June 16 -18, 2025
Gather with 100 CEOs and founders in the mountains of Vermont. Connect, relax, exchange ideas.
All-inclusive. By invitation only.
Candid off-the-record conversations
Delve into discussions about building, scaling and leading.
Shared experiences
Get outdoors and get active to relax and recharge.
Build lasting relationships with fellow founders
This isn’t a networking event; it’s an opportunity for deep connection with fellow founders and CEOs who have navigated similar waters – in life and work.
As founders, we often fall into the trap of believing we can’t afford to step away from our businesses. We can’t afford not to. This event has been uniquely valuable — a chance to lift my head up from the day-to-day, surrounded by great people who stretch my thinking in new directions.
Chad Laurans
Founder & Chairman, Simplisafe
From takeoff to landing, this is an amazing experience. It’s not every day you get to sit around a campfire, go on hikes, and share insight with so many inspiring leaders. The event is a destination for building meaningful connections and fueling entrepreneurial growth.
Steve Kaufer
Co-Founder, Tripadvisor
I look forward to this event every year — Pillar curates a stellar group of leaders…and then creates a trusted environment for honest conversations about business and work and life. I always leave feeling recharged, inspired, and energized, with so many reflections, new friends, and reconnections.
Yvonne Hao
Secretary of Economic Dev.
Massachusetts
One of the few events where you get a chance to develop genuine relationships with all kinds of accomplished folks – not just ‘I’m crushing it’. What people often don’t realize is that meaningful relationships are the foundation to do real work together.
Andrew Lau
Founder & CEO, Jellyfish
Sponsors
