Senior Order to Cash Analyst
$87k - $131k • Remote • Chicago • FullTime
Posted 13d ago
Job Location
Chicago
Remote Work Policy
Fully remote
Employment Type
FullTime
Categories
Applied AI Engineer
About the job
Harvey is transforming how legal and professional services operate by combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise. This role is a hands-on billing and order-to-cash specialist who will ensure our usage-based and subscription billing is accurate, scalable, and tightly controlled as the company grows. You will be responsible for turning complex metered usage, pricing constructs, and deal structures into clean, reconcilable invoices and will be a key partner to Finance, Revenue Operations, Sales, Customer Success, Legal, and Systems teams on anything that touches billing, collections, and quote-to-cash execution. This is an ideal opportunity for someone analytical, detail-obsessed, and excited to help build modern billing operations for a high-growth AI company.
Responsibilities
- Own day-to-day billing operations, including generation, review, and release of invoices for usage-based and subscription customers.
- Reconcile usage, pricing, and billing data across multiple systems to ensure completeness, accuracy, and alignment with signed commercial terms.
- Investigate and resolve billing discrepancies, credit and rebill scenarios, and exceptions.
- Support month-end and quarter-end close by preparing billing reconciliations, variance analyses, and supporting schedules.
- Design, document, and maintain standard operating procedures, controls, and checklists for key billing workflows.
- Partner with systems and data teams to improve and automate quote-to-cash workflows, including data quality checks, exception reporting, and dashboarding for billing KPIs.
Requirements
- 3–6+ years of experience in billing operations, revenue operations, order-to-cash, accounts receivable, finance operations, or a closely related function in B2B SaaS or technology.
- Demonstrated experience working with high-volume or complex billing flows (e.g., usage-based, tiered pricing, multi-entity, or multi-currency) and reconciling data across systems.
- Strong analytical and Excel/Google Sheets skills (comfort with lookups, conditional logic, pivots, and large data sets).
- Familiarity with CRM and ERP/billing platforms.
- Proven track record of improving or implementing billing processes, controls, or automations.
- High attention to detail, strong operational rigor, and ability to manage multiple deadlines while maintaining accuracy.
- Clear, concise communication skills and comfort working cross-functionally with technical and non-technical stakeholders.