Senior Accountant, Finance Operations
About LeadSimple
LeadSimple builds software that helps property management companies manage sales and run their day-to-day operations. We care about clear communication, practical solutions, and owning the outcome.
About the role
We’re looking for a hands-on accountant to own our monthly close and keep our financial records accurate, current, and easy to understand. You’ll do the detailed work, follow discrepancies through to resolution, and give leadership a reliable view of the business each month.
Monthly accounting and reporting are the core of this role. You’ll also support a focused set of revenue operations tasks: keeping billing accurate, coordinating collections, preparing commission accruals, and making sure revenue data agrees across systems.
What you’ll own
Monthly close and financial reporting
• Run the monthly close from start to finish, with a clear checklist, timeline, and ownership for every step
• Prepare and post journal entries, accruals, and adjustments; maintain supporting schedules for revenue, deferred revenue, prepaid expenses, and other balance sheet accounts
• Reconcile bank, credit card, and balance sheet accounts; investigate discrepancies and resolve outstanding items
• Bring together accounts payable, accounts receivable, payroll inputs, and expense records so the books are complete and correctly categorized
• Prepare the monthly income statement, balance sheet, and cash flow reporting, with a concise explanation of material changes and unusual items
• Keep documentation organized and reviewable, and coordinate with internal partners and outside accounting support to get missing information and close on time
Light revenue operations
• Check customer billing against agreed terms and subscription changes; work with customer-facing teams to resolve errors
• Maintain visibility into overdue receivables and coordinate follow-up with the people who own the customer relationship
• Calculate and reconcile commissions and related accruals using approved compensation plans
• Reconcile billing and revenue records across operational systems and the general ledger, and flag inconsistencies in recurring-revenue reporting
Make the process better
• Document recurring work, reduce unnecessary manual steps, and build checks that catch problems before close
• Surface financial risks and data gaps early, with a practical recommendation for resolving them
What success looks like in your first 90 days
• You understand the accounting systems, recurring entries, revenue flows, and open reconciliation items
• You own a documented close calendar and deliver accurate monthly financials on an agreed schedule
• Key balance sheet accounts have clear supporting schedules, and unresolved items have an owner and a plan
• Billing, collections, and commission workflows have simple, repeatable checks
• Leadership can understand the monthly results and trust the numbers behind them
What you’ll bring
• Experience personally owning month-end close and preparing financial statements
• Strong working knowledge of accrual accounting, balance sheet reconciliations, and revenue recognition
• The ability to trace a number from the source transaction through the financial statements and explain what happened
• Confidence working in accounting software and spreadsheets, including reconciling data across systems
• Careful judgment with confidential information and a habit of maintaining clear documentation
• Crisp communication, dependable follow-through, and the initiative to solve problems without waiting to be asked
Especially useful
• Experience with B2B SaaS or another subscription business
• Familiarity with deferred revenue, recurring-revenue metrics, billing systems, and sales commission calculations
• Experience improving a lean accounting operation and working with outside accounting partners
Similar Jobs
What you need to know about the Boston Tech Scene
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories


