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Playbook

Director of Finance

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Remote from
USA
Salary
USD 140k–160k / yr
Department
Finance & Accounting
Employment
Full Time
Experience
Director
Published
Apply before
19 Nov 2026
Listing views
22
Application actions
0
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AI Summary

The role, at a glance.

Playbook is seeking a Director of Finance to lead strategic finance, accounting operations, FP&A, treasury, and financial governance. The role partners directly with the CFO and leadership team to modernize budgeting, forecasting, reporting, and monthly-close processes. It requires hands-on expertise integrating financial systems such as NetSuite, Stripe, Brex, and internal operating platforms while building a scalable finance team. The director will also support audit, tax, multi-entity consolidation, board reporting, and exit or M&A readiness. This is a remote, full-time leadership role for candidates located in the continental United States.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

5/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a senior, broad-scope finance leadership role spanning controllership, FP&A, systems transformation, and strategic transaction readiness. Success requires both executive-level judgment and the ability to resolve detailed accounting, reconciliation, and data-flow issues.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Market rate
$150,000
US market range (per year)$145k–$185k
AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. The employer discloses a salary range of $140,000–$160,000 USD. The yearly period is inferred from the senior full-time U.S. finance leadership context and the stated compensation scale. A reasonable estimated U.S. market range for a Director of Finance with this blend of FP&A, controllership, systems, and strategic responsibilities is $145,000–$185,000 per year.

Core skills

Skills and capabilities most closely associated with this opportunity.

Financial planning and analysisStrategic financial modelingBudgeting and forecastingGAAP complianceNetSuiteStripeBrexFinancial systems integrationMulti-entity consolidationTreasury managementCash flow forecastingVariance analysisFinancial reportingSQLTeam leadership
Sample interview questions
How would you establish a reliable 10-day monthly close process in a multi-entity organization?

I would first map the current close calendar, dependencies, reconciliations, and approval bottlenecks. I would standardize account ownership, automate recurring reconciliations and journal entries where appropriate, define materiality thresholds, and publish a close checklist with daily status reporting. I would then track close-cycle metrics and address root causes each month until the process is predictable.

Describe your approach to integrating NetSuite with Stripe and a spend-management platform such as Brex.

I begin with the target chart of accounts, entity structure, data ownership, and required reporting outputs. I validate transaction mappings, cut-off rules, revenue recognition implications, approval workflows, and exception handling before implementation. After testing reconciliations between source systems and the general ledger, I establish monitoring controls and documented operating procedures.

How do you translate financial analysis into decisions for non-finance department leaders?

I focus on the operational question rather than presenting raw financial detail. I use concise dashboards and scenarios that connect key drivers such as headcount, pricing, utilization, or spending to cash flow and plan variance. I clearly state the decision required, the trade-offs, and the recommended action.

What would you prioritize to prepare a company for an audit, quality-of-earnings review, or potential transaction?

I would prioritize clean and timely financial statements, documented accounting policies, balance-sheet reconciliations, revenue support, entity-level reporting, and a well-organized data room. I would also assess control gaps, normalize nonrecurring items, validate key metrics, and ensure management can explain historical variances and forward-looking assumptions.

How would you improve forecasting accuracy while preserving speed in a high-growth environment?

I would create a driver-based forecast that uses a manageable number of operational inputs linked to revenue, costs, headcount, and cash. I would compare forecast assumptions with actual performance monthly, maintain base, upside, and downside scenarios, and update the model when leading indicators change. The goal is not false precision; it is timely, decision-useful visibility into the company’s likely outcomes.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
Opportunity details

About this role.

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

Compensation

Additional Information

Our Core Values:

Playbook’s culture is based on a shared respect for our lived values HERE. Fit with our values is a critical component of our hiring process, and you and all of our colleagues are expected to live our core values in interactions with team members, customers, and stakeholders. An assessment of how you have exhibited our values is also an important part of your performance review process.

Our Commitment To You:

Playbook is committed to building a team that represents a variety of backgrounds, perspectives, and skills. We know the more inclusive we are, the greater our impact will be!

A Quick Note About Salaries:

We list salaries based on a few key factors. These include location-specific budgets, market trends, team size, and the scope of the building. Since we’re a national company working with office properties of all shapes and sizes, the listed salary is tailored specifically to this role and may differ from similar-titled roles on our Careers Page. Curious or want to chat more about it? We promise to be open and transparent about these details throughout our interview process.

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This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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