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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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Substack
PricingFreemiumPublishesTwice weekly
Issues261Founded7 years agoLast Issue8 days ago
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Latest Issues

25/52: Pacific Heights to Pacific Ocean

Above: Made it to the Pacific Ocean

The 2010s was the decade of the Entrepreneur.

The 2020s is the decade of the Investor.

“Almost everything will work again if you unplug it for a few minutes, including you.”

— Anne Lamott

    • *...
8 days ago

24/52: Giving us all a Boost

Above: Meeting the OG that is Tim Draper

The 2010s was the decade of the Entrepreneur.

The 2020s is the decade of the Investor.

“One of the biggest red flags for me when I am pitched is when the entrepreneur talks about how he (or we)...

9 days ago
1

23/52: Back in the USA

Above: Coming in to land at SFO last night

The 2010s was the decade of the Entrepreneur.

The 2020s is the decade of the Investor.

“Ask not what San Francisco can do for you — ask what you can do for San Francisco.”

— Michael Morit...

11 days ago
1

22/52: Moo

Above: Purple Cow by Seth Godin

The 2010s was the decade of the Entrepreneur.

The 2020s is the decade of the Investor.

“Safe is risky.”

— Seth Godin


I get a lot wrong

I make notes about the founders I meet.

I note down...

18 days ago
1

21/52: Patterns of quiddity

Above: What You Do Is Who You Are by Ben Horowitz

The 2010s was the decade of the Entrepreneur.

The 2020s is the decade of the Investor.

“When Tom Coughlin coached the New York Giants, from 2004 to 2015, the media went crazy over a sho...

20 days ago
3

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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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