About the Role
Dorsia is seeking a Chief of Staff to build and deploy agentic AI systems. This role will translate vision into action, architect AI-powered workflows, own company-wide OKRs, drive cross-functional alignment, and ensure critical decisions are made effectively. As the CEO's right hand, this position is highly leveraged and central to the company's ambitious growth phase.
Responsibilities
- 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.
- 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.
- Serve as a trusted internal resource for escalations requiring CEO-level visibility or cross-functional resolution.
- Co-own executive recruiting and organizational design, partnering with the CEO and People Operations on headcount planning and key hires.
- 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.
Requirements
- 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.
Skills
- Agentic AI systems
- AI-powered workflows
- OKR management
- Cross-functional alignment
- Strategic research
- Fundraising execution
- Investor relations
- Board communication
- Change management
- Executive recruiting
- Organizational design
- Data analysis
- AI tools
- Financial modeling
- Business performance metrics
- Communication skills
- Building trust
- Operating in ambiguity
Location
- New York
Work Type
- In-Person
Experience Level
- 8+ years
Salary/Compensations
- $170,000—$230,000 USD
About the Company
- Dorsia is at the forefront of hospitality-tech innovation, redefining how the world gains access to the most in-demand restaurants, events, and experiences.
- By fusing cutting-edge technology with the art of luxury hospitality, we empower our members to secure impossible-to-get reservations while providing operators with unprecedented levels of control, visibility, and revenue optimization.
- In 2025, we grew revenue 480% and scaled to 400+ venues across 25 destinations, with the launch of our Culture Calendar extending Dorsia beyond restaurants into the world’s most sought-after cultural moments.
- Backed by $54M in funding from investors including Index Ventures, Invus, and Red Sea Ventures, and strategic partners including MoonPay, Major Food Group, and The Dinex Group - Daniel Boulud, we are entering our most consequential phase of growth and reshaping the global hospitality landscape.
- We’re adding exceptional talent to drive what comes next, and that’s where you come in.
Equal Opportunity
- We don’t subscribe to check-the-box hiring. We hire for merit and mindset, which naturally creates a team with varied backgrounds. What unites us isn’t demographics, it’s a shared vision: to build the social operating system for the cultural vanguard.
