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Kasa · 1 day ago

Chief of Staff

New York, NY

Full-time

Hybrid

Lead/Staff, Director/Executive

$155K/yr - $185K/yr

5+ years exp

Kasa is the leading tech-enabled hotel and apartment hotel brand and manager, seeking a Chief of Staff to the Founder & CEO. This high-impact role involves driving strategic priorities, streamlining operations, and leveraging AI tools to solve business challenges.

HospitalityHotelTravel

No H1B

Responsibilities

Serve as a trusted thought partner to the CEO on company strategy, capital allocation, and operational priorities

Lead and organize weekly leadership meetings, bi-weekly All Hands, quarterly offsites, and key internal forums to ensure decisions translate into action

Synthesize business performance insights and surface data-driven recommendations for the CEO and executive team

Partner with the CEO and Executive Team on the front lines of strategic transactions, including M&A execution, fundraising processes, and investor diligence

Support evaluation and integration of acquisition targets, analyzing financial models, operational synergies, and team structures to inform strategic decision-making and post-close integration planning

Prepare and review board materials, investor updates, and internal communications

Anticipate the CEO's needs by managing workflows, surfacing critical issues early, and ensuring priorities are executed efficiently

Represent the CEO in meetings when needed, providing follow-up and driving outcomes to completion

Build or prototype lightweight tools, dashboards, or scripts that improve visibility, automate workflows, and support faster decision-making

Design systems or processes to audit recurring operational data (e.g., monthly financials, OTA rankings, property performance)

Champion the use of AI across the executive and operations teams, using platforms like ChatGPT, Granola, Notion AI, Cursor or custom scripts to automate workflows, enhance communication, and improve team productivity

Help shape the leadership team's rhythm and culture through thoughtful agenda design, meeting facilitation, and consistent follow-through

Qualification

Analytical skillsAI proficiencyCommunication skillsProject managementBusiness analytics toolsExcel/Google SheetsPowerPoint/Google SlidesLeadershipEmotional intelligenceSelf-starter mentality

Required

Bachelor's degree in Business, Economics, Finance, Real Estate, or a related field. MBA preferred but not required

5+ years of experience in management consulting, investment banking, private equity, or a high-growth startup leadership role

Exceptional analytical and communication skills: able to synthesize complex topics into crisp insights

You are an effective communicator and storyteller, in both written and verbal form, able to synthesize complex topics and engage with senior executives

Proven ability to lead without authority, manage multiple projects simultaneously, and operate in ambiguity

Proficiency in Excel/Google Sheets, PowerPoint/Google Slides/Gamma, and business analytics tools

Proven ability to underwrite or analyze business and investment opportunities and translate insights into action

Demonstrated fluency with AI platforms (ChatGPT, Notion AI, Gamma, etc.) and enthusiasm for leveraging technology to enhance output and efficiency

High emotional intelligence, executive presence, and confidence in leading meetings and facilitating discussion among senior leaders

Highly motivated, resourceful, and able to maintain efficiency while working independently in a fast-paced environment

You are proactive by nature and are constantly looking for ways to enhance our company's product, culture, and results-oriented mindset

A self-starter mentality: proactive, humble, and intensely curious

Preferred

Prior experience as a Chief of Staff or operator to a C-Suite executive

Comfort with lightweight Vibe coding to get specific projects done

Deep interest in real estate, hospitality, or technology-enabled services

Ambition to lead a business or major function in the future

Benefits

Remote Work: With flexibility as a core value, and over three-quarters of the team working remotely, Kasa employees can work from anywhere, including our Kasa's across the country!

Kasa Travel Credit: We love to travel! Kasa employees get an allowance of free stays with us in any of our locations, plus a discount on any night for friends and family.

Generous Stock Option Plan : At Kasa, our compensation philosophy is to offer a total compensation package that over-indexes on equity to encourage our team to think like owners (by being owners) and benefit from the value growth that our collective hard work creates.

Flexible PTO : Full-time exempt Kasa employees are encouraged to take time off as they need and see fit, ensuring that it's not disruptive to their work.

401(k) Plan: As you invest in yourself and your future, Kasa invests in you too: we offer a generous 401(k) contribution match.

Health Coverage: We've invested in comprehensive health insurance options to help when you need it most.

Other Perks: Qualifying full-time roles are eligible for a wi-fi stipend, cell-phone reimbursement, home office stipend, and more!