Senior Accountant

Position Summary

Ajax Health is seeking a highly motivated and detail oriented Senior Accountant to own the day to day accounting, payables, and compliance function across our management company and a group of portfolio companies. This is a hands on role with real ownership: the Senior Accountant runs multi entity accounts payable end to end, manages a recurring calendar of tax and regulatory filings, administers the purchase order process, and takes on a growing share of month end close, reconciliation, and financial reporting work.

Our portfolio companies are entrepreneurial, growth stage businesses where priorities evolve quickly and lean teams work across traditional functional boundaries. The ideal candidate is comfortable both executing the work and owning the outcome, operating independently without extensive infrastructure or layers of support. We also expect this role to work smarter, not just harder. Ajax Health uses AI tools, including Claude, across the finance function, and we are looking for someone genuinely curious about applying them to accounting work. The specific portfolio companies supported by this position may evolve over time based on business needs.

Essential Responsibilities

Accounts Payable and Disbursements

• Own the full accounts payable cycle across multiple legal entities, including invoice intake, entry, coding, approval routing, payment, and recordkeeping, primarily in Ramp and Bill.com.
• Act as approver and processor for expense reports across all entities and administer the expense platforms (Expensify, Ramp), including approval hierarchies, user setup, and the accounting system sync.
• Manage vendor onboarding and maintenance, including W-9 collection, banking detail verification, and completion of credit applications and new vendor forms.
• Maintain recurring payments for rent and other fixed obligations, monitor AP aging, resolve vendor and statement discrepancies, and support short term cash disbursement forecasting.

Purchasing and Purchase Orders

• Review purchase requests and supporting quotes, confirm budget alignment, route requests above established approval thresholds to the appropriate approver, and prepare and issue purchase orders to requesters.
• Maintain purchase order numbering and documentation by entity, and match invoices to purchase orders and receiving documentation, investigating and resolving variances.

Tax, Regulatory, and Compliance Filings

• Own the compliance calendar and ensure each obligation is filed accurately and on time, including multi jurisdiction sales and use tax returns on quarterly and annual cycles, Secretary of State and Delaware annual filings, and municipal business license renewals.
• Prepare and file annual Form 1099 reporting, including vendor data validation and reconciliation of reportable payments.
• Prepare exemption certificates, reduced tax rate forms, and similar documentation as needed.
• Support annual audits, tax provision work, and other external reporting requirements by preparing schedules and coordinating with external auditors and advisors.

Close, Reconciliation, and Reporting

• Prepare and post journal entries, including accruals, prepaid expenses, fixed assets, and cross entity allocations, and perform balance sheet account reconciliations, investigating and resolving discrepancies.
• Support the monthly, quarterly, and annual close for the management company and assigned portfolio companies, and prepare financial statements and supporting schedules for review by finance leadership.
• Assist with cash forecasting, budget to actual reporting, and financial analysis that supports business decision making.
• Coordinate with payroll, HR, and external providers, including the company’s PEO, to ensure payroll, benefits, and other employee related expenses are recorded accurately.

Process and Technology

• Use Excel and AI tools, including Claude, to accelerate recurring work such as data cleanup, reconciliation, document review, and process documentation, verifying output against source records before it is relied on.
• Identify manual, repetitive, or error prone steps in the accounting and payables workflow and implement better approaches, and document procedures so processes are repeatable and not dependent on any single individual.

Qualifications

• Bachelor’s degree in Accounting, Finance, or a related field required.
• 5+ years of progressive accounting experience, including hands on ownership of accounts payable and general ledger activity across multiple legal entities.
• Strong knowledge of U.S. GAAP and fundamental accounting principles.
• Proficiency with QuickBooks (Desktop and Online) and with AP or spend management platforms such as Ramp, Bill.com, and Expensify.
• Advanced Excel skills.
• Comfort using AI tools such as Claude, ChatGPT, or Copilot, along with sound judgment about where they are and are not appropriate, including verifying output against source documentation and handling confidential financial information in line with company policy.
• Demonstrated ability to learn new systems quickly and independently, and a track record of improving or streamlining a process rather than executing one as inherited.
• Ability to track and meet a high volume of recurring deadlines across multiple entities with limited oversight.
• Demonstrated discretion and sound judgment handling confidential financial information, including system credentials and banking details.

Preferred Qualifications

• Experience in a startup, emerging growth, or other fast paced environment with a lean finance team.
• Experience supporting financial audits.
• Experience participating in a system implementation, migration, or automation project.

Key Attributes for Success

• Hands on and accountable: Owns routine transactional work and more complex projects alike, and follows them through to completion.
• Organized and deadline driven: Runs a recurring compliance and close calendar reliably, understanding that a missed filing has real consequences.
• Curious about tools: Reaches for Excel, AI, and system capabilities to work better and faster, and treats learning a new platform as part of the job.
• Resourceful and adaptable: Investigates issues, finds solutions, and shifts priorities as the needs of the portfolio companies evolve.
• Collaborative and detail oriented: Communicates effectively across functions and companies while maintaining a high standard of accuracy.