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 analysis.
- You're a good person. While building a startup is hard, being a good person is not. We're building a team you'd genuinely look forward to working with every day. While we offer incredible experiences to our guests, it is just as important to us to foster an incredible culture for our employees.
BENEFITS
- Health, Dental & Vision — We're deeply invested in the health and well-being of our team and are proud to contribute to the monthly premiums of these insurance plans.
- Stock Option Plan — We offer employees the opportunity to become part-owners in our mission. Let's redefine what it means to be a guest, together.
- 401k plan — Save for your future with a 401k plan offering.
- Unlimited Paid Time Off (PTO) — Enjoy life away from work to be inspired and fully recharge with unlimited paid time off.
- Annual ResortPass credit — Our mission is to bring delight and relaxation to people around the world; including our employees! Access private beaches, deluxe saunas, awesome pools, and much more with your annual credit.
Skills Required
- 2+ years in an operator and/or strategy role working closely with executives/C-suite.
- 6+ years total experience in management consulting, investment banking, and/or business operations at a fast-growing tech startup.
- High emotional intelligence; adept at building and maintaining relationships across executives and investors.
- Proven track record organizing and coordinating across multiple teams and departments.
- Strong cross-functional project management experience.
- Experience with revenue operations and budget/P&L management.
- Proficient in data analysis and building dashboards/analytics.
- Work in person at NYC headquarters five days a week.
- Demonstrated strong character and cultural fit ("You're a good person").
ResortPass Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about ResortPass and has not been reviewed or approved by ResortPass.
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Fair & Transparent Compensation — Pay is considered competitive for many technical and leadership roles, and base compensation is described as respectable across levels. Feedback suggests salaries vary by seniority with higher ranges for advanced roles, supporting perceptions of fair market pay.
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Healthcare Strength — Employees are provided comprehensive health, dental, and vision insurance as part of the total rewards package. This breadth of core coverage is positioned as a meaningful element of the offering.
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Leave & Time Off Breadth — Unlimited PTO and paid holidays are included, giving flexibility and time-off breadth beyond standard policies. Feedback suggests this time-off structure enhances the perceived value of the package.
ResortPass Insights
What We Do
A luxurious vacation used to mean traveling far away. With ResortPass, you can escape without leaving town. We make it possible to enjoy day access to luxury hotel amenities — from crystalline pools and private beaches to deluxe spas, top fitness centers, and more — at leading hotels right in your own neighborhood. ResortPass partners with over 2,000 world-class hotels and resorts, including Ritz-Carlton, Four Seasons, Westin, and Fairmont. Since our founding in 2016, we’ve connected more than 5 million locals and travelers to premium resort experiences — making rest more mindful, togetherness more meaningful, and escape more accessible by bringing luxury into everyday life. In November 2022, we raised a $40M Series B to continue expanding our marketplace and reimagine the way people access hospitality.
Why Work With Us
ResortPass makes luxury hotel amenities accessible without an overnight stay, partnering with 2,000+ top hotels like Ritz-Carlton and Four Seasons. Backed by $40M Series B funding, we’re scaling fast and shaping how people experience travel, leisure, and connection.
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