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Director of Accounting

LinkSquaresBoston, Massachusetts

$130,000 - $190,000 / year

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Overview

Schedule
Full-time
Education
CPA
Career level
Executive
Remote
On-site
Compensation
$130,000-$190,000/year
Benefits
Health Insurance
Dental Insurance
Vision Insurance

Job Description

About the company:

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.

About the team:

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.

About the role:

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.

Compensation for this role includes an annual base salary between $130,000 to $190,000. The estimated compensation range listed in this job posting reflects base salary only. This role may include additional forms of compensation such as a bonus.  LinkSquares takes into consideration a number of factors when determining an employee’s starting salary, including work location, job-related skills, and relevant education, experience and training. The recruiter assigned to this role will share more information about the specific compensation and benefit details associated with this role during the hiring process. 

Candidates are eligible to participate in the company’s benefit programs. LinkSquares’ benefits include but are not limited to medical, dental, and vision insurance, 401k retirement plan with a company match, equity awards (a new hire grant, along with opportunities for additional awards throughout your tenure), flexible paid time off, generous parental leave, life and disability insurances and more.

LinkSquares is an Equal Opportunity Employer and does not discriminate based on any legally protected characteristics.

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FAQs About Director of Accounting Jobs at LinkSquares

What is the work location for this position at LinkSquares?
This job at LinkSquares is located in Boston, Massachusetts, according to the details provided by the employer. Some roles may also include multiple work locations depending on the requirement.
What pay range can candidates expect for this role at LinkSquares?
Candidates can expect a pay range of $130,000 and $190,000 per year.
What employment applies to this position at LinkSquares?
LinkSquares lists this role as a Full-time position.
What experience level is required for this role at LinkSquares?
LinkSquares is looking for a candidate with "Executive" experience level.
What education level is required for this job?
The education requirement for this position is CPA. Candidates with relevant qualifications or equivalent experience may also be considered.
What benefits are offered by LinkSquares for this role?
LinkSquares offers following benefits: Health Insurance, Dental Insurance, Vision Insurance, Disability Insurance, Life Insurance, Parental and Family Leave, Flexible/Unlimited PTO, and 401k Matching/Retirement Savings for this position. Actual benefits may vary depending on the employer's policies and employment terms.
What is the process to apply for this position at LinkSquares?
You can apply for this role at LinkSquares either through Sonara's automated application system, which helps you submit applications 10X faster with minimal effort, or by applying manually using the direct link on the job page.