Let’s flip the script.When I left the hotel business to become a “modern elder,” I was terrified. First of all,
Go Make a Mistake and Be a Disappointment
Chip Conley
June 11, 2025
Do You Fear That You Can’t Change?
I continue this week’s exploration of made-up works in The Dictionary of Obscure Sorrows that deserve to be popularized.ALAZIA: the
Chip Conley
May 13, 2025
Lost in Transition? Why the Right Retreat Can Change Everything
In our fast-paced, always-on lives, it’s easy to lose touch with that quiet inner knowing—the part of us that nudges
Carlos Saba
May 4, 2025
Navigating Transitions for a Wealthy, Smart, Young Tech Bro
I am rich and have no idea what to do with my lifeLife has been a haze this last year.
Chip Conley
May 2, 2025
3 Questions to Ask at Each of the 3 Stages of Transition
As we write about in our Anatomy of a Transition free ebook, most personal or professional transitions can be mapped
Chip Conley
April 17, 2025
Relish and Release
Rather than feeling befuddled or stuck, maybe it’s time to relish and release. Both of these words come from the
Chip Conley
April 16, 2025
From Fired to Fulfilled: A Midlife Turning Point
Turning 50 last year felt like a significant milestone. The Christmas previous, my family and I were discussing New Year’s
Emma Cuthbertson
March 29, 2025
Break Up With Everything You Don’t Need
Michael Franti is an exception to this ageist rule. Last week, his new hit “Break Up With Everything” was the
Chip Conley
March 21, 2025
Is it Time to “Give It a Pivot”?
I had a plan, it was set in stone,A steady job, a mortgage loan.But life just laughed and shook its
Chip Conley
March 18, 2025
“Breaking Things” in Government has Consequences
I was part of the Reboot MEA workshop you hosted with Jerry Colonna this past fall (the Magic Makers). One
Steve Schmida
February 23, 2025
Writing Your Own Hero’s Journey
This topic is so meaningful to me that chapter 7 of my book “Learning to Love Midlife” is dedicated to
Chip Conley
January 21, 2025
“This Too Shall Pass”
“This too shall pass” is a profound reminder of life’s transient nature. It’s a perfect reminder that, if 2024 was
Chip Conley
January 1, 2025
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