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Harvey —Chicago, IL
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senior billing analyst jobs near chicago, il

Senior Order to Cash Analyst

Harvey -
Chicago, IL

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Job Details

Full-time
$87,400 - $131,000 a year
14 days ago

Benefits

Health insurance
Dental insurance
Paid time off
401(k) 4% Match
Vision insurance
401(k) matching

Qualifications

Automation
B2B business model
Financial workflow efficiency improvements
B2B
Cross-functional collaboration
Cross-functional communication
Excel data analysis

Full Job Description

Location

Chicago

Employment Type

Full time

Location Type

Hybrid

Department

Finance

Compensation

$87.4K – $131K • Offers Equity

Additionally, this role is eligible to participate in our equity plan and benefits program. Benefits include, but not limited to: Comprehensive health, dental and vision coverage, retirement benefits (401k match up to 4%), and flexible PTO.

Why Harvey

At Harvey, we’re transforming how legal and professional services operate. By combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise, we’re reshaping how critical knowledge work gets done for decades to come.

This is a rare chance to help build a generational company at a true inflection point. We have strong product-market fit and world-class investor support. We’re scaling fast and defining a new category in real time. The work is ambitious, the bar is high, and the opportunity for growth — personal, professional, and financial — is unmatched.

Our team moves fast, takes ownership, and is deeply committed to the mission — operating with intensity, staying close to our customers, and pushing each other for excellence. We live by three values: Decisiveness, Simplicity, and Job's Not Finished. We act quickly on clear judgment over perfect information, we believe simplicity is what scales, and we're never satisfied with where we are. If you want to do the best work of your career alongside people who share that drive, we'd love to build with you.

At Harvey, the future of professional services is being written today — and we’re just getting started.

Role Overview

The Sr. Order to Cash Analyst is a hands-on billing and order to cash specialist who sits at the heart of Harvey’s commercial engine. You will ensure our usage-based and subscription billing is accurate, scalable, and tightly controlled as we grow. This role is responsible for turning complex metered usage, pricing constructs, and deal structures into clean, reconcilable invoices that customers and revenue teams can trust. You 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. It is an ideal opportunity for someone who is analytical, detail-obsessed, and excited to help build modern billing operations for a high-growth AI company.

What You'll Do

Own day-to-day billing operations across Harvey’s commercial products, including generation, review, and release of invoices for usage-based and subscription customers.
Reconcile usage, pricing, and billing data across multiple systems (e.g., metering/rating tools, CRM, ERP) to ensure completeness, accuracy, and alignment with signed commercial terms.
Investigate and resolve billing discrepancies, credit and rebill scenarios, and exceptions in partnership with Revenue Operations, Finance, Sales, Deal Desk, and Customer Success.
Support month-end and quarter-end close by preparing billing reconciliations, variance analyses, and supporting schedules that ensure revenue-impacting data is fully captured.
Design, document, and maintain standard operating procedures, controls, and checklists for key billing workflows, with a focus on auditability, scalability, and risk reduction.
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.

What You Have

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) and familiarity with CRM and ERP/billing platforms.
Proven track record of improving or implementing billing processes, controls, or automations that reduced errors, cycle times, or manual effort.
High attention to detail, strong operational rigor, and the ability to manage multiple deadlines during billing and close cycles while maintaining accuracy and composure.
Clear, concise communication skills and comfort working cross-functionally with technical and non-technical stakeholders to resolve issues and drive process change.

Compensation

$87,400-131,000 USD

Depending on your location, an Applicant Privacy Notice may apply to you. You can find all of our Applicant Privacy Notices [here].

#LI-BG1

Harvey is an equal opportunity employer and does not discriminate on the basis of race, gender, sexual orientation, gender identity/expression, national origin, disability, age, genetic information, veteran status, marital status, pregnancy or related condition, or any other basis protected by law.

We are committed to providing reasonable accommodations to applicants with disabilities, and requests can be made by emailing [email protected]

Apply Now

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senior billing analyst jobs in chicago, il

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