Insurance Accounting Jobs in Boston, MA (NOW HIRING)

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.

LinkSquares is seeking an enthusiastic, organized, and detail-driven Accounting Associate with a strong background in Accounts Receivable to join our Finance team. In this role, you will take ownership of the full invoice-to-cash cycle while supporting generalist accounting operations, month-end close activities, and audit processes. You will serve as the primary contact for our customers on all billing matters while gaining broad exposure to GAAP principles and operational accounting in a high-growth environment. This is a role for someone who wants to grow and build on their existing knowledge base.

• Lead the end-to-end invoice-to-cash workflow-generating and reviewing customer invoices, applying payments (ACH, Wire, Credit Card, Checks), and maintaining accurate data in NetSuite.
• Monitor outstanding balances, drive the dunning process, and partner with Sales, Legal, and Finance leadership to resolve complex invoice disputes with a high degree of professionalism.
• Serve as the primary point of contact for customer billing inquiries, resolving payment portal issues and providing balance summaries to ensure a seamless client experience.
• Own AR-related journal entries, prepare balance sheet reconciliations, and assist with general P&L accounting tasks to support a timely and accurate month-end close.
• Assist with annual financial audits by preparing schedules, maintaining documentation consistent with US GAAP, and working directly with external auditors.
• Assist in broader operational finance functions, including AP support, process documentation and systems integration checks (e.g., NetSuite, Bill.com).

Requirements

• 1+ years of proven accounting experience, with direct background in accounts receivable, billing, or collections (B2B SaaS experience is a plus).
• Bachelor's degree (BSc/BA) in Accounting, Finance, or a related field.
• Solid understanding of US GAAP principles, financial reporting, and month-end close processes.
• Strong proficiency in Microsoft Excel and general comfort with financial software. Experience with NetSuite, Carta, or Bill.com is highly preferred.
• Exceptional written and verbal communication skills with a natural eye for detail, accuracy, and strong organizing abilities.
• Interest in leveraging automation, AI, and modern software tools to optimize manual processes and scale workflow.

Compensation for this role includes an annual base salary between $60,000 to $80,000. 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.