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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.

Platform
Substack
PricingFreemiumPublishesTwice weekly
Issues267Founded7 years agoLast Issue12 days ago
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Latest Issues

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...

12 days 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...

13 days 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...

17 days ago
2

28/52: Leaving, on a jet plane

Above: SpaceX launch out of the window while coming into LAX

The 2010s was the decade of the Entrepreneur.

The 2020s is the decade of the Investor.

“When I started SpaceX, I thought that the most likely outcome was failure”.

— Elo...

20 days ago
1

27/52: Gold in peace, iron in war

Above: SFPD keeping us safe

The 2010s was the decade of the Entrepreneur.

The 2020s is the decade of the Investor.

“Oro en paz, fierro en guerra,” / “Gold in peace, iron in war”.

— San Francisco Police Department motto


T...

a month ago

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  • Matthew Stafford

    \ud83c\udf7d️ I started hosting dinners with founders in 2011. \ud83d\udcb0 Now I invest in the very best \ud83d\udd17 https://linktr.ee/mstafford

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