About point.me

At point.me, we’re on a mission to increase the spending power for millions of people by turning loyalty points into wealth. We are committed to simplifying the loyalty points experience and increasing our customers' spending power by using our real-time search and booking engine, making it easy to book flights with points. 

Over the last two-plus decades, points and miles have evolved into a multi-billion-dollar industry. Exact numbers aren’t published, but it’s estimated that $300 billion in award points are issued every year. For context, that’s on par with the GDP of Greece!

Join us and be part of a fast-growing company where your work will make a real impact on the future of award booking. We offer competitive salaries, meaningful equity, comprehensive health coverage, and the opportunity to work fully remotely as part of a distributed team.

The Position

We are hiring a Head of Finance to be a strategic partner to the executive team and a thought leader across the company. This is not a back-office accounting role. You will own the financial narrative of the business and help shape how we scale.

Reporting directly to the COO, you will be responsible for building the finance function end-to-end—spanning strategic finance, FP&A, accounting oversight, cash management, and board/investor support—while operating with a high degree of autonomy and judgment.

We are not starting from scratch. We have a sound financial plan, a fractional controller, a monthly close process that works, and a full time finance team member who would report to you.

This role is ideal for someone who wants to help run the company, not just report on it.

What You'll Do

• Be a Strategic Thought Partner

• • Act as a trusted advisor to the COO, CEO, and leadership team on key business decisions, tradeoffs, and investments
  • Translate strategy into financial reality: what to prioritize, what to defer, and why
  • Develop a deep understanding of the unit economics, growth levers, and constraints of the business

• Own Financial Planning & Decision Support

• • Lead annual planning, quarterly re-forecasting, and long-range financial modeling
  • Build and maintain models that connect revenue growth, hiring plans, product investments, and cash runway
  • Create clear, decision-oriented dashboards and narratives for executives and the board

• Build and Scale the Finance Function

• • Own the finance operating model: what stays in-house vs. outsourced, now and over time
  • Manage and develop the existing finance resources (fractional controller, part-time bookkeeper, and FTE finance team member)
  • Continuously improve financial processes, controls, and systems without adding unnecessary bureaucracy

• Own the Financial Story Externally

• • Partner with leadership on board materials, investor updates, and fundraising readiness
  • Ensure financial reporting is accurate, timely, and credible as the company scales
  • Be the point person for auditors, tax advisors, and other external partners

• Steward the Business

• Manage cash flow, runway, and risk with discipline and foresight
• Ensure compliance with relevant financial and regulatory requirements
• Bring a proactive, problem-solving mindset to ambiguous or fast-changing situations

What success Looks Like (12-18 Months In)

• Leadership uses finance as a decision engine, not a reporting function
• The company has clear visibility into unit economics, burn, and growth tradeoffs
• Board and investor conversations are grounded, credible, and forward-looking
• Finance operations scale smoothly with growth, without drama or heroics
• You are viewed internally as a business leader, not a service provider

Who You Are

• Investment banking experience required, private equity experience strongly preferred 
• Experienced in strategic finance, FP&A, or operating finance within a high-growth environment
• A strategic thinker who is comfortable forming opinions and challenging assumptions
• Fluent in financial modeling and business storytelling—not just spreadsheets
• Comfortable operating in ambiguity and building structure where little exists
• Collaborative, low-ego, and confident working with senior stakeholders
• Excited to help build—not just inherit—a finance function (even though, genuinely, you aren’t starting from scratch)

​Why You'll Like Working Here

Join our growing team! Here at point.me we believe in taking care of our team, so that our team can take care of our customers. All employees are offered the following:

• Competitive salaries
• Ownership with meaningful equity
• Fully-paid Medical, Dental, Vision, HRA for US employees
• 100% distributed workforce, so you can contribute from anywhere
• Flexible vacation policy
• Paid family leave for all parents

The anticipated salary range for this role's listed level is $185,000-240,000.  Level and salary ranges are determined through interviews and a review of experience, knowledge, skills, abilities of the applicant, in alignment with market data.

All applicants must be available to work continental US hours. 

​Equal Opportunity Employer

At point.me, we value a diverse team. That's why we are committed to providing equal opportunity employment regardless of race, national or ethnic origin, color, religion, age, sex, sexual orientation, gender identity or expression, marital status, veteran status, disability, or any other protected class. We encourage you to apply and to let us know if you require accommodation during the recruitment process.