What if midlife isn't a crisis but your greatest transformation? Chip Conley, founder of Modern Elder Academy and bestselling author, reveals why life gets better with age. Learn how to cultivate wisdom, deepen friendships, and find purpose in your 40s, 50s, 60s, and beyond.
Embracing Midlife as a Chrysalis, Not a Crisis
What if the story you've been told about aging is completely backward? What if instead of your best years being behind you, they're actually still ahead? Chip Conley, founder of the Modern Elder Academy and New York Times bestselling author of several books including his latest book Learning to Love Midlife 12 Reasons Why Life Gets Better with Age and The Midlife Manifesto: Forget the midlife crisis. Enter the midlife chrysalis, is flipping the script on midlife. He's delivering science-backed proof that our 40s, 50s, 60s, and beyond can be the most fulfilling chapters of our lives.
After building Joie de Vivre Hospitality into the second-largest boutique hotel brand in America, Chip thought his entrepreneurial glory days were over. Then, at 52, he received a call that would redefine his entire understanding of value and wisdom. Airbnb's young founders invited him to join their scrappy startup as their in-house mentor and head of global hospitality. They didn't just see an experienced hotelier, they saw a "modern elder," someone who could be both curious and wise, learning and teaching at the same time. That experience, combined with personal struggles in his late 40s, including losing five friends to suicide and nearly dying himself, sparked a mission to create the world's first midlife wisdom school.
Today, the Modern Elder Academy has welcomed over 7,000 graduates from 60 countries to its campuses in Baja California, Mexico, and Santa Fe, New Mexico. People running toward transformation. They're discovering what research has been quietly confirming for years: while our bodies may slow down, our emotional intelligence, wisdom, and capacity for meaning-making actually increase with age. Midlife isn't a crisis to survive, it's a chrysalis, a transformative period where we shed old identities and emerge with deeper purpose, clarity, and joy.
What Is a Modern Elder and Why Does the World Need Them?
The term "modern elder" might sound like an oxymoron, but it's actually the perfect description for what leadership looks like in our rapidly changing world. Chip Conley defines a modern elder as someone who is "as curious as they are wise." It's not about age, it's about mindset. It's the person who can walk into a room full of people half their age and offer both seasoned perspective and genuine openness to learning something new.
When Chip joined Airbnb in 2013, the millennial founders weren't looking for someone to tell them what to do. They needed a guide who could help them navigate hospitality, company culture, and leadership while staying humble enough to learn the language of technology and innovation. Chip became what he calls a "mentern," a mentor and intern rolled into one. He taught emotional intelligence and customer experience while the young founders taught him how to think like a disruptor in the digital age.
"A modern elder is someone who is as curious as they are wise. It's about bringing your experience to the table while staying open to new ideas and ways of thinking." -Chip Conley
This reciprocal learning model isn't just good for personal growth, it's good for business. Organizations that embrace intergenerational collaboration see stronger innovation, better decision-making, and deeper employee engagement. Younger workers bring energy, tech fluency, and fresh perspectives. Older workers bring pattern recognition, emotional regulation, and hard-won wisdom. When both sides show up with curiosity and respect, magic happens.
The world desperately needs modern elders right now. We're living longer than ever, yet our cultural narratives around aging remain stuck in outdated stereotypes. We need people who can bridge generational divides, mentor with humility, and model what it looks like to grow whole, not just old.
The Science Behind Why Life Gets Better with Age
Let's talk about what actually happens to our brains and abilities as we age, because the news is far better than you've been led to believe. Yes, fluid intelligence, the ability to process information quickly and solve novel problems on the fly, peaks around age 20 and gradually declines. But here's what most people don't know: crystallized intelligence, the ability to use accumulated knowledge, recognize patterns, think holistically, and apply wisdom, increases starting in our 30s and 40s and stays high well into our 80s and 90s.
Arthur Brooks, Harvard professor and happiness researcher, has spent years studying this phenomenon. He describes it as shifting from being a "sprinter" in your youth to becoming a "marathoner" in midlife and beyond. Younger people are great at quick thinking and innovation. Older people excel at synthesis, teaching, mentoring, and making sense of complexity. Both are valuable, they're just different.
Emotional intelligence also improves dramatically with age. Research shows that as we get older, we become better at:
- Regulating our emotions and responding thoughtfully instead of reacting impulsively
- Reading social cues and navigating interpersonal dynamics with nuance
- Managing conflict and finding win-win solutions
- Practicing empathy and holding space for others' experiences
- Staying calm under pressure and maintaining perspective during uncertainty
Perhaps most importantly, our relationship with time itself changes. In our youth, we often feel time-poor and money-rich (or at least striving for wealth). In midlife and beyond, we become time-affluent, more aware of life's preciousness and more intentional about how we spend our days. This shift allows for deeper presence, richer relationships, and greater alignment between our values and actions.
Even happiness follows a predictable pattern. Life satisfaction dips to its lowest point around ages 45 to 52, what researchers call the "U-curve of happiness." But after that low point, satisfaction rises steadily and often surpasses the happiness levels of our youth. Why? Because we stop chasing external validation and start living from the inside out. We know ourselves better, care less about what others think, and focus more on what truly matters.
