Director of Accounting

About the role

LinkSquares is a Boston-based, AI-powered CLM SaaS leader trusted by organizations like DraftKings, Manscaped, and Vivid Seats. We automate the contracting process for legal, finance, and HR teams, helping them save time, cut costs, and improve business outcomes. For more information, visit linksquares.com. Our Accounting & Finance organization is a detail-oriented, commercially driven group that turns transactional data into actionable business insight. We sit at the heart of LinkSquares' financial integrity, partnering closely with Revenue Operations, Sales, and senior leadership. We value a culture of continuous improvement, where we tackle compliance and optimize systems to build a scalable foundation for a rapidly growing AI-powered company. The Director of Accounting will serve as the senior-most accounting professional at LinkSquares and a central partner across the entire organization. You will ensure the integrity, accuracy, and timeliness of our financial records while serving as the internal architect of our financial tech stack. This is a high-visibility role with direct executive exposure and a seat at the table for strategic, cross-functional decisions that shape our future.

Responsibilities

• Lead the full-cycle operational accounting function, including the monthly close, annual audits, and the maintenance of a mature library of reconciliations and internal controls.
• Drive our "AI-in-accounting" strategy, building upon existing workflows (such as Claude-NetSuite integrations) to raise the bar on automation, accuracy, and analyst leverage.
• Lead annual financial statement audits with our Big 4 partner and coordinate federal/multi-state tax filings with external advisors to ensure full corporate compliance.
• Act as the internal expert on technical matters, authoring memos, adopting new guidance, and supporting 409(a) valuations.
• Collaborate with Sales and RevOps on complex contract structures and ASC 606 revenue recognition to ensure scalable application across our customer base.
• Own the financial tech stack (starting with NetSuite), managing integrated data flows from multiple tools and evolving our SOX-aligned control environment.
• Manage corporate banking relationships, monitor cash flow and runway, and oversee corporate expense policies.

Requirements

• 8-15 years of accounting experience, with at least 3 years in a leadership capacity-ideally within the B2B SaaS or high-growth tech space.
• Deep knowledge of US GAAP, specifically the hands-on application of ASC 606 and ASC 842. A CPA is strongly preferred.
• Strong proficiency as a NetSuite system owner; experience with SuiteBilling is a significant plus.
• A proven track record of leading annual financial statement audits and managing external tax engagements.
• A genuine interest in leveraging AI tooling to streamline finance operations. We don't expect you to have built an AI stack, but we want you to be excited about extending ours.
• The ability to translate complex technical accounting into plain language for non-financial partners and build strong cross-functional relationships.
• LinkSquares is an Equal Opportunity E mployer and does not discriminate based on any legally protected characteristics.

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