaching business

00:22:37 The art of scaling a business sustainably

00:29:47 Mastering email marketing

00:37:48 Most valuable steps for beginner businesses

00:49:13 Paying Alex Hormozi $50k for business audit

00:59:10 The most valuable skill to learn right now in 2025

01:05:48 Pushing through the pain

01:12:25 The value of community as a solopreneur

01:21:39 Finding appreciation through loss

01:26:37 Future plans in life and business

01:35:14 Advice for young entrepreneurs

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Personal IPO Podcast is where top creators, founders, and operators share how they build businesses that thrive on owned platforms.

Each episode, we dig into:

→ How they started and scaled their audience

→ Tactics that drive their growth and revenue

→ Stories from their biggest wins and toughest failures

→ Ideas and philosophies shaping what they built

Kate Anderson

The AI-powered Podcast Player