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Director, Finance & Strategy Remote

Remote / Online - Candidates ideally in
Vernon Hills, Lake County, Illinois, 60061, USA
Listing for: SITE Technologies
Remote/Work from Home position
Listed on 2026-07-14
Job specializations:
  • Finance & Banking
    Financial Analyst, Financial Reporting, Corporate Finance
Salary/Wage Range or Industry Benchmark: 180000 - 240000 USD Yearly USD 180000.00 240000.00 YEAR
Job Description & How to Apply Below

Working at SITE Technologies

We are building a best‑in‑class Finance & Strategy function, and this Director role is the cornerstone of that build. You will be the CFO’s primary partner and trusted #2, owning the financial planning and strategic finance engine of the company. You’ll work directly with the CEO, CTO, and CRO, drive our Series B financial narrative, and build the analytical infrastructure that turns data into decisions.

This is a high‑visibility, high‑autonomy role – but we want to be direct: this is not a purely strategic or managerial seat. The ideal candidate is equally comfortable building a detailed three‑statement model from scratch, pressure‑testing a unit economics assumption, or rolling up their sleeves on a complex business problem as they are presenting to the board or advising the executive team.

We also expect this person to be genuinely passionate about AI – using it extensively to increase your own velocity, automate recurring finance work, and help business partners across the company do the same.

What You’ll Do Financial Planning & Analysis
  • Own the annual plan and rolling forecast, including P&L, headcount, and cash flow modeling
  • Build and maintain SITE’s Long Range Plan (LRP) with scenario planning capabilities for strategic decision making and fundraising support
  • Lead the monthly close cadence in partnership with our accounting team, owning the management reporting package delivered to the CEO and board
  • Develop department‑level budgets with functional leaders and hold the business accountable to them
  • Lead the financial workstream for the Series B raise: investor‑ready model, KPI narrative, and data room preparation
Strategic Finance & Operations
  • Evaluate M&A, partnership, and market expansion opportunities through rigorous financial diligence and scenario modeling
  • Build out our SaaS Dashboard: ARR/ACV cohorts, GRR/NRR, CAC, LTV, gross margin by segment, Rule of 40, etc.
  • Drive pricing and packaging analysis across our SaaS and services offering, including unit economics by customer segment
  • Own the annual and quarterly planning process (OKRs, goal‑setting), maintain the finance/executive operating calendar, and ensure the leadership team stays coordinated on priorities and accountable to them
  • Act as go‑to for cross‑functional problem solving – taking on projects that don’t fit cleanly in one department
Data & Analytics
  • Data & Analytics is a separate function but we expect the candidate to be comfortable working with and manipulating massive amounts of data, not just waiting for an output
  • Partner with Data & Analytics to develop automated pipelines for recurring finance/sales/ops workflows, reducing manual effort and improving data quality
Requirements
  • An experienced finance leader with 6–10 years of progressive finance experience; a background in investment banking, management consulting, or corporate strategic finance is a strong plus, with at least 3 years in a SaaS or high‑growth startup environment
  • A genuine drive to build an AI native finance using best‑in‑class tools (Claude Code, Skills, Claude Excel, etc.) to meaningfully compress modeling, reporting, or analysis timelines
  • Deep fluency in (and passion of) SaaS metrics - ARR, NRR, CAC, LTV, Rule of 40
  • Strong financial modeling skills (3‑statement, long‑range, scenario, and cohort analysis)
  • Experience owning or co‑owning an FP&A function, not just contributing to one
  • Comfort operating as a generalist in a lean environment – you can write a board memo, build a model, and present to a CRO in the same week
  • Exceptional communicator who can distill complexity into crisp, actionable insight
The most successful candidates also have…
  • Experience at a company that went through a venture fundraise (Series A–C) and understands the investor diligence process
  • Familiarity with mixed SaaS/professional services business models and the gross margin and revenue recognition nuances they create
  • Exposure to revenue operations or GTM analytics (Salesforce data, pipeline modeling, commission plan design)
  • Prior experience managing or mentoring junior finance staff
What We Have To Offer
  • This position can be based in one of 18 States where SITE is an Employer ……
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