Chief of Staff

About the role

Dorsia is seeking a Chief of Staff who will build and deploy agentic AI systems as the foundation of how this role operates. Dorsia is the connective tissue of our members' lives. The Chief of Staff is the connective tissue of ours. As we enter our most ambitious chapter yet, we're looking for someone who can hold the center while we move fast in every direction.

The Chief of Staff is one of the highest-leveraged roles in the company. Serving as the CEO’s right hand, you will translate vision into action, architect AI-powered workflows, own company-wide OKRs, drive cross-functional alignment, and ensure that critical decisions get made with the right information, at the right time, and with the right thought leaders.

What You'll Do

• Strategic Leadership & Execution

• Serve as the CEO's right hand, owning operational oversight to free the CEO for big-picture strategy.
• Shape how the CEO spends his time, weighing trade-offs across meetings, priorities, and initiatives to keep focus on what moves the business forward.
• Support the CEO in special projects, strategic research on new markets, competitive landscape, and partnership opportunities.
• Partner closely with the CEO and CFO on fundraising execution, including data room preparation, investor materials, and board deck production.
• Act as a trusted liaison for board members, investors, and strategic partners, maintaining alignment and consistent communication on behalf of the CEO.

• Organizational Alignment

• Own all-hands meetings, executive leadership meetings, and cross-functional task forces, setting agendas and driving outcomes.
• Drive cross-departmental change management, ensuring the company adapts smoothly to scaling and evolving organizational structure.
• Co-own executive recruiting and organizational design, partnering with the CEO and People Operations on headcount planning and key hires.

• Operations & Data

• Lead the development and alignment of company-wide OKRs, ensuring each department's objectives connect with Dorsia's strategic priorities.
• Identify operational gaps before they become problems, leveraging AI tools to design and automate solutions at scale.
• Provide data-driven insights to the leadership team, using AI and analytics to guide decisions and optimize operational performance.
• Maintain executive-level visibility into the product roadmap, ensuring decisions are grounded in business strategy and cross-functional input.

The Winning Recipe

• 8+ years in a high-performance environment, including consulting, investment banking, VC, or a fast-scaling start-up; direct Chief of Staff experience is a plus.
• Experience operating at a company through a significant inflection point, including Series A to B, rapid international scaling, or a major product expansion.
• Hands-on experience deploying AI tools to streamline operations, accelerate decision-making, and unlock efficiency.
• Proven ability to build and manage OKR frameworks across multiple departments.
• Track record of leading cross-functional initiatives from concept through execution.
• Strong analytical toolkit and ability to build dashboards, interpret data, and translate insights into decisions.
• Familiarity with financial modeling or business performance metrics, ideally from a finance background.
• High EQ and excellent written and verbal communication skills, with the ability to reflect the CEO's voice.
• Background in consumer, hospitality, luxury, or marketplace businesses is a plus.
• A natural connector who builds trust quickly across all levels of the organization, from IC to C-Suite.
• Discreet, mature, and steady under pressure; able to clearly identify what to escalate and what to absorb.
• Comfort operating in ambiguity and defining structure where none exists.

Compensation

New York Pay Range $170,000 - $230,000 USD

In-person matters

We’re creating once-in-a-lifetime experiences for the most discerning audience in the world. That doesn’t happen over Zoom. It happens through collisions: a spark across a desk, a kitchen-side conversation that unlocks a partnership, the energy of ideas felt, not typed. That’s why in-office culture is non-negotiable at Dorsia.

Lifestyle hours

We’re not a 9-to-5 company. Our lifestyle mirrors our members. Early flights, after-work events, and late-night sprints when the work demands it. But we love what we do, and we definitely love a good party.

High performance culture

Working at Dorsia isn’t for everyone—and that’s the point. Our culture is designed for builders, not passengers. We move fast, set ambitious standards, and expect people to rise to them. If you have the talent and the drive, this will be a ride to remember.

A final word

We’re building something special. It will take long hours and relentless effort. It’s not for everyone. For those with the metabolism, you’ll create something that changes how culture is lived. And that’s the kind of work worth your life’s energy.