Chief of Staff

ABOUT THE COMPANY ResortPass is redefining what it means to be a hotel guest. We're building a new category in hospitality: day access to luxury hotel experiences from breathtaking pools and private beaches to deluxe spas and wellness retreats so people can escape without an overnight stay. Our marketplace now connects guests with 2,500+ partner hotels and resorts, including Ritz-Carlton, Four Seasons, Marriott, Hilton, and more. We've helped millions of people enjoy premium hospitality close to home, making rest more mindful, togetherness more meaningful, and escape more accessible. The result: unforgettable experiences for guests and new revenue streams for partners. Backed by some of the best consumer and growth investors, including CRV, Declaration, Brian Kelly (The Points Guy), WME, FJ Labs, and more, ResortPass is scaling a product people love and creating an entirely new way to experience hospitality. ABOUT THE ROLE We're looking for someone who's deeply passionate about leveraging hospitality technology to redefine what it means to be a guest. As Chief of Staff, you'll report directly to the CEO and play a key role in helping the organization evolve from its current stage to the next phase of scale. You'll drive operational efficiency, streamline communication, and ensure alignment across teams to support our next phase of growth. The ideal candidate is a process-oriented, highly organized leader who can manage multiple priorities and execute initiatives alongside several executives with minimal guidance. You should be an exceptional communicator, comfortable balancing strategic thinking with hands-on execution, and eager to collaborate across all departments to keep the organization moving forward efficiently and effectively. This role will be in person at our energetic NYC headquarters 5 days a week. The base salary for this role will range from $150,000 - $200,000 per year, commensurate with experience. WHAT YOU'LL DO Establish company-wide metrics/KPIs to drive alignment and clear objectives. Own investor relations: maintain reporting cadence, communications, and community-building with existing and prospective investors. Partner with executives to digitize/systematize processes, reducing manual work and improving scalability. Partner with the CEO to manage the P&L: support disciplined capital allocation and identify levers to increase profitability. Lead strategic initiatives that deepen product value for guests and hotel partners. Oversee strategic initiatives end-to-end from scoping through execution while guiding senior leadership. Build analytics and dashboards that provide real-time visibility into day-to-day operations. Partner with HR/People on hiring plans and employee matters. Review, design, and implement organizational structure improvements to close skill and knowledge gaps. Serve as the point person for company-wide inquiries; develop action plans and drive project management and communications. Support executive leadership with decision-making, program management, and implementation. Plan and run executive meetings, offsites, and board meetings. WHO YOU ARE We encourage candidates to apply even if they don't have 100% of the below qualifications. We believe in a holistic approach when evaluating talent for our team and post new roles often, so even if this role isn't quite right, we want to meet you! 2+ years in an operator and/or strategy role working closely with executives/C-suite. 6+ years total experience in one or more of: management consulting, investment banking, and/or business operations at a fast-growing tech startup. High EQ with the ability to adapt communication styles; adept at building, maintaining, and nurturing relationships across executives and investors. Proven track record organizing and coordinating across multiple teams/departments. Strong project management experience working cross-functionally. Experience with revenue operations and budget management. Proficient in data anal