The Education of a Startup Investor

The Education of a Startup Investor

35/52: Running with repeats

#CapitalAtRisk

Jul 28, 2025
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Above: Oat field, take from ///obey.rich.fool

The 2010s was the decade of the Entrepreneur.

The 2020s will be the decade of the Investor.

“Above all, if you’re not going to enjoy it, don’t bother. It’s an awful long way, and an awful long time to be miserable.”

Richard Askwith, in Feet in the Clouds


Moving Meditation

Now it seems obvious — I’ve realised that running around Rural Hertfordshire four times per week is my meditation time. I used to think I ought to sit quietly and try to meditate for the first 20 minutes of the day. There are many smart people that find it extremely useful.

I never did though.

However what I do do is that I keep on running, and for the last 25 years I’ve consistently run 2-4 times a week. These days I do two short runs during the week (5-10km each) and two longer runs at the weekend (10-20km each)1.

Above: The Hemel Hempstead Model Flying Club, take from ///fairly.trap.mime (which is nowhere near Hemel Hempstead)

Half the time I like to listen to podcasts on my runs but I’ve found myself rather uninspired by new episodes recently, even from some of my favourite podcasters.

Maybe there’s a summer drought on good interviewees because I’ve been re-listening to podcasts from years ago rather than discovering new episodes.

Below are three favourites that I’ve been re-listening to on my runs around Rural Hertfordshire…

Peter, Paul & Charlie

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© 2025 Matthew Stafford
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