Role overview:The Head of Finance & Operations will take ownership of Flagright's financial, HR, and legal operations globally, spanning our offices in the US, UK, India, and Singapore. This is a hands-on, operational role for a generalist with strong finance & legal expertise who thrives in high-growth environments and is excited to take on significant responsibilities while building and optimizing processes to support rapid scaling.
People who thrive at Flagright:
- Take ownership and operate with urgency
- Are resourceful and solution-oriented
- Learn quickly and adapt to changing priorities
- Have strong opinions and can defend them
- Want to work with no-BS people building something important
People who struggle here:
- Need extensive hand-holding
- View high expectations as "unreasonable"
- Expect strict 9 to 6 boundaries
- Can't handle ambiguity or rejection
- Prefer consistent routine over fast-changing priorities
Key responsibilities:Finance
- Prepare and manage investor updates, Board meetings, and monthly consolidated management accounts spanning 4 entities across US / UK / India / Singapore
- Lead financial planning and analysis (FP&A), including budgeting, forecasting, and variance analysis
- Develop and maintain detailed financial models to support strategic decision-making and operational planning
- Oversee accounts payable and enforce accounts receivable processes to maintain smooth cash flow operations
- Collaborate with external accountants and tax experts to optimize accounting and tax strategies, ensuring compliance and efficiency
- Implement inter-company pricing measures, including managing transfer pricing documentation and compliance
- Oversee external auditors for a yearly audit across 4 global entities
- Contribute to pricing and deal desk operations
Operations
- Lead the HR function, setting clear standards for policies, execution, compliance, employee experience, and operational discipline
- Manage and mentor the HR team, ensuring strong ownership across onboarding, offboarding, employee documentation, payroll coordination, benefits, and HR systems
- Build scalable people processes across multiple jurisdictions, partnering with external counsel and advisors where needed
- Partner with leadership on performance management, compensation reviews, promotions, role changes, workforce planning, and organizational design
- Establish people dashboards, reporting cadences, and operating rhythms to give leadership visibility into headcount, hiring, retention, performance, and people risks
Legal Operations
- Partner with leadership and sales on commercial negotiations and MSAs, balancing speed, risk management, and business priorities
- Liaise with external lawyers to manage contracts, mitigate risks, and ensure global compliance
- Manage an internal legal team working across employment, commercial, corporate, insurance, regulatory, and cross-border matters
Who we are looking for:- 5+ years of professional experience, with a solid background in Finance (must have) and HR and Legal operations (preferred) in a high-growth environment
- Must have hands-on FP&A or Strategic Finance experience, including budgeting, forecasting, financial modeling, variance analysis, and leadership reporting, gained in roles such as FP&A Analyst, FP&A Manager, Head of FP&A, or Strategic Finance Lead
- Must have prior experience in a SaaS start-up environment (Series A to C)
- Experience operating across multiple entities, jurisdictions, currencies, and time zones, with an understanding of cross-border finance and multi-entity accounting, as well as HR, legal, tax, and compliance considerations
- Strong working knowledge of SaaS business models, including ARR, retention, gross margin, CAC/payback, burn, runway, cash forecasting, and investor-facing operating metrics
- Comfortable being both strategic and hands-on: able to advise leadership while also diving into models, contracts, payroll issues, vendor workflows, and operational details when needed
- Proven people-management experience, ideally managing distributed or offshore teams, with high standards for ownership, responsiveness, and execution - note that the team reporting to this role is based in the Philippines
- Based in the Bay Area with right to work in the USA (visa sponsorship not available). This is a fully in-person role, based in our Santa Clara office.
What we offer:- Leadership position with direct impact on how Flagright runs and grows globally
- High-bar environment focused on execution, learning, and continuous improvement
- Health insurance through Kaiser Permanente in California
- Equity from day 1 at a Y Combinator startup
- Housing subsidy if you live within 1 mile of our office
- Work alongside a highly competent, top-tier team, including professionals from Y Combinator, ex AWS, and Palantir
- Enjoy a low-bureaucracy environment, minimal meetings, and an asynchronous communications culture
