Design your next chapter with courage and clarity

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A return to your life, not a retreat from it.

view of retreat garden from inside barn
Circular Text PathRESET, REIMAGINE, BEGIN AGAIN  

Second Harvest creates the space for reflection, reconnection, and renewal — so you can live the second half of your life with more meaning, curiosity, and courage. Join a community of leaders, creatives, and seekers who are redefining what midlife can be.

Meticulousy designed retreats for high-achieving professionals ready to shape the second half of life with intention, clarity and with connection to others on the same path.

Hosted in exquisite locations like medieval Spanish cities, the Austrian Alps and along New England's coast, our retreats create space for what matters. This isn't another conference, and it's not therapy. These are thoughtfully curated experiences where transformation happens not through brute force, but through presence, reflection, and the rare gift of unhurried time.

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Your next chapter starts here.

What participants have experienced

"You couldn’t ask for a better guide to reinvention than Richard. He’s brilliant, curious, empathetic, and a great friend. He constantly challenges himself and those around him to do better, to be better, and anyone lucky enough to attend this retreat will leave renewed."
— Martin
"I just wanted to say thank you — these last few days at Second Harvest were some of the most meaningful I’ve had in a long time. I came in feeling raw and unsure, hoping to find what’s next, and I’m leaving with not just tools, but a community of people I can lean on as I work through a lot of transition, hurt, and healing."
— Nehal Patel
"I can not express how grateful I am for that weekend. Wow I am totally blown away. I really was soooo stuck and it’s helped me see a bit of a way out. It was incredible - you really were not kidding when you said it was going to be magic. Thank you thank you!!"
— Colleen Zulich
"Thank you so much for having me on this trip. It was such an honor to be part of this journey with you. Would love to connect when you’re back and continue this journey together!"
— Mary Grace Levin
This gave me clarity I did not realize I was missing. From the very first day, it surfaced beliefs I had been carrying for years without questioning them or even being aware of them. Seeing those stories clearly helped me understand how much of my urgency, fear, and pressure were rooted in old narratives about identity, safety, and aging.
— Kristen Shaheen
“The retreat gave me emotional clarity I didn’t know I needed. I came looking for quiet and reflection, but what I found was connection. I left with friendships and a renewed sense of courage for what comes next.”
— Suzanne Balassone
“There is something rare about being truly seen, and that’s what happened at Second Harvest. It wasn’t about performance, but presence. I left with more than memories — I left with allies.”
— Jennifer Linehan
“The biggest surprise was how much laughter and lightness accompanied the depth. I came expecting something serious and got that, but also joy, play, and the power of pausing. It was exactly what I didn’t know I needed.”
— Brad Stanton
“The retreat was a reminder that slowing down is not the same as stepping back. It’s actually moving forward with more intention. I found space to breathe, and in that space, new ideas emerged.”
— Natalie Fernandez
“We often spend our lives talking, but rarely do we spend them listening. In Austria, I was reminded that silence can be the most generous gift. Second Harvest taught me how to be present again.”
— Wouter Oudemans
“I thought I was coming for inspiration. What I received was transformation. A rare gift, not because it was flashy, but because it was simple, human, and true.”
— Nino Maisuradze
“What struck us was the intimacy of it all. Fireside chats, shared meals, quiet walks in the forest — these were not just activities, they were containers for courage and creativity to emerge. It reminded us why human proximity is the real luxury.”
— Bernhard & Kathrin

FAQs

Who is Second Harvest for?

Second Harvest is for people in the middle of life who look successful on paper but feel misaligned inside. They are typically in their 40s–60s. They’ve built careers, businesses, families, or reputations. They are competent, responsible, and respected. They’ve done what was expected of them and done it well. What’s changed is not their ability, but their relationship to how they’re spending their time. They feel a quiet exhaustion rather than a crisis. Motivation still exists, but meaning feels thinner. The old goals don’t pull like they used to. They don’t want another productivity system, self-help framework, or motivational push. They’re not broken and they’re not looking to be fixed. They’re thoughtful, curious, and self-aware enough to know something needs to shift. They value depth over hype, real conversation over performance, and experiences that feel human rather than transactional. They’re willing to slow down, reflect honestly, and take responsibility for what comes next. They’re not trying to escape their life. They’re trying to redesign it.

How does Second Harvest help?

Second Harvest creates the space and structure for people to step out of their routines and look clearly at where their energy, time, and attention are going. Through small groups, honest conversations, and carefully chosen experiences, we help participants reconnect to what actually matters to them now, not who they used to be or who they think they should be. The outcome isn’t a dramatic reinvention or a list of goals. It’s clarity, steadiness, and a grounded sense of direction they can take back into their real life and act on immediately.

What Happens at Our Retreats

No two retreats are the same but they all follow the arc of reflection, connection, and finding a pragmatic path forward that makes sense for you. Each day is designed to create just the right amount of creative tension between familiar structure and adventurous spontaneity.

Days start with a meditation and yoga session followed by a quiet coffee and gentle conversation. 

Mid mornings are all about workshops exploring identity, purpose, or creative reinvention. This isn’t group therapy or drum circle stuff, this is practical and grounded work with a healthy dose of intuitive alignment. 

Afternoons open into adventure. We can’t tell you too much about this because they are intentionally mysterious and awe-inspiring. These experiences are designed to reconnect you to your body and your senses (psst, you can see some clues if you watch our videos and browse our gallery of stunning photos).

Evenings are slow and social: long meals, fireside chats, music, and meaningful conversations that can sometimes wander late into the night.

There’s also time to be alone and time to belong. To listen and to be heard. To feel human again. It’s less a schedule, more a rhythm. A design for slowing down so you can finally catch up to yourself.

Who Attends

Second Harvest attracts people who have already “made it” by conventional standards and are asking, “Now what?” Executives, entrepreneurs, and investors. Artists, founders, and athletes. Leaders, makers, and seekers.

People with rich resumes and restless hearts. They’re united by curiosity, not category. By a desire to live the next chapter with more courage, creativity, and connection.

Many come solo, some come as couples. All leave as part of a lifelong circle of peers and friends. They arrive successful. They leave significant.

What Makes Second Harvest Different

We’re not a traditional self-help retreat. You won’t find any gurus or shaman here. We’re not here to “fix” you. We’re here to help you remember who you already are. Second Harvest was built as a quiet rebellion against the noise against the endless productivity hacks, dopamine hits, and quick-fix enlightenment weekends.

Everything about the experience is rebelliously analog: long walks, handwritten notes, slow (and mouthwatering) meals, real conversations. No screens, no PowerPoints, no apps to guide your actions. Phones go away. Presence returns.

Each retreat is a curated adventure. We’re blending art, nature, philosophy, and design.

It’s equal parts creative residency, leadership lab, and spiritual sabbatical. Crafted for people who don’t need another program, but crave a place to pause, to breathe, and then to step back into their lives, fully awake.

What You Leave With

You’ll leave with something rare: a sense of alignment between who you are and how you live. Aligning the intangible with the practical. Many participants describe a kind of exhale. A new relationship with time. A renewed sense of creativity. And, maybe most importantly, new friends that can support you on whatever path you choose to take. 

You’ll return home with a close-knit community of people who speak your new language of courage and curiosity. A clarity that makes decision-making simple again. But don’t take our word for it, read the testimonials, look through the gallery, and see yourself right there.

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