Role: Director of Finance & Operations. Level: Senior (member of the leadership team). Reporting To: CEO. Location: Chicago, IL.Overview: Clearbox Decisions (Cloverpop) is transforming enterprise decision-making via its Decision Intelligence platform. The Director of Finance & Operations will establish and lead the finance function and scale critical operations across the company (HR, strategic planning, etc.), working closely with executive leadership, the board, and investors.Your Impact: Foundational leader for finance and operations, driving processes and reporting for strategic planning, go-to-market, and talent strategies.Responsibilities (selected):Strategic:- Advise CEO on strategy, capital deployment, and risk; represent Finance/HR/Operations on leadership team.- Own budgeting, financial planning, long-range modeling; investor relations; board reporting; company performance reporting.Finance & Accounting:- Direct accounting operations (GL, AR, AP, payroll, reporting); develop policies to GAAP; oversee audits, tax, insurance.- Manage contract-to-invoice, AR/AP; oversee function vendors; manage equity/options via Carta.Commercial:- Participate in pricing/negotiations; develop pricing strategy; ensure MSAs and agreements; drive gross margins; oversee bookings/ARR; manage commissions; evaluate partnerships.HR:- Oversee HR policy, compensation and recruiting strategy; define levels/pay bands; hiring approvals; onboarding/performance/engagement; support personnel matters; recruit HR lead when appropriate.Skills and Qualifications (selected):- Accounting designation and/or Master’s in Accounting/Finance/Business; 5–7+ years progressive financial management.- Start-up experience preferred; SaaS/Analytics/AI a plus; strong problem solving, communication, and solution knowledge.Benefits: Competitive Salary; Equity Stock Options; Unlimited PTO; Remote work OK; Health insurance (vision, dental) and 401K.