Director of Finance

🏒 Playbook · all 10 jobs
πŸ“ Remote Remote
πŸ“… Posted Oct 16, 2026 Β· via Lever
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Salary: $140-160K. With top performance, you are also eligible to become a shareholder in our company and earn equity.

Benefits: FREE employee-only medical coverage under one of our plans. FREE short-term disability and FREE life insurance coverage. Plus, a 4% employer match with our 401(k). Other incredible benefits HERE.

Location: Remote, anywhere in the continental U.S.

Reports to: CFO

Your Mission

Lead our financial and accounting operations, drive strategic planning, and build a scalable finance organization. As a key strategic partner to leadership, oversee FP&A, accelerate automation and technology integrations across financial systems, modernize budgeting processes, and build advanced data analysis and insight capabilities to transform transactional operations into a strategic growth engine.

Your Legacy

As Director of Finance, you will build a scalable, high-performing finance organization that transforms transactional accounting into a strategic growth engine. By accelerating automation across Playbook OS, NetSuite, Stripe, and Brex, achieving a repeatable 10-day monthly close, and deploying predictive scenario modeling and real-time dashboards, you will establish robust financial governance, drive departmental accountability, and ensure long-term audit and exit readiness.

Responsibilities
- Strategic Financial Planning & Analysis (FP&A) : Oversee long-term financial modeling, forecasting, and strategic decision support for leadership.

- Automation & System Integration : Accelerate automation and technology integrations across Stripe, NetSuite, Brex, and our proprietary internal operating platform, Playbook OS.

- Budgeting & Variance Reporting: Modernize annual budgeting and actual vs. budget reporting processes, targeting a monthly close within 10 days.

- Data Analysis & Insight Generation : Build advanced data capabilities to deliver actionable financial insights that empower department heads.

- Team Leadership & Organizational Scaling: Build, mentor, and scale a high-performing finance team capable of supporting rapid company growth.

- Accounting & Compliance: GAAP compliance, external audit management, tax strategy, and multi-entity/subsidiary consolidation.

- Treasury & Cash Management: Working capital optimization, free cash flow (FCF) forecasting, and cash buffer governance.

- Exit / M&A Readiness: Data room preparation, quality of earnings (QoE) readiness, and board/investor reporting.

Core Competencies and Qualifications
- 8–12+ years of progressive finance experience , blending foundational accounting/controllership rigor with high-growth strategic FP&A.

- Credentials : Bachelor’s degree in Finance, Accounting, or Economics required; CPA, CFA, or MBA strongly preferred.

- Systems Mastery: Proven track record administering and integrating NetSuite, high-volume payment processors (Stripe), and spend management platforms (Brex). Advanced SQL or BI dashboarding experience is a strong plus.

- Strategic & Operational Range : Ability to zoom out for board-level scenario modeling and zoom in to troubleshoot complex multi-entity reconciliations or ERP data flows.

- Executive Presence & Influence: A collaborative coach who translates complex financial data into clear operational narratives for non-finance leaders

Flights + hotels

This role requires you to be in remote Remote. If that means relocating or flying in, it is worth checking fares before you commit to a start date.

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