Friendship as a Practice: Cultivating Social Wellness for Longevity
One of the most striking themes in Chip's work is the idea that friendship isn't something that just happens, it's something we must actively practice, especially as we age. In our younger years, friendships often form organically through school, work, or proximity. But as life gets busier and more complex, maintaining and cultivating friendships requires intentionality.
Chip uses the metaphor of a friendship garden. Just like a garden needs regular tending, watering, weeding, and care to thrive, so do our friendships. Yet many people in midlife find themselves feeling isolated or lonely, not because they lack social skills, but because they haven't made friendship a priority. They've been too busy climbing career ladders, raising families, or simply surviving.
The consequences of social isolation are severe. Studies show that loneliness is as harmful to our health as smoking 15 cigarettes a day. It increases the risk of heart disease, depression, cognitive decline, and premature death. On the flip side, strong social connections are one of the most reliable predictors of longevity, happiness, and overall well-being.
So how do we cultivate friendship as a practice? Here are Chip's recommendations:
1. Audit Your Friendship Garden
Take an honest inventory of your relationships. Who are the people who truly nourish you? Who drains you? Where are the gaps? Are you spending enough time with people who matter most?
2. Schedule Connection Like You Schedule Meetings
Don't leave friendship to chance. Put it on your calendar. Whether it's a weekly coffee, a monthly dinner, or a quarterly retreat, make connection a non-negotiable part of your routine.
3. Show Up with Presence and Curiosity
When you're with friends, be fully there. Ask deep questions. Listen without trying to fix or advise. Create space for vulnerability and authenticity.
4. Initiate, Don't Wait
Don't wait for others to reach out. Be the one who sends the text, makes the call, or organizes the gathering. Leadership in friendship means taking initiative.
5. Expand Your Circle Intentionally
Midlife is a great time to meet new people who share your evolving interests and values. Join groups, take classes, attend retreats, or volunteer. New friendships can bring fresh energy and perspective.
Chip's Modern Elder Academy is itself a living example of this principle. People come from all over the world, often as strangers, and leave with deep, lasting connections. They've practiced vulnerability, shared their stories, and created a community of support that extends far beyond their time on campus.
Understanding Your Life Narrative and Finding Purpose at Midlife
One of the most powerful exercises Chip shares is the concept of understanding your life narrative at key ages. If you're 54 years old, for example, you've lived 36 years of adulthood (from age 18). That means you have roughly 36 more years of active adulthood ahead of you. When you think about it that way, you're not at the end, you're at halftime.
This realization is both humbling and liberating. It invites us to ask: What do I want the second half of my story to look like? What wisdom have I accumulated that I can now share? What new chapters am I ready to write?

Chip draws on the Japanese concept of ikigai, which translates to "reason for being." Ikigai sits at the intersection of four elements:
- What you love
- What you're good at
- What the world needs
- What you can be rewarded for
In the first half of life, many people focus heavily on the last two, what the world needs and what pays the bills. But in midlife, there's an opportunity to rebalance and give more weight to what you love and what you're uniquely good at. This is where generativity comes in, the desire to contribute, mentor, and leave a legacy that outlasts you.
Erik Erikson, the psychologist who coined the term generativity, believed it was the central developmental task of midlife. It's about shifting from "What can I achieve?" to "What can I give?" This doesn't mean abandoning ambition, it means channeling it toward more meaningful ends.
For some, this might mean mentoring younger colleagues or starting a nonprofit. For others, it might mean writing, teaching, volunteering, or simply being more present for family and community. The specifics matter less than the mindset: moving from "successism" (obsession with external achievement) to significance (focus on lasting impact).
Shifting from Crisis to Chrysalis: Reframing Midlife
Midlife has a serious branding problem. The phrase "midlife crisis" conjures images of reckless behavior, expensive sports cars, and desperate attempts to reclaim lost youth. But Chip argues that what we call a crisis is actually a chrysalis, a period of profound transformation.
In nature, a caterpillar doesn't experience a crisis when it enters the cocoon. It undergoes a complete metamorphosis, breaking down and reorganizing at a cellular level before emerging as a butterfly. Midlife works the same way. The confusion, restlessness, and questioning aren't signs that something is wrong, they're signs that something new is trying to be born.
This transformation often involves what Chip calls "bewilderment," the feeling of being in the wilderness without a clear map. It can be disorienting and uncomfortable, but it's also where growth happens. When we stop clinging to old identities and allow ourselves to explore new possibilities, we create space for reinvention.
Yale psychologist Becca Levy has shown that our mindset about aging dramatically affects our longevity. People with positive attitudes about aging live an average of 7.5 years longer than those with negative attitudes. That's more impactful than exercise, diet, or not smoking. Our beliefs shape our biology.
So how do we shift from crisis to chrysalis? Here are a few strategies:
- Reframe the narrative. Instead of saying "I'm getting old," try "I'm entering a new chapter full of possibility."
- Become friends with your emotions. Midlife often brings up grief, fear, and uncertainty. Don't suppress these feelings, honor them and learn from them.
- Seek out role models. Find people who are thriving in their 60s, 70s, and 80s. Let them show you what's possible.
- Invest in growth. Take a class, join a community, hire a coach. Treat midlife like the adventure it is.
Take the Midlife Pathfinder Quiz: https://reportcard.meawisdom.com/pathfinder-quiz
Ready to Learn to Love Midlife?
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