Rootless Penthouse NYC: An Intimate Founder Gathering in Manhattan

Rootless Social hosted an exclusive penthouse founder event in New York City, bringing together 50 carefully selected entrepreneurs, creators, and operators for a night of high-level conversation and meaningful connection.

Set against the Manhattan skyline, this curated NYC networking event was intentionally limited in size to foster depth over noise. The result was an intimate atmosphere designed for founders who are building without a playbook.

This was not a traditional startup panel. It was a room filled with builders sharing raw stories about what it truly takes to create, scale, and survive in today’s landscape.

Fireside Chats with Proven Founders

The evening featured intimate conversations with:

  • Teddy Solomon, Founder of Fizz
  • Jared Robin, Founder of RevGenius
  • Ioanna Mantzouridou Onasi, Founder of Dextego

Each fireside chat went beyond surface-level success stories. Founders shared unfiltered insights on early failures, pivotal decisions, scaling challenges, fundraising realities, and the emotional side of entrepreneurship.

For attendees, it was a rare opportunity to hear directly from operators who have navigated high-growth environments and built category-defining companies.

Event Photos

A Different Kind of New York Entrepreneur Meetup

Unlike large-scale startup conferences in New York, this penthouse gathering prioritized quality over quantity.

With only 50 seats available, conversations were personal, direct, and actionable. Founders were able to engage with speakers, exchange ideas with peers, and form meaningful relationships that extend beyond one evening.

Throughout the night, discussions centered around:

  • Building without a blueprint
  • Scaling community-driven companies
  • Navigating startup risk and uncertainty
  • The mindset required to build long term

The energy in the room reflected what makes New York’s founder ecosystem so powerful: ambition, resilience, and collaboration.

Why Intimate Founder Events Matter in NYC

New York City is filled with networking events, but true connection happens in smaller, curated environments.

The Rootless Penthouse NYC gathering demonstrated that when you place ambitious founders in the right setting, powerful collaborations emerge naturally.

By the end of the night, partnerships were forming, ideas were being exchanged, and new opportunities were already taking shape.

What’s Next for Rootless in NYC

This penthouse event marks another step in expanding the Rootless founder community beyond Boston and into New York’s startup ecosystem.

If you are a founder, entrepreneur, or creator looking for a curated NYC startup networking event that values depth, honesty, and real collaboration, future Rootless gatherings are designed for you.

The movement is growing. And the next room might be even more powerful.