Kasa

Chief of Staff

Kasa

full-time

Posted on:

Location Type: Remote

Location: New York • United States

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Salary

💰 $155,000 - $185,000 per year

Job Level

Lead

About the role

  • 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.
  • Approach every problem as if you were the CEO, balancing strategic perspective with a bias for execution.

Requirements

  • 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.
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.
  • The Pay: The starting base pay for this role is $155,000 - 185,000 plus performance-based incentives and is set based on multiple considerations, including business needs, market demands, talent availability, experience, and unique skills and attributes. The exact offer would depend on your background, experience, and internal equity considerations. The base pay range is subject to change and may be modified. This role may also be eligible for equity, bonus, perks, benefits, and Kasa Travel Credits.
  • 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!

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
financial modelingdata analysisbusiness analyticsproject managementM&A executionfundraising processesinvestment analysisworkflow automationstrategic decision-makingoperational integration
Soft skills
analytical skillscommunication skillsleadershipstorytellingemotional intelligenceproactive mindsetresourcefulnessindependencemeeting facilitationstrategic thinking
Certifications
Bachelor’s degreeMBA