The Education of a Startup Investor

The Education of a Startup Investor

Share this post

The Education of a Startup Investor
The Education of a Startup Investor
28/52: Make it easy

28/52: Make it easy

#CapitalAtRisk

Jul 09, 2025
∙ Paid
1

Share this post

The Education of a Startup Investor
The Education of a Startup Investor
28/52: Make it easy
1
Share
Above: Turning Pro by Steven Pressfield

The 2010s was the decade of the Entrepreneur.

The 2020s will be the decade of the Investor.

“Wild animals are taken by scouting, by nets, by lying in wait, by stalking, by circling around, and by other stratagems rather than by sheer force”

Byzantine Emperor Maurikios, A.D. 539—602


It’s tough out there

People often say that raising money is hard.

And it can be, but that’s especially true if you show up to the process unprepared, scrambling to get in front of people you barely know or trying to explain your business with urgency and desperation.

That's like turning up to the hunt Maurikios mentions above with a stick and hoping brute force will be enough.

Work hard when it’s easy

Keep reading with a 7-day free trial

Subscribe to The Education of a Startup Investor to keep reading this post and get 7 days of free access to the full post archives.

Already a paid subscriber? Sign in
© 2025 Matthew Stafford
Privacy ∙ Terms ∙ Collection notice
Start writingGet the app
Substack is the home for great culture

Share