Director - Accounting

About the Role

We’re hiring a high-impact, hands-on Director of Accounting to lead Ditto’s Accounting function through our next stage of growth. This is a critical leadership role reporting directly to the VP of Finance and sitting at the intersection of controllership, finance operations, and technical accounting.

You’ll step into a fast-moving environment with clear short-term priorities and a long-term opportunity to build a best-in-class function. You’ll own our GAAP roadmap, scale internal systems, manage external vendors, and build a high-performing team that embodies operational excellence and a ‘customer first’ focus.

What You’ll Own

Near-Term (2025)

• Fully in-house all core accounting operations, transitioning away from outsourced bookkeeping

• Build and reshape the accounting team to support Series C readiness

• Own our financial systems stack (Ramp, Bill.com, Zip, Navan, QBO)

• Complete GAAP restatement work and technical accounting changes (ASC 606, equity, software capitalization)

• Select and onboard our first external audit firm (targeting July 2026 audit start)

• Lead monthly close cadence, achieving a 10 working day close timeline

Medium-Term (2026)

• Lead Ditto’s first external audit and own ongoing audit readiness processes

• Select and implement a new ERP system to replace Quickbooks

• Help evaluate and potentially implement a billing system for a high customer volume, self-service GTM motion

• Establish a lightweight, risk-based internal controls framework, laying the foundation for future SOX-readiness

• Drive automation, AI adoption, and scalable policy frameworks across all accounting operations

Ongoing

• Serve as a trusted advisor for the VP of Finance, advising on material transactions, strategic initiatives and commercial deals

• Build strong relationships, and partner cross-functionally with Legal, FP&A, GTM, Engineering & Product teams

• Drive change effectively by employing strong, clear and thorough communication; change management is well thought through, and future needs are considered and accounted for in solutions proposed

• Foster a culture of business partnership and customer service within the Accounting team

What We’re Looking For

We're seeking an experienced and adaptable accounting leader who thrives in high-growth environments and knows how to balance technical depth with business pragmatism. The ideal candidate is equally comfortable rolling up their sleeves to close the books as they are building scalable processes and mentoring a team.

Key qualifications:

• CPA strongly preferred — with deep understanding of U.S. GAAP and technical accounting standards

• 10+ years of progressive accounting experience, including 2+ years in a leadership role at a high-growth tech or SaaS company

• Public accounting background (Big 4 audit experience strongly preferred) with exposure to technology clients

• Proven experience leading or materially contributing to:

  • ASC 606 revenue recognition

  • Equity and stock-based compensation accounting

  • Capitalized software and internal-use software standards

• Demonstrated success owning or supporting financial statement audits (external, or IPO readiness)

• Experience designing, implementing, or operating within a scalable internal control framework

• Strong systems orientation: experience with ERP platforms (NetSuite preferred), QBO, Ramp, Bill.com, Zip, Navan; ERP implementation experience is a strong plus

• Ability to balance detail and strategy: zoom in on reconciliation quality and documentation, while zooming out to lead process design and team growth

• Excellent written and verbal communication skills — clear, concise, and confident with executive audiences

• A leadership style rooted in collaboration, ownership, and continuous improvement

• Comfort working cross-functionally with FP&A, Legal, GTM, and Technical teams — you see Accounting as a partner to the business

• Curiosity and initiative — you proactively spot gaps, propose solutions, and drive action

Why Ditto?

• Remote-first culture built on trust and autonomy

• Clear executive support for Finance & Accounting investment

• Real opportunity to build from the ground up, not just maintain

• High-impact role in a company scaling fast and solving deep technical challenges

• A chance to drive automation and AI-forward thinking across all accounting operations