The Call to Lead FALL Retreat
Sept 16-18, 2026 | Glynwood Center, Cold Springs, NY
Hosted by
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an exclusive gathering for leaders seeking change
Join a select group of senior leaders and change agents for a 2-night retreat at Glynwood Center, in the Cold Springs, NY. This immersive experience blends strategic reflection, human connection, and regenerative rest to help you step confidently into what’s next.
Why?
You are looking for a new path.
What worked in the past is no longer enabling you or your team to thrive.
You’ve been hit by a truth you can’t unsee.
Whether it came quietly, or all at once, the message was clear. It’s time to change.
The world can’t wait for you any longer.
Systems are straining, stakes are rising, colleagues are looking to you for solutions, and the moment needs you. Now.
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Wonderful pace, fantastic facilitation and perfect vibes.
-Fall ‘25 Retreat Participant
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Cultivate leadership resilience — activated by your peers. This retreat offers concrete tools for navigating ambiguity, managing burnout, and driving progress.
Connect with an authentic community of peers — rare in these times. Experience compassion and the psychological safety to hear what’s true and say what matters.
Get your blueprint for what’s next — Each day is anchored with inspired co-creation around leadership, personal, and professional development. Prioritized for short-term and long-term planning. -
The Glynwood Center for Regional Food and Farming is a non-profit organization serving food and farming changemakers from New York’s Hudson Valley and beyond.
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All meals will be prepared by a private chef using local and foraged ingredients. Trained at the French Culinary Institute, our chef is a certified mushroom forager, licensed hiking guide, and outdoor educator, crafting transformative experiences that blend thoughtful design, nature connection, and culinary exploration.
The Facilitators
Jay Erickson
Jay is Partner and Chief Innovation Officer at Modus, a leading digital consulting firm. He is also, along with Emily Kagan, co-host of the Wild Talk podcast as well as a poet and musician. A lifelong convener and creator, he blends digital innovation with soulful leadership. He has guided Fortune 500 clients and startups alike while building tools and communities that support collaboration and well-being. Jay has led dozens of immersive experiences and design thinking workshops that invite participants to show up fully, imagine boldly, and lead with clarity from the inside out.
Emily Kagan
Emily is a spoken-word-poet-turned-healthcare-executive on a mission to remix the human in healthcare, challenging entrenched assumptions about what it means to give and receive care in the digital age. She most recently served as SVP, Chief of Consumer Digital Solutions for New York state’s largest health system, Northwell Health. The Wall Street Journal, TechRepublic, and CMS Wire turn to her for a fresh perspective on the future of healthcare. Emily is a nationally recognized poet, essayist, and speaker, and is co-host of the Wild Talk podcast.
Greg Larkin
Greg is the founder of Punks & Pinstripes, a serial entrepreneur, and a veteran of Wall Street. Greg was the director of innovation at Bloomberg and was first to predict the subprime mortgage crisis of 2008. He’s worked with Google, Uber, E*TRADE, PwC, and across the Fortune 500. He is the author of the international bestseller This Might Get Me Fired. He has been featured in The New York Times, CNN, CNBC, The Wall Street Journal, Harvard Business Review, Bloomberg, and The Financial Times.
Let’s talk
Curious, but on the fence? Have a question? Let’s talk.
Schedule
All participants must commit to being present at 4pm, September 16th to 12:30pm, September 18th.
Day 1 - Sept 16
Arrival
1:00 - 3:30pm
Orientation
3:30 - 5:30pm
Opening Ceremony
6:00 - 7:00pm
Dinner& Cocktails
7:00 - 9:00pm
Bonfire (Optional)
9:00pm
Day 2 - Sept 17
Morning Meditation (Optional)
7:30 - 8:00am
Breakfast with Guest Speaker
8:00 - 9:00am
Help A Punk & Forest Walk
9:00 - 12:00pm
Lunch
12:00 - 1:00pm
Cohort & Personal Visioning Exercises
1:00 - 4:30pm
Dinner & Cocktails
6:30 - 9:00pm
Bonfire (Optional)
9:00pm
Day 3 - Sept 18
Morning Meditation (Optional)
7:30 - 8:00am
Breakfast with Guest Speaker
8:00 - 9:00am
Help A Punk & Cohort Exercise
9:00 - 11:30am
Closing Ceremony
11:30 - 12:30pm
Lunch & Departure
12:30pm
Registration
Pricing is inclusive of all meals, lodging, and programming. This event is limited to 15 participants to ensure quality and an intimate, mindful experience.
This professional development retreat is one that employers often sponsor. Here’s a templated letter that can help you effectively make the case.
General Registration
Single Room : $4,000
Shared Room : $3,500
Punks & Pinstripes Member*
Single Room : $1,600
Shared Room : $1,300
ALL PAST RETREAT PARTICIPANTS
receive 20% discount for themselves and anyone they refer
if they sign up by EOD on May 1.
*Punks & Pinstripes is a vetted community of executives unlocking greatness through reinvention. You can learn more about the group and membership here.
Images from our Spring retreat
