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Syllo

Director of Strategic Finance & SaaS FP&A

Posted Yesterday
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In-Office or Remote
Hiring Remotely in New York, NY
Senior level
In-Office or Remote
Hiring Remotely in New York, NY
Senior level
Lead FP&A and strategic finance for a high-growth B2B SaaS company. Own planning, rolling forecasts, integrated financial models, SaaS metrics, pricing, unit economics, GTM finance, and investor reporting. Partner with Sales, Rev Ops, Accounting, and Data to model scenarios, support deal desk, analyze pipeline, and drive fundraising diligence. Promote automation and deliver actionable insights to inform hiring, pricing, and cash runway decisions.
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Director of Strategic Finance & SaaS FP&A

Location: Remote (U.S.)

Employment type: Full-time

Industry: Artificial intelligence / legal technology

Reports to: Head of Finance

About us

We are a fast-growing startup in the B2B legal AI space, building software that reshapes how litigation teams work.

About the role

You will own FP&A and strategic finance for a high-growth B2B SaaS company. You will report directly to the Head of Finance and partner closely with Sales, Rev Ops, Accounting, Data and Ops. The role covers company planning and forecasting, GTM finance, SaaS metrics, pricing and unit economics, and ad hoc analysis.

We are looking for someone who has helped scale a SaaS business from the inside and can bring proven operating practices into a startup environment. You should be able to define the analysis, find the right data, build the model, explain the result, and help the business act on it.

Rev Ops owns GTM systems and operating processes; Accounting owns the close and technical accounting. This role owns the financial analysis, planning, and decision support that connects those functions to the company forecast.


What you'll doOperating model and planning
  • Own FP&A, including the rolling forecast and integrated financial model for ARR, revenue, headcount, cloud spend, operating expenses, burn, cash runway, and the three financial statements.
  • Own the annual plan, monthly reforecast, department budgets, and budget-versus-actual reporting.
  • Partner with department leaders on forecast assumptions, spending decisions, and variance follow-up.
  • Build scenario and sensitivity analyses for hiring pace, pricing changes, sales performance, and fundraising timing.

GTM partnership
  • Partner with Sales and Rev Ops on quota and capacity planning, ramp assumptions, rep productivity, and commission economics.
  • Support the design of variable compensation plans; model cost, attainment, and incentive effects.
  • Analyze pipeline, conversion, sales cycle, and win rates by segment and stage. Translate funnel performance into bookings, ARR, and revenue forecasts.
  • Partner with Rev Ops on data definitions and reporting from CRM through billing. Reconcile bookings and billings to the financial forecast; partner with Accounting on the tie-out to recognized revenue.
  • Support Deal Desk and Sales on non-standard terms, discounts, multi-year structures, and margin impact.
  • Model customer acquisition economics by segment, including ramp, productivity, sales cycle, win rates, cost of sale, and CAC payback.

SaaS metrics and unit economics
  • Own financial SaaS KPI reporting, including the ARR bridge, net and gross revenue retention, ACV and deal-size mix, CAC payback, LTV/CAC, magic number, burn multiple, and Rule of 40.
  • Model gross margin by product, segment, and customer, including AI inference, compute, and other cloud and software costs.
  • Analyze pricing and packaging economics. Build ROI and savings models that Sales can use in live deals.
  • Analyze customer usage data and connect it to expansion, renewal, pricing, gross margin, and forecast assumptions.

Reporting
  • Build the financial and KPI sections of management reports and investor updates.
  • Support fundraising and diligence with well-organized data rooms, clear analyses, and defensible assumptions and forecasts.
  • Partner with Accounting on close outputs, accrual inputs, forecast-to-actual tie-outs, and reporting accuracy.
  • Deliver monthly budget-versus-actual and forecast variance analysis, with clear explanations of the drivers.
  • Promote automation across all systems and processes.

What we're looking for
  • 7+ years in FP&A or strategic finance, including significant experience in high-growth B2B SaaS.
  • Hands-on experience helping scale a venture-backed B2B SaaS company, ideally through the Series B/C or 100-500 employee stage.
  • Experience in a larger or public-company finance organization is a plus; we value candidates who have seen mature planning, reporting, and control processes.
  • Experience modeling AI or LLM infrastructure costs and their impact on gross margin is strongly preferred.
  • Strong GTM finance experience across sales forecasting, capacity planning, sales compensation, pricing, and pipeline analysis.
  • Rev Ops fluency, including CRM data structures, funnel metrics, and the systems that connect sales activity to bookings, billings, and revenue.
  • Practical experience with B2B contract structures: annual and multi-year commitments, usage tiers, renewal timing, and expansion mechanics.
  • Expert Excel and Google Sheets modeling skills.
  • Experience working with an ERP or accounting system such as NetSuite or QuickBooks Online and a CRM such as Salesforce or HubSpot.
  • Working knowledge of SaaS accounting concepts, including deferred revenue, ASC 606, bookings versus billings versus revenue, and cash versus accrual timing.
  • Bachelor's degree in finance, economics, accounting, mathematics, or a related field, or equivalent experience.

How you work
  • Learn quickly and get to the underlying business question.
  • Work independently. Scope the analysis, find the data, build the model, test the assumptions, and return with an answer and recommendation.
  • Work well across Finance, Sales, Rev Ops, Accounting, Data, and other operating teams.
  • Communicate clearly in writing and verbally. Explain assumptions, analysis, and recommendations to both finance and non-finance audiences.
  • Comfortable with ambiguity, incomplete data, and shifting priorities in a fully remote, high-growth startup.
  • Strong systems skills. Comfortable working across spreadsheets, CRM, ERP, billing, BI, cloud infrastructure and system of record.

Why join us
  • Own the numbers that shape how a fast-growing AI company spends, prices, and sells.
  • Report directly to the Head of Finance and partner closely with Sales and Rev Ops leadership.
  • Build the FP&A function rather than inherit it.
  • Fully remote culture, flexible work environment, and collaborative team.
  • Competitive salary, equity participation, and 401(k) plan.
  • Paid time off and holidays.

Compensation range

$190,000-$240,000 annually, plus equity. Salary is based on relevant experience, education, and skill level.


United States - Remote Pay Range
$190,000$240,000 USD

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