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The Education of a Startup Investor

Matthew Stafford

The 2020s is the decade of the Startup Investor. This is my quest for wealth, wisdom and enlightenment.

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Issues269Founded7 years agoLast Issue5 days ago
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Latest Issues

33/52: A Few Tearful Minutes

Above: Tuesdays with Morrie by Mitch Albom

The 2010s was the decade of the Entrepreneur.

The 2020s is the decade of the Investor.

“I thought about all the people I knew who spent many of their waking hours feeling sorry for themselves....

5 days ago

32/52: Break their stride (or at least try)

Above: The 48 Laws of Power by Robert Greene

The 2010s was the decade of the Entrepreneur.

The 2020s is the decade of the Investor.

“Stir up Waters to Catch Fish.” (Law 39)

— Robert Greene


Understanding quiddity

Hopeful...

24 days ago
1

31/52: From the obscure to the obvious

Above: Zero to One by Peter Thiel

The 2010s was the decade of the Entrepreneur.

The 2020s is the decade of the Investor.

“ Always err on the side of starting too small. The reason is simple: it’s easier to dominate a small market than...

a month ago
2

30/52: If you build it, they will come

Above: Poor Charlie’s Almanack by Charlie Munger

The 2010s was the decade of the Entrepreneur.

The 2020s is the decade of the Investor.

“The highest form that civilization can reach is a seamless web of deserved trust. Not much procedu...

a month ago
2

29/52: Inktober

Above: Day 1. Apple

The 2010s was the decade of the Entrepreneur.

The 2020s is the decade of the Investor.

“Normality is a paved road: It’s comfortable to walk, but no flowers grow on it.”

— Vincent van Gogh


31 days, 31...

a month ago
2

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  • Matthew Stafford

    🍽️ I started hosting dinners with founders in 2011. 💰 Now I invest in the very best 🔗 https://linktr.ee/mstafford

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