Job Description:

• Own the full company P&L, revenue through EBITDA, and serve as the primary finance partner to Accounting for the monthly close cycle.
• Produce the monthly MBR (Monthly Business Review), flash report, and supporting financial narrative for senior leadership, translating actuals vs. plan into clear stories and actionable recommendations.
• Collaborate with the Controller to ensure accuracy and alignment on actuals and variances vs. plan.
• Own the Master P&L model, the company's single source of truth for forecasting, scenario analysis, and AOP.
• Build, maintain, and evolve it as the business changes.
• Lead the Annual Operating Plan (AOP) process across all functions, including headcount planning, cost modeling, and revenue scenario builds.
• Drive 2-3 reforecasts throughout the year, surfacing risks and opportunities before they show up in actuals.
• Produce the quarterly Board of Directors Finance Addendum, including financial exhibits, variance analysis, and supplemental data packages reviewed by the CFO and CEO.
• Build the financial models and materials that support executive decision-making on product investment and cost savings strategies.
• Own and maintain Shippo's transaction readiness infrastructure, auditable P&L and balance sheet flat files, Looker cohort and retention views, AR/AP aging standardization, ensuring the company is 80%+ deal-ready at any given time.
• Serve as the internal financial lead for any M&A diligence process, managing the data room and coordinating with Legal, Accounting, and the CFO on financial workstreams.
• Partner with People Ops as the finance counterpart to headcount planning, managing req approvals and monthly HC reporting for the exec team and Board.
• Own the R&D and cross-functional HC scenario modeling tools used by the CTO and CMO, and maintain the financial view of headcount by department.
• Lead recurring software and infrastructure cost reviews (AWS, SaaS vendors) with technical and operational stakeholders to drive efficiency.
• Own vendor contract audits, identifying and actioning lapsed or suboptimal contracts.
• Build investment briefs, pro formas, and carrier/partner sizing models to support strategic decisions, including carrier economics, new product monetization, and geographic expansion.
• Partner with Revenue Operations and Sales Finance on go-to-market financial modeling.
• Drive improvements in FP&A tooling, data integrity, and financial systems to support scalable growth.

Requirements:

• 5+ years of experience in financial planning & analysis, corporate finance, or strategic finance, with at least 2 years in a high-growth technology or SaaS company.
• Investment banking, private equity, or M&A advisory background is a plus.
• Experience owning a full company or business unit P&L, not just a function or cost center, and navigating the ambiguity that comes with it.
• Exposure to transaction processes (M&A, capital raise, or strategic review) and familiarity with financial due diligence data packages.
• Expert-level financial modeling skills: multi-driver operating models, scenario and sensitivity analysis, and headcount planning models.
• Strong proficiency in NetSuite and at least one BI tool (Looker, Tableau, or Power BI).
• Comfort with Rippling or similar HRIS is a plus.
• Strong commercial instincts: you don't just explain the variance, you explain what it means for the business and what we should do about it.
• Highly organized and reliable - business partners, the CFO, and the CEO depend on you to get this right, on time, every time.
• Bachelor's degree in Finance, Accounting, Economics, or related.
• MBA, CFA, or CPA is a plus but not required.

Benefits:

• Healthcare coverage for medical, dental, and vision (90% covered by the company, incl. dependents).
• Pets coverage is also available!
• Take-as-much-as-you-need vacation policy & flexible working hours
• One week-long company wide winter slow down
• 3 Volunteer Days Off (VTOs)
• WFH stipend to set up your home office
• Charity donation match up to $100
• Dedicated programs, coaching, tools, and resources for your professional and career growth as well as an individual learning stipend for your personal and focused growth
• Fun team in person time through our Shippos Everywhere program which includes regular team and company off-sites throughout the year as well as local Shippos gatherings.