Billing Operations & Accounts Receivable Specialist

Role Summary
We're hiring a detail-driven Billing Operations & AR Specialist to own the full billing-to-collections cycle for a growing NEMT software company. This is a finance-focused role — not a 50/50 administrative position. Your time goes entirely to billing accuracy, getting invoices out the door, collecting what's owed, keeping the books clean, and driving the projects that make all of that run more smoothly. You'll work closely with the finance leadership, the AR team, and cross-functionally with engineering, customer success, and the systems team as we modernize our billing infrastructure.

What You’ll Do
Billing, Invoicing & Collections
• Own the monthly billing run end-to-end: generate, review, and issue customer invoices accurately and on schedule.
• Validate invoices against source data before they go out — catch pricing, date-range, duplicate-trip, and payer-configuration errors before the customer does.
• Manage accounts receivable and lead collections: track aging, follow up on outstanding balances, and drive down days-sales-outstanding (DSO).
• Process and reconcile payments, including handling voids, credits, refunds, and disputes.
• Maintain clean, reconciled AR records — cross-reference void/cleanup data so that voided or deleted invoices never linger as "unpaid."
• Serve as the point of contact for customer billing questions and disputes, partnering with customer success where needed.

Accounting & Bookkeeping Support
• Support month-end close: assist with revenue recognition, AR reconciliation, and tying out billing data to the general ledger.
• Perform bank and payment-processor reconciliations.
• Maintain accurate financial records and keep AP/AR processes running cleanly day to day.
• Help prepare schedules and supporting documentation for the finance team, fractional controller, and external accountants/auditors.
• Assist with sales-tax and exemption-certificate tracking and other recurring compliance tasks.

Billing Project Management & Process Improvement
• Project-manage billing initiatives — from migrations and system changes to new payment-rail rollouts — keeping timelines, stakeholders, and checklists on track.
• Document and continuously improve billing and collections workflows (SOPs, runbooks, controls).
• Partner with engineering and systems owners on billing-platform issues, testing, and data integrity.
• Build and maintain simple reporting on billing KPIs (AR aging, DSO, collection rate, billed vs. expected revenue) for finance leadership.
• Identify and close gaps between systems — e.g., expected-but-unbilled revenue or invoice timing mismatches.


What We’re Looking For
Required:
• 3+ years in billing, accounts receivable, collections, or a similar finance operations role.
• Strong spreadsheet skills (Excel/Sheets) and comfort working with large invoice/transaction exports.
• Demonstrated accuracy with numbers and a habit of reconciling before trusting raw data.
• Experience owning a recurring billing or invoicing cycle and managing collections directly.
• Clear written communication for customer-facing billing conversations.
• Highly organized, able to manage multiple billing projects and deadlines independently.

Nice to Have:
• Experience with SaaS or subscription billing, and/or healthcare/NEMT or other payer-based billing.
• Familiarity with billing platforms, Stripe (Billing/Connect), Salesforce, and QuickBooks or similar accounting software.
• Exposure to a billing-system migration or finance-process buildout.
• Bookkeeping coursework or progress toward a relevant certification.

How to Apply:
Please submit your application here with a direct link to your CV/Resume.
Important: To demonstrate your attention to detail, please include your favorite color in the subject line of your application message.

Note: Applications without a CV link and the correct subject line will not be considered.