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You've been in a peer group like this before, but now you have very different questions.

Crop Circles are small, ongoing peer groups for accomplished people navigating options after completing the first season of their life. A peer group of 6-8 people who understand exactly where you are. Meeting twice a month to make your next chapter real.

Why Crop Circles

If you've been in Vistage, EO or YPO, you already know what a peer group can do. You've sat in a room with accomplished people who understood your world. You've experienced what it feels like when the conversation is relevant and direct. No sugar coating, just honest support and insights.

If you're reading this, you're going through a change. Maybe you sold the company. You stepped back from a role. Things are changing at home too. You started asking questions your old group wasn't built to answer. Crop Circles is where you go next. The format will feel familiar. The questions and alliances are entirely different.

We are accepting founding members at a price that will never be offered again. Eight seats per circle. Four circles forming now.

There are 84 million Americans between 40 and 60. A significant portion of them have spent two decades building, leading, and optimizing but now the questions have changed. Not "How do I grow the business?" but "What do I actually want the next twenty years to feel like?" Crop Circles is built for your second chapter.

This isn't for everyone. It's not supposed to be.

Crop Circles is built for people who have already achieved what they set out to achieve and are now in the harder work of figuring out what that means. You're not in a crisis. You're in transition. Those are different things, and most rooms can't tell them apart. A Crop Circle can.

The one thing we ask: come with something real you're trying to figure out. Not a side hustle, not a small project. Not a temporary goal. Come with the desire to find your North Star. A genuine open question you haven't been able to answer alone.

These are your peers, not an audience

Everyone in the room has built something real. You will not have to explain your context and everyone is here for the right reasons. The work and the fun start immediately.

A space that gets better over time

One conversation changes nothing. Six months of honest conversation with the same people changes something significant. The Circle builds over time. That's the point.

Facilitation, not another guru preaching to you

Richard and Devon aren't the experts in the room. They're the architects of the space. Their job is to make sure everyone leaves smarter. Your job is to show up honestly.

The format, at a glance.

Size6-8 people per Circle

Cadence
Two live calls per month, 75 minutes each

Format per Cal

‍10 min — Opening round. One sentence each: where you are right now, not what you're working on.
50 min — Two members get the floor per call (rotating). Each gets 20 minutes: 5 to frame their situation, 15 for the group to respond. Richard or Devon facilitate and prompt.‍
15 min — Open field. What has surfaced. Closing with a single observation or question to carry into the next two weeks.

Between callsA private thread (Signal or email chain). No assignments, no check-ins, no productivity theater. Just a place where you get the clarity for high-quality decisions and action.

Annual AnchorsOne in-person half-day gathering and, if the group determines they would like to, a discounted 5-day retreat, which we will organize. The timing and schedule is determined in consultation with Richard and Devon.

Simple commitment structure

Monthly

$500_/mo

Billed monthly. Includes all calls, the shared thread, and the annual in-person gathering. Cancel at the start of a new cycle (cycles run 6 months)

Annual

$5,000_/yr

If you prefer one payment, commit to the full rhythm of a year and the depth that this type of commitment brings.

Prices in USD. Founding cohort pricing is locked for the life of your membership.

Bonus: Active Crop Circles members receive priority notification to all retreats and a $500 credit toward any retreat in their membership year. You are not obligated to do retreats, but we highly recommend them.

No open enrollment. Application only.

Each Circle is curated. Chemistry in a small group is everything. The right people make all the difference and raise the bar for everyone. We take that seriously.

The application is short. After you submit, we'll schedule a 20-minute conversation with Richard or Devon. We're not interviewing for your credentials. We're looking for a fit — yours with the group, the group's with you.

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From the alumni roll

"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

It was a punctuation in time that was much needed; reminding me to be intentional. I appreciated the experimental mindset vs. goal-driven one - which is usually what happens at the onset of any calendar year with resolutions where you are thinking in absolutes. I found this to be much more forgiving, softer, approachable, and framing it in this way felt like way less of a daunting, scrutinizing task and more like a nudge in the self-love direction.

— Lauren Sozio

By working through the combination of "ID" narratives and "OS" narratives and living in the questions, I've achieved an interesting new state of acceptance and curiosity. Instead of trying to optimize my way into a better self, I can instead pursue a felt-state (beginner's mind) to build around:.. openness, curiosity, presence, expression, humility, freedom from expectation, connection, etc. My freedom of movement seems to have increased. And, coincidentally or not, new doors appear to be opening. Super grateful, thank you!

— Brandon Comstock

The biggest realization for me was stepping back and recognizing how long I’ve been stuck in this uncomfortable space, fully identifying with the unhelpful narrative. I’ve been perpetuating this heavy cloud of despair and ruin—completely at odds with the optimistic, adventurous, "can-do-anything" dreamer version of myself. I’m hyper-aware of this now. And know people around me are noticing.

— Chris Merrill

I did day one [of the 72-Hour Reset} yesterday and was truly saddened by the stories that surfaced and how they’ve shaped me. Excited to reframe a few things in my life so I can move forward.

— JP Tanner

I really love how you two consciously create space for people to be vulnerable. It is quite beautiful and so appreciated - especially in a world that sometimes feels lonely, uncertain and polarized.

— Christine Holland

I really appreciate the continued engagement you’ve been offering after the 72-Hour Reset. The biweekly conversations and the effort you’re putting into keeping the community connected say a lot about what you’re building. All of this is landing at a meaningful transitional moment for me, so I’m grateful for the timing.

— Erik Bettencourt

“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

How is this different from Vistage or YPO?

Vistage and YPO are built around the business. They’re excellent at what they do. Crop Circles is built around the whole person in this second stage of life: your relationships, your family, your identity, your health, your creative life, and what you want the next chapter to actually feel like. If your most pressing questions are still about the business, those groups will serve you well. If the questions have changed, this room is for those.

Who will be in my Circle?

Accomplished people in transition — post-exit founders, executives navigating succession, people who’ve built something and are now asking what comes next. We curate carefully, not for résumé, but for readiness. Everyone in the room will have something real to offer and something real they’re working through.

What happens in a typical call?

Each 75-minute call opens with one sentence from every person — where they are right now, not what they’re working on. Two members take the floor each call: five minutes to frame their situation, fifteen for the group to respond. The final fifteen minutes are open. The facilitator closes with a single question to carry into the next two weeks.

Is this a coaching program?

No. Richard and Devon aren’t in the room as coaches or advisors. They architect the space and facilitate the rhythm. The group does the work. That’s the whole model.

Who facilitates the Circles?

Richard and Devon each lead their own strand. Their facilitation styles are different — that’s by design. When you apply, you’ll have a conversation with one of them, and you’ll self-select from there. "Richard’s Circle" and "Devon’s Circle" aren’t in the same room. That’s a feature.

Can I join a Crop Circle if I haven’t attended a retreat?

Yes. Everyone that applies will be considered. However, retreat alumni get preferential spots and discounted rates.

What if the timing doesn’t work or I need to pause?

Talk to us. We’re not running a subscription mill. If life intervenes, we’ll figure it out together.

Why is it called Crop Circles?

It’s a sign! We like agricultural metaphors and we all need a little mystery in our lives.

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