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Wisdom Well

Chip Conley

Thoughts on the art of living

Platform
Substack
PricingOnly free issuesPublishesWeekly
Issues15Founded2 years agoLast Issue7 days ago
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Latest Issues

Should We Stay Together?

One of the most complicated questions of midlife and beyond isn’t financial, professional, or even health-related.

It’s relational.

Should we stay together?

For much of modern history, marriage was often viewed as a lifelong commitment r...

7 days ago
35
6

Living Like I Might Die. Planning Like I Won't

One of the strangest things about living with cancer is that nobody tells you which life you’re supposed to live.

Are you supposed to live every day as if it’s your last?

Or are you supposed to operate as if you’re going to be here for de...

8 days ago
94
16

From VIP to PIP: The Strange Identity Shift Nobody Prepares You For

One of the hardest transitions in life isn’t failure. It’s identity disruption.

Recently, former General Electric CEO Jeff Immelt wrote a thoughtful Substack post called “A Personal Pivot” about the strange emotional terrain of reinvention...

9 days ago
73
10

Radical Wisdom?

Last week, I led an MEA workshop called “Radical Wisdom.” At first glance, the phrase can sound almost contradictory.

“Radical” conjures images of disruption, rebellion, protest, instability, and people with very intense opinions on social...

10 days ago
18
3

He Had Everything. Early Midlife Broke Him Anyway

There’s a particular kind of midlife crisis that doesn’t look like a crisis from the outside.

In fact, from the outside, it often looks like success.

Money.
Recognition.
Influence.
The admiration of others.
A company people envy....

11 days ago
16

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  • Chip Conley

    I'm a modern elder with an optimystical perspective on life.

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