Head of Finance & Operations - San Francisco Bay Area

Flagright • San Francisco, CA

2d • Onsite

About The Position

Flagright is seeking a Head of Finance & Operations to oversee global financial, HR, and legal operations across its offices in the US, UK, India, and Singapore. This is a hands-on, operational role for a generalist with strong finance and legal expertise, suited for someone who thrives in high-growth environments and is eager to build and optimize processes for rapid scaling. The ideal candidate will take ownership, operate with urgency, be resourceful, and adapt quickly to changing priorities in a fast-paced, high-expectations setting.

Requirements

• 10+ years of professional experience, with a solid background in Finance (must have) and HR and Legal operations (preferred) in a high-growth environment.
• Prior experience in a SaaS start-up or scale-up environment.
• Experience operating across multiple entities, jurisdictions, currencies, and time zones.
• 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.
• Proven people-management experience, ideally managing distributed or offshore teams, with high standards for ownership, responsiveness, and execution.
• Based in the Bay Area with the right to work in the USA (visa sponsorship not available).
• This is a fully in-person role, based in our Santa Clara office.

Nice To Haves

• The team reporting to this role is based in the Philippines.

Responsibilities

• Prepare and manage investor updates, Board meetings, and monthly consolidated management accounts across 4 entities.
• 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.
• 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.
• Lead the HR function, setting 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.
• Partner with leadership on performance management, compensation reviews, promotions, role changes, workforce planning, and organizational design.
• Establish people dashboards, reporting cadences, and operating rhythms for leadership visibility into headcount, hiring, retention, performance, and people risks.
• 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.

Benefits

• 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
• Low-bureaucracy environment, minimal meetings, and an asynchronous communications culture

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed