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Rob Norris

I may have a few gray hairs, but I'm a digital tech entrepreneur from the earliest days. My companies helped make online healthcare understandable, banking simple and data insightful. There have been my fair share of entrepreneurial mistakes. But I've also sold tens of millions of digital work, enjoyed a Fortune 500 exit, lived through acquisitions, landed National Science Foundation grants, published patents and even won a SXSW award. I'm not quite finished.

Nobody Saw This Coming

Apr 14, 2026

Nobody Saw This Coming

(Except the People Who Did)

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Listen to your father

Apr 7, 2026

Listen to your father

80's advice holds true today

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The Late-Career Entrepreneur: Why Starting After 50 Is a Competitive Advantage, Not a Handicap

Apr 4, 2026

The Late-Career Entrepreneur: Why Starting After 50 Is a Competitive Advantage, Not a Handicap

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Mastery is in high demand

Mar 31, 2026

Mastery is in high demand

Experience and judgement are exactly what the AI economy needs

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AI Won't Replace You. But a 28-Year-Old Using AI Might.

Mar 24, 2026

AI Won't Replace You. But a 28-Year-Old Using AI Might.

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Your biggest Business Idea is Already Solved

Mar 24, 2026

Your biggest Business Idea is Already Solved

You've been sitting on it for decades

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12 Encore Career Ideas for Executives (That Actually Use What You Know)

Mar 21, 2026

12 Encore Career Ideas for Executives (That Actually Use What You Know)

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Eat your own dog food

Mar 17, 2026

Eat your own dog food

AI agent projects you can build this weekend

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The Minimum Viable Exit (part 2)

Mar 10, 2026

The Minimum Viable Exit (part 2)

The 6-Month Exit Timeline (No Fluff Edition)

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The Minimum Viable Exit (part 1)

Mar 3, 2026

The Minimum Viable Exit (part 1)

AI acceleration has also sped up your departure time

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Find your recharge

Feb 24, 2026

Find your recharge

Spoiler alert: it's not the technology

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How to win when everyone has AI

Feb 17, 2026

How to win when everyone has AI

Build your moat

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Free to start

Feb 10, 2026

Free to start

The tools continue to be more powerful and less expensive

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Embrace your mastery

Feb 3, 2026

Embrace your mastery

The value of your uncommon knowledge

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The anti-hustle hustle

Jan 27, 2026

The anti-hustle hustle

Building sustainable side businesses after 50

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The power of one

Jan 20, 2026

The power of one

AI agents to improve whatever you're doing

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2026 Predictions

Jan 13, 2026

2026 Predictions

What trends should you leverage this year?

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College football sidebar

Jan 6, 2026

College football sidebar

Late-career success in another field

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Launch Key year in review

Dec 30, 2025

Launch Key year in review

Happy New Year

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Refirement

Dec 23, 2025

Refirement

You do you

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Silver startups

Dec 16, 2025

Silver startups

Success has no age limit

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Change is constant

Dec 9, 2025

Change is constant

Make your own lemonade

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Career portfolios

Dec 2, 2025

Career portfolios

Not the typical career path

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Thanksgiving for entrepreneurs

Nov 25, 2025

Thanksgiving for entrepreneurs

Gratitude is the attitude

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Creator economy of chainsaw bears

Nov 18, 2025

Creator economy of chainsaw bears

Growing an audience with humor and experience

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