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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 BushĀ
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Nathan MayĀ
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TimestampsĀ
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:
ā How they started and scaled their audience
ā Tactics that drive their growth and revenue
ā Stories from their biggest wins and toughest failures
ā Ideas and philosophies shaping what they built
For the very first episode of Personal IPO weāre joined by the one and only Sam Parr. Sam is the founder of The Hustle, a media company that was acquired by HubSpot in 2021. He is also the host of one of the biggest business podcasts in the world, My First Million. Samās latest project, Hampton, is a private community for entrepreneurs, founders and CEOs.
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Sam Parr
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Nathan MayĀ
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TimestampsĀ
00:00 Introducing Sam Parr
01:18 Samās previous businesses
05:00 The inspiration behind Hampton
10:01 How to choose a co-founder
16:51 Building a positively confrontational environment
23:00 Success can happen to anyone
25:05 The power of a community and being a friend billionaire
32:02 Itās a simple business, but hard
37:08 Hamptonās badass events
44:34 Delegate, donāt abdicate
48:00 What does success look like?
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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:
ā How they started and scaled their audience
ā Tactics that drive their growth and revenue
ā Stories from their biggest wins and toughest failures
ā Ideas and philosophies shaping what they built
Hosted by Nathan May (The Feed Media) in partnership with beehiiv š, each episode reverse-engineers the playbooks behind the entrepreneurs all over your feed - how they built an audience, scaled business, and created their own luck.
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