Location: San Francisco Bay Area (Hybrid)

Reports To: CEO

Company: Crosschq

Crosschq is building the future of Hiring Intelligence. We help companies measure and improve Quality of Hire using AI-driven insights across reference checking, assessments, interviews, and hiring analytics. We serve hundreds of customers and are scaling rapidly as we evolve into a comprehensive AI-first platform.

We are seeking a Controller, Director of Finance to partner directly with the CEO to drive financial discipline, operational rigor, and strategic clarity as we scale.

This is a highly hands-on leadership role that combines Controller ownership with FP&A and strategic finance exposure. You will own the financial backbone of the company, including accounting operations, forecasting, cash management, and post-acquisition integration.

We are building an AI-first finance function. We expect this leader to challenge traditional workflows and rebuild them using modern tools and automation.

This role is ideal for someone who wants to step into a future CFO track while staying close to the details.

• Own the full accounting function and monthly close
• Ensure GAAP compliance and audit readiness
• Establish strong internal controls and financial processes
• Manage external auditors, tax, and compliance
• Improve financial systems and reporting infrastructure
• Own cash management and short-term liquidity planning

• Own billing accuracy and invoicing processes across all products
• Drive accounts receivable and collections performance
• Reduce DSO and improve cash conversion cycle
• Partner with Sales and Customer Success to improve collections outcomes
• Implement clear reporting on aging, renewals, and payment risk

• Own budgeting, forecasting, and financial modeling
• Maintain integrated financial model (P&L, cash flow, balance sheet)
• Drive visibility into ARR, NDR, CAC, LTV, gross margin, burn, and runway
• Partner with Sales on pipeline and revenue forecasting
• Build KPI dashboards and improve operating discipline

• Lead financial integration of acquisitions (systems, reporting, processes)
• Align revenue recognition, billing, and reporting across entities
• Identify cost synergies and operational efficiencies
• Build unified financial reporting across the combined company

• Leverage AI tools to automate reporting, forecasting, and financial workflows
• Evaluate and implement modern finance stack (ERP, billing, FP&A, analytics)
• Use AI to improve forecasting accuracy, anomaly detection, and collections prioritization
• Drive efficiency by reducing manual processes and increasing real-time visibility
• Partner with Product and Data teams to align financial and operational data models

• Partner directly with CEO on financial planning and key business decisions
• Support board reporting, investor materials, and financing processes
• Build scenario models across growth, hiring, and investment priorities
• Support M&A evaluation and financial diligence

• 5–7 years of finance experience with exposure to both accounting (controller) and FP&A
• Experience in a high-growth SaaS or technology company preferred
• Strong understanding of accounting fundamentals and financial operations
• Fluency in SaaS metrics (ARR, retention, CAC, burn, runway)
• Experience improving AR, collections, and cash flow discipline
• Experience with modern finance tools and interest in leveraging AI in finance workflows
• Experience supporting audits, board reporting, or financing processes a plus
• SF Bay Area based preferred

• Highly detail-oriented operator who takes ownership end-to-end
• Strong financial and accounting foundation
• Systems thinker who leverages tools and automation to scale
• Curious and proactive about using AI to improve workflows
• Comfortable being hands-on while building for scale
• Clear communicator who can work directly with CEO and leadership team

• Clean, audit-ready financials and efficient monthly close
• Measurable reduction in DSO and stronger collections discipline
• High-confidence forecasts with increasing automation
• Reduced manual work through AI-driven workflows
• Successful integration of acquisitions into a unified financial structure
• Scalable, modern financial systems that support growth

This role will build and run the financial engine of Crosschq. You will ensure the company operates with discipline while leveraging modern tools and AI to move faster and smarter.

This is a path-to-CFO role for a high-potential leader.