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Chief of Staff to CEO

New York City
Aug 23, 2022
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ResortPass is a rapidly growing start-up, creating a new vertical in the hospitality industry. ResortPass has created a day guest booking platform, providing the hotel industry a solution to monetize their under-utilized amenities and boost ancillary revenue while offering people a way to enjoy hotel amenities on-demand. Locals and travelers alike can book amenities and workspaces at hotels, without an overnight stay, a flexible model made even more relevant and necessary in this new changing world. The company touts multiple top brand names such as Hyatt Hotels, Marriott International, Fairmont Hotels, Omni Hotels & Resorts, Four Seasons, Hilton Hotels, Kimpton, Ritz-Carlton, Radisson and an additional 500+ hospitality partnerships. We are on the forefront of not only a shift in the hospitality industry to tap into the local guest segment and increase ancillary revenue, but in creating a revolutionary new way people vacation- the easy and affordable micro-vacation or "daycation".


The Chief of Staff role will report directly to the CEO, Michael Wolf, a seasoned and people-first executive that has led multiple high-growth start-ups including ClassPass, and Supernatural.  This role will be the acting right hand to the CEO, helping refocus the organization from launch to scale and creating the efficiencies within the organization to achieve that. The right candidate is a process-focused individual that can prioritize and run with initiatives alongside multiple executives with little guidance. We are looking for a Chief of Staff that understands how to balance multiple priorities, has strong people/communication skills, and is able to be active in helping our executives across all departments within the organization. This role is based out of New York City.


  • Establish company-wide metrics/KPIs to ensure alignment and clear objectives across the company
  • Manage investor relations including maintaining reporting, communications, and community-building between Resort Pass and existing/new investors
  • Work with executives to digitize and systematize company processes to alleviate teams from manual work and improve company scalability
  • Take the lead on managing the company’s P&L, ensuring that company funds are being allocated correctly and focusing on finding creative ways to increase company profitability
  • Lead the efforts on determining the right company product-market fit and working with the team to ensure the product is evolving in a way that’s serving the target customer
  • Oversee strategic business initiatives from development to execution while providing guidance to senior leadership/executives
  • Create company analytics and dashboards to provide leadership visibility into the businesses’ day-to-day operations
  • Partner with HR around new hires/employee concerns. Review, design, and execute on organizational structure improvements to address knowledge and skill gaps
  • Serve as the main point of contact for company inquiries and develop action plans to address them - assisting with the project management and communication of these initiatives.
  • Assist and communicate with executive leadership on decision-making, program management, and initiative implementation
  • Run the planning of executive leadership meetings/offsites/board meetings


  • At least 2 years of experience in an operator and/or strategy role working closely with executives/C-suite teams
  • 3-10 years of work experience in one of the following: management consulting, investment banking and/or business operations at a fast growing tech startup
  • Master’s degree in Business Administration or similar field preferred
  • MBA/Masters degree ideal
  • Start-up experience highly desirable
  • Strong EQ with the ability to adapt to different communication styles - this role will be highly focused on building, maintaining, and nurturing relationships across both executives and investors
  • Proven experience in organizing multiple teams/departments
  • Excellent communication (written/verbal)
  • Strong project management experience, working across multiple departments
  • Experience in revenue operations and budget management
  • Experience with data analysis

Please send linkedin and/or resumes to

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