A year with the same small circle of people who can handle all of you. Three all-inclusive retreats, a monthly call, and a group thread for everything in between.

A room where you don't have to perform.

Held by Dr. Sherry Walling, clinical psychologist.

3

all-inclusive retreats

Four days each. Lodging, meals, and facilitation covered — you book a flight.

12

monthly small-group calls

Two hours, the same people, all year.

∞

the group thread

People who know what you’re dealing with and are there for you. No backstory required.

1

open circle

An optional fourth retreat in July. Both cohorts, plus the people you love.

What People Are Saying

The 2027 Focus

Permission

whose rules am I actually living by?

You built the thing, made the money, raised the kids well. By every external measure, you're winning. And you're still not having a very good time.

Most of us are running on rules we never actually agreed to. Rules about how much rest we've earned. About what we're allowed to want. About how much of ourselves we can bring into a room.

The achieving was supposed to buy us out of those rules. It didn't.

So this year we go looking for the rules — and then we practice setting them down.

The year moves in three parts


Where you’ve come from

January through April

You’re carrying more than you realize. Rules you never agreed to, grief you’ve been outrunning, a pace you mistook for a personality. Nothing new arrives until something moves out.


Notice where you are

May through August

Your hands are free now. This is the season of depth — with your own self first, then with the people where deeper love is possible.


Dream into what’s possible

September through December

What are you actually here to do, and do you have the nerve to do it out loud? How good can it get?

Find your room

Each cohort keeps its own rhythm — its own calls, its own retreats, its own inside jokes by March. A small group of people, chosen carefully, who’ll know your whole story by summer.

Once a year, everyone comes together.

Women’s Gathering

2027 Retreats

January 22 – 25

Cancún or the Miami area

April 8 – 11

California or the Pacific Northwest

November 8 – 11

South Central US


Monthly Call: 3rd Wednesday of each month 12.30-2.30 PM CT

Men’s Gathering

2027 Retreats

January 19-22

Cancún or the Miami area

April 11-14

California or the Pacific Northwest

November 5-8

South Central US


Monthly Call: 1st Wednesday of each month 12.30-2.30 PM CT

JULY 2027

The Open Circle

Twelve months in a closed circle. Once a year, it opens.

Four days with both cohorts, and the one retreat where you can bring the people you love — a partner, a friend, a sibling, a co-founder. Optional, and priced separately. Location announced soon.

Meet your guide, Dr. Sherry Walling.

I’m Dr. Sherry Walling—clinical psychologist, founder of ZenFounder, and long-time guide to entrepreneurs, visionaries, and high performers.

I’ve walked with founders through exits, breakdowns, reinventions, and rebirths. I’ve helped veterans rebuild their nervous systems and CEOs rediscover their joy.

I’ve walked myself through the fire of loss. After losing my father to cancer and my brother to suicide—just six months apart—I found myself unraveling. I was running a business, raising a family, and holding space for others in crisis… but barely surviving my own grief.

Circus arts helped me rediscover joy, freedom, and aliveness in ways words alone couldn’t reach. Movement reminded me how to play and how to experience my body as a powerful tool for healing. Around the same time, I began exploring sacred plant medicine, which helped me break through emotional barriers and access parts of myself that I hadn’t even realized were locked away.

I’m not a life coach with a vision board. I’m a clinical psychologist with over 20 years of experience and more than 30,000 hours supporting high-performers, creatives, and entrepreneurs. My work lives at the intersection of science and soul.

“The Gathering is my invitation to you: to come as you are, to stretch what you think is possible, and to heal in a circle of brave, brilliant humans. We work with mind, body, and spirit—through nature, movement, ceremony, and conversation—so you can return to your life more grounded, clear, and fully alive.”
— Dr. Sherry Walling

Meet the Team

It is priced as one thing because it works as one thing. The retreats open something up. The calls and the group are what keep it from closing again on the flight home.

What $1,600 a month actually covers

8 Agreements for The Gathering

  1. Intention: We act with purpose. We cultivate focus, honing the ability to find the signal in a noisy world.

  2. Creativity: We listen, risk, and refine the skills to amplify our creative abilities. We bring truth forward.

  3. Beauty: We cultivate and celebrate beauty within and around us.

  4. Embodiment: We honor and pursue a healthy relationship with our bodies. We move, sweat, and challenge ourselves.

  5. Power: We step into power in all aspects of life. We take up space—and are committed to wielding power with high integrity.

  6. Love: We willingly, recklessly commit to love—love of self, love of others and love for the whole damn world. Love is our power.

  7. Discipline: We develop practices that move us into mastery. From breathwork to dieta to meditation, to our specific creative medium, we put in the hours to enjoy the freedom that comes from excellence.

  8. Play: We don’t take anything too seriously. Adventurous mischief is part of our DNA. Joy is the engine, laughter is the fuel. Our wheels are made of dancing.

  • "Take almost nothing too seriously — and a few things very seriously indeed. The hard part is knowing which is which."

FAQs

Apply for 2027

$1,600/month

Registration is open, and it starts with a conversation. Send the application and we'll find a time to talk — no commitment until you've spoken with Sherry and you're both sure this is a great fit.

Cohorts stay small on purpose. When one fills, it closes for the year.