Stephen Pao – Medium

Stephen Pao

he/him

Published in
Crow’s Feet: Life As We Age

Decluttering by “Dropbox Shopping”

Flipping the script by forcing ourselves to “buy” our old stuff

1d ago

Collage of Japanese items from earlier in my wife’s life

1d ago

Published in
Crow’s Feet: Life As We Age

Advice For a Fresh, Early Retiree

Navigating life’s journeys on your own without the vessels of work or school

6d ago

Should you find yourself in a chronically leaking boat, energy devoted to changing vessels is likely to be more productive than energy devoted to patching leaks. — Warren Buffett

6d ago

Published in
Crow’s Feet: Life As We Age

Retiring to Arizona?

In Arizona, they salt micheladas, not sidewalks

Apr 27

With Cacti

Apr 27

Published in
E³ — Entertain Enlighten Empower

Cybersecurity Leaders Are Staying in The Shadows

The industry remains silent as the Trump administration attacks its security professionals

Apr 26

Person in Guy Fawkes mask

Apr 26

Published in
Crow’s Feet: Life As We Age

Commenting on Last Week’s NY Times Retirement Coverage

There is no greater joy than seeing your thoughts reflected in the world around you

Mar 31

Newspapers

Mar 31

Published in
E³ — Entertain Enlighten Empower

Fixing the System by Getting Behind Issues We All Agree On

Should a Democrat in a blue district like Portland even bother to engage with Democratic legislators?

Mar 19

Photo of group of people holding hands

Mar 19

Published in
The Bigger Picture

Low Trust in Government

Why I’m calling into legislators to fix the system itself

Mar 18

Low Trust in Government

Mar 18

Published in
E³ — Entertain Enlighten Empower

Retiring from a High-Tech Career and Exploring My Psychology

Stephen Pao Answering the E³ Q&A

Mar 14

Stephen Pao with retired friends at Function PDX

Mar 14

Published in
Crow’s Feet: Life As We Age

Volunteering in Retirement

In retirement, I thought I’d be relaxing, but instead, I made friends with people who thought “relaxing” meant organizing events and…

Mar 4

Friends at from a retirement volunteer gig

Mar 4

Published in
Crow’s Feet: Life As We Age

Spending, Not Saving

Retirement is when you stop working for a living and start working at living

Feb 21

Stephen Pao holding two dollar bills

Feb 21

Stephen Pao

Stephen Pao

he/him

I am a retired tech executive living in Portland, OR. After 7 startups (and 2 IPOs), I aim to reflect on the transition from a tech career to retired life.

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