Division CFO, Trilogy

Division CFO, Trilogy (Remote) - $400,000/year USD Be among the first 25 applicants. Join to apply for the Division CFO, Trilogy (Remote) – $400,000/year USD role at Crossover. Base pay range $200.00/hr – $200.00/hr You didn’t spend years in PE, IB, or Big 4 M&A just to rubber‑stamp budgets and polish slide decks. You’re here to design, challenge, and drive—transforming ambiguous strategy into airtight execution frameworks, not multi‑year forecasts that collect dust. You’ve honed the discipline of financial modeling in high‑pressure environments. Now you want to apply that expertise where it influences real operating decisions, not just pitch books. This role delivers that. Trilogy seeks a finance strategist with operational instincts and dealmaker precision: someone energized by uncertainty, accountable for results, and fluent in AI as an extension of their thinking. You’ll partner directly with founders and leadership to define the trajectory of SaaS or education businesses, constructing the financial infrastructure and decision frameworks that enable intelligent scaling, not bloat. If your ideal week involves dissecting a flawed business case, reconstructing it with phased milestones and KPI safeguards, and delivering a memo that resets the executive conversation, this is your opportunity. You won’t oversee 30‑person departments. You won’t micromanage spend. You won’t wait years to see impact. You’ll drive strategy with velocity, discipline, and AI‑augmented rigor, and your contributions will redirect ventures that are redefining industries. What You Will Be Doing Constructing and maintaining 3‑statement models with transparent drivers, integrated ERP data flows, and AI‑powered scenario analysis. Delivering complete investment packages—models, sensitivity frameworks, and board‑ready documentation—within 72 hours. Stress‑testing CAC, retention, pricing, utilization, and other performance levers to sharpen clarity and expose critical assumptions. Transforming weak business plans into structured, trackable execution roadmaps supported by KPI controls. Managing and evolving live financial infrastructure that enables real‑time decision‑making across SaaS and education portfolios. What You Won’t Be Doing Executing month‑end close, managing audits, or focusing on compliance—this isn’t a controller or FP&A management position. Building or mentoring large teams—you influence through deliverables, not org charts. Producing presentations that languish unused—every proposal must rest on robust models, validated assumptions, and actionable decision paths. Settling into routine—this environment is fast‑paced, AI‑native, and intentionally ambiguous. Waiting for approval to challenge the status quo—your mandate is to interrogate strategy and elevate its quality and speed. Division CFO Key Responsibilities Design and manage an AI‑enabled financial infrastructure that powers high‑stakes investment decisions, sustainable growth, and operational precision across rapidly scaling SaaS and education ventures. Basic Requirements 5+ years in PE, IB, or Big 4 M&A/Corporate Finance (excluding audit/tax), with hands‑on experience in deal modeling, client/board engagement, and investment decision support. CPA, ACA, ACCA, CFA, CIMA, or MBA, with strong command of US GAAP/IFRS and integrated financial statements. Prior hands‑on experience with enterprise‑grade ERP platforms (e.g., NetSuite, Oracle, SAP). Proven use of AI as a modeling partner for scenario planning, research, memo creation, and workflow automation. Established history of delivering models and board‑level recommendations with speed, refinement, and strategic insight. Based within UTC‑8 to UTC+3 time zones. Nice‑to‑Have Requirements Familiarity with SaaS or EdTech business models. Experience designing financial systems, not just operating within them. Background in ambiguous, founder‑led settings with fluid scope and direct communication cultures. About Trilogy Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for three things: relentlessly seeking top talent, innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer‑facing designs. Our incubation of new businesses ranges from entirely new moon‑shot ideas to re‑architecting existing projects for today’s modern cloud‑based stack. Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds. There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you Working with us This is a full‑time (40 hours per week), long‑term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $200 USD/hour, which equates to $400,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult for more details on this topic. Crossover Job Code: LJ-3652-AU-Sydney-GroupChiefFina.066 Seniority level Executive Employment type Full‑time Job function Business Development, Finance, and Engineering Industries Accounting, Financial Services, and IT Services and IT Consulting #J-18808-Ljbffr