Chip Conley's daily blog:
Thoughts on the art of living
Hi. I am Stephanie. I’m a middle-aged, straight woman, and I’m obsessed with reading gay male romantic fiction. My obsession started in 2022 when I discovered BookTok, a community of mostly millennial women on TikTok who were sharing the books they loved with an emotional vulnerability that has captivated me to this day. The books ...
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.
Simone de Beauvoir was a French existentialist philosopher, writer, and feminist whose landmark book The Second Sex helped ignite modern feminism. She herself embodied it — whether in her critiques
September 9, 2025
We all know introverts and extroverts. But what about the “worktrovert”? This isn’t exactly a workaholic, someone addicted to 80-hour weeks or climbing the corporate ladder in order to feel
September 8, 2025
Are lucky streaks more common during transitions? I believe they are. That’s very good news for those of us going through periods of change, which are more often known for
September 7, 2025
I went to MEA in Santa Fe to embrace change, lean into truth, and take a long, honest look at what still runs me and what I’m finally ready to
September 6, 2025
We live in a world where “ruin” is everywhere—lost jobs, trampled reputations, broken hearts, shrinking bank accounts, gray hairs arriving uninvited. But here’s the kicker: none of those things touch
September 5, 2025
When Lizzy Gilbert experienced her first MEA workshop a year ago, she told me, “Chippy, you need to bring my soul brother Rob Bell to lead a workshop.” To be
September 4, 2025
While it never won any Oscars, the film “The Intern” reminded us that experience never gets old. Robert DeNiro plays a 70-year-old retiree who wants to spice his life up
September 3, 2025
When I was a kid, I wrote movie reviews of everything from “The Wizard of Oz” to “The Exorcist.” While I had a few sports heroes as did my friends,
September 2, 2025
At the Modern Elder Academy, we learn that transformation rarely comes in a tidy package. More often, it arrives in the form of the messy middle—that liminal space where the
September 1, 2025
Last year, while celebrating both Thanksgiving and my 40th birthday, I had what I now call a quiet collapse. It wasn’t dramatic. No headlines, no breakdowns. Just a moment —
August 31, 2025
The raggedness of this post reflects the raggedness of mind that comes with acute grief. The piece below is written from a few fragments of my journal during this time.
August 30, 2025
Driven by rising retirement costs (11 million older households—up from 8.8 million in 2011—spend at least 30% of their income on housing), shared housing is a smart way for older
August 28, 2025
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