Chip Conley's daily blog:
Thoughts on the art of living
Jack had been working as a trademark attorney ever since graduating from law school. “But honestly, I’m kind of bored with it,” he said. “I don’t want to do this work anymore. I wish I could pivot to something new.” He let out an audible sigh. His shoulders slumped. “But… you know, it’s too late ...
Explore Chip Conley's insightful reflections on navigating midlife challenges with grace and resilience. His posts offer practical advice and empowering perspectives for thriving during life's pivotal transitions.
Delve into the deeply moving narratives that capture the essence of human experience. These intimate stories offer a window into life's most poignant moments and personal triumphs.
Discover the essential advice from Chip Conley that has resonated the most with readers navigating midlife transitions. Tap into a wellspring of wisdom to transform challenges into growth and newfound clarity.
Wisdom is all about learning lessons. This fisherman isn’t very wise as he got hit by lightning twice and finally learned his lesson and was lucky enough to talk about
August 20, 2025
After years of gazing at the Pacific in Baja for years, I’ve learned that the sky is the ocean in New Mexico. And, after a sudden summer monsoon rain, which
August 19, 2025
My favorite chapter in my book “Learning to Love Midlife” is about the Hero’s Journey and how the better we understand our life narrative, the happier and more productive life
August 18, 2025
We are living through history’s most fascinating generational moment. Those of us navigating midlife today occupy a unique position as members of the last analogue generation, the final cohort to
August 17, 2025
Today, during my second AI writing retreat, I waited. Even as compelling ideas danced in my mind, inspired by stargazing, soaking in the hot tub, hiking through rugged terrain, and
August 16, 2025
But what if we stopped hiring for the resume and started hiring for resilience and adaptability? Resilience buys you time and adaptability buys you a future. In my experience—both leading
August 15, 2025
As I continue to focus my blog on AI this week, I want to introduce Andrew Murray Dunn, whose Substack column about the need for 10,000 Wisdom Schools for Innovators
August 14, 2025
This quote brilliantly captures the subtle distinctions between knowing, understanding, and wondering. And in the age of artificial intelligence, it’s more relevant than ever. AI, for all its brilliance, excels
August 13, 2025
As part of my mission this week to bring you some alternative thinking regarding wisdom in the era of AI, I’ve done a lot of reading (it helps to have
August 12, 2025
There was a recent NY Times article with the title of today’s blog post. I wanted to summarize it for you and give you my spin as lots of folks
August 11, 2025
Hearing that our workshop compadres keep their relationships fresh and evolving gives me such joy so this post from Angie brought a smile to my face and a tear to
August 10, 2025
What We Learn When We Travel Together—Across Generations We just returned from a family trip to New York. My Italian mother-in-law (MIL) recently turned 80, and it had always been
August 9, 2025
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