Personal IPO #2: How to Build a $10M Business by Writing Online — Dickie Bush
41 snips
Aug 19, 2025 
In this engaging conversation, Dickie Bush, a former BlackRock trader turned entrepreneur, shares insights on building a $10M writing business. He discusses the four pillars of a successful portfolio and the essential role of email marketing in audience growth. Dickie emphasizes leveraging AI to enhance creativity, the importance of community for solopreneurs, and the art of scaling sustainably. Additionally, he reflects on personal perseverance and the necessity of mastering effective copywriting to drive conversions and trust.
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Portfolio Flywheel Creates Moat
- Build complementary products that feed one another to create a flywheel and defensible moat.
- Train AI on your institutional knowledge to turn course content and calls into an asset that compounds over time.
AI Amplifies Top Educators, It Doesn't Replace Them
- AI won't replace great teachers; it amplifies those who already excel by automating repeated answers.
- Training models on your historical calls and content creates proprietary assets students benefit from perpetually.
Design Group Coaching Around Accountability
- Group coaching requires heavy ops and relentless accountability; design onboarding and speed-to-feedback to prevent drop-off.
- Invest in student success teams and systems — group coaching is easy to start but hard to run well.