Head of Finance

About The Company

We believe it should be easy for pet parents to do the right thing. At Pawlicy Advisor, personalized advice from the most trustworthy experts ensures pets get the best care possible.

Pawlicy Advisor is a fast‑growing, venture‑backed startup focused on helping pet owners around the country find the right health products for their pets, starting with pet health insurance. Pet insurance’s popularity is growing rapidly as pet owners seek protection from the high cost of veterinary care. Our pet insurance marketplace takes into account a pet’s breed‑specific health risks to help people find the right policy for their pet.

We also save pet owners money by analyzing pricing differences and premium increases over the lifetime of an animal.

We market to pet parents through a number of channels, but the partners we value the most are veterinarians. Vets love pet insurance because it increases that chance a pet parent will be able to afford the cost of treatment, but vets don’t know what providers to recommend and don’t want the liability associated with recommending a specific brand. Pawlicy Advisor helps thousands of vet offices across the US by simplifying the treatment financing conversation.

Pawlicy Advisor is seeking a Head of Finance to own all Finance and Accounting. You will serve as a key operating partner to the CEO as well as other company leaders of this growing and profitable business. You will report directly to the CEO, and build a small, high‑caliber team of up to two direct reports immediately.

Location:

New York City (full time position, in‑office required with the CEO four days per week)

• Own the full finance stack: accounting, FP&A, controllership, AP, and treasury
• Build and manage a lean internal team (up to two immediate hires) and oversee outsourced finance contractors as you bring capabilities in‑house
• Ensure a timely, accurate monthly close and maintain GAAP‑compliant financials
• Maintain and refine the chart of accounts; align Brex coding and other systems with the GL
• Oversee AR and AP, vendor payments, and billing processes, including partnership revenue programs in collaboration with Product and Marketing
• Oversee payroll and incentive planning in coordination with HR
• Manage tax preparation and filings with external tax firms; ensure federal, state, and local compliance

• Own the company operating model: three‑statement forecasting and budget
• Proactively identify, evaluate, and recommend capital allocation opportunities
• Lead financial scenario planning and financial performance evaluation for each distribution channel
• Deliver monthly financial packages to the CEO: P&L, cash flow, variance analysis, and clear commentary and recommendations
• Help lead Board slide and supplementary strategic material preparation, preparing actuals vs. budget and key business drivers ahead of each meeting
• Run and maintain LTV/CAC and payback analyses by acquisition channel and by key distribution subsegments
• Maintain recurring revenue models and update the estimated value of recurring book of business
• Support department Heads in understanding and managing their budgets; highlight ROI of initiatives and tradeoffs in real time.
• Work with Data team to build financial dashboards

• Lead scenario planning for growth, profitability, and headcount.
• Help lead financial and strategic negotiations with commercial partners, growing key external relationships alongside CEO and Partnerships leader.
• Support capital strategy: assess cash flow and analyze and recommend opportunistic equity vs. debt options, covenant implications, and market conditions
• Own the financial workstream for strategic finance conversations: models, data room, and investor materials alongside in‑house Counsel; partner with the CEO on investor conversations
• Evaluate strategic partnership and M&A opportunities, including synergy analysis, unit economics impact, and valuation considerations
• Maintain an up‑to‑date, investor‑ready data room and core metrics dashboard