Chief of Staff - Future Opportunities

ABOUT US
Pomelo is a boutique NYC-based staffing company. We began as an offshore recruiting firm and have recently evolved into an executive search firm that places top-tier US-based business generalists (former consultants and investment bankers) in operating roles at leading startups and high-growth companies across the US. We work with some of the fastest-growing tech companies and iconic consumer brands, from New York to San Francisco.

ABOUT THE ROLE
We are building a pool of exceptional Chief of Staff candidates for opportunities at leading startups and high-growth companies across the US. Chiefs of Staff work closely with founders, CEOs, and executive teams to drive high-priority initiatives, solve complex business problems, and help the company operate more effectively. This is a highly cross-functional role that can span strategy, operations, special projects, business development, finance, and organizational planning. We are specifically looking for candidates with a strong business generalist background, particularly former management consultants or investment bankers who have demonstrated exceptional analytical, communication, and problem-solving skills. As opportunities arise, selected candidates will be considered for Chief of Staff roles that match their experience, interests, and career goals.

KEY RESPONSIBILITIES ​​​​​​
- Partner with founders, CEOs, and senior executives on high-priority strategic and operational initiatives
- Analyze complex business questions, build financial models and business cases, and translate data into actionable recommendations
- Own cross-functional projects from strategy through execution, coordinating stakeholders and driving initiatives forward
- Conduct market, competitive, customer, and financial analysis to support key business decisions
- Prepare executive-level presentations, analyses, memos, and communications
- Establish processes, reporting, and operating cadences that help companies scale effectively
- Identify and solve ambiguous business problems with limited direction or established playbooks
- Support special projects across functions including strategy, operations, finance, product, sales, and business development
- Serve as a trusted thought partner to senior leadership and help ensure key priorities continue moving forward

QUALIFICATIONS
- 2-4 years of experience at a top-tier management consulting firm or investment bank required
- Exceptional candidates may have additional experience at a high-growth startup, technology company, or other operating environment
- Demonstrated ability to solve complex, ambiguous problems with limited direction
- Excellent analytical, financial modeling, and quantitative skills
- Exceptional written and verbal communication skills
- Strong executive presence and ability to communicate effectively with senior leaders.
- Highly organized, proactive, and comfortable managing multiple high-priority initiatives simultaneously
- Ability to operate effectively in fast-paced, ambiguous environments
- Bachelor's degree from a strong academic institution
- Willingness to work in NYC, San Francisco, or other major startup hubs depending on the specific opportunity

COMPENSATION & BENEFITS

Compensation will vary by company, seniority, and location. Typical Chief of Staff opportunities in our network offer competitive base salary, performance-based compensation, and meaningful equity packages.

Pomelo works directly with candidates throughout the search process to identify opportunities that align with their background, career goals, and interests.