Billing Operations Lead

Perplexity is looking for an experienced Billing Operations Manager to join our Finance and Accounting team as we scale our enterprise business. You will own the enterprise billing lifecycle, translating complex commercial agreements into accurate, timely invoices and building the processes and controls that support our growth. This is a hands-on role working closely with Deal Desk, Enterprise Sales, Legal, and Customer Success. The ideal candidate combines strong billing and systems expertise with sound judgement, a customer-focused approach, and the ability to bring structure to a fast-moving environment. Responsibilities Enterprise and reseller billing: Own enterprise billing operations from customer and subscription setup through recurring invoicing, renewals, amendments, and cancellations, ensuring accurate and timely billing in accordance with executed agreements. Contract review: Partner with Enterprise Sales and Deal Desk to review nonstandard billing terms before contracts are signed, assess operational feasibility, and route exceptions for approval. Complex billing arrangements: Translate approved pricing and contractual terms into billing configurations and schedules, including seat changes, tiered discounting, prorations, co-terminations, prepaid credits, and usage billed in arrears. Billing inquiries and disputes: Serve as the primary point of contact for enterprise billing questions from customers and internal teams. Investigate discrepancies, coordinate approved credits and rebills, and address underlying causes to prevent recurring issues. Reconciliations and close support: Reconcile contract, subscription, and usage data to billing output and investigate any billing discrepancies. Support month-end close and audits through billing completeness checks, reconciliations, and supporting documentation. Integration management: Identifying and resolving any billing system integration failures. Customer Success and renewal support: Partner with Customer Success, Enterprise Sales, and Deal Desk on renewals, expansions, and changes to customer commitments. Prepare seat, usage, and billing analyses; calculate renewal credits and true-ups; and translate approved agreements into accurate subscription, credit, and invoice updates. Coordinate the resolution of billing issues that could delay renewals or disrupt the customer experience. Requirements Bachelor’s degree or higher in Accounting or Finance. 7+ years of experience in billing operations, order management, order-to-cash, revenue operations, or a related finance function, including hands-on ownership of enterprise SaaS or subscription billing. Billing expertise: Demonstrated ability to interpret complex customer agreements and translate them into accurate billing schedules, invoices, and adjustments, including subscription and usage-based arrangements. Systems proficiency: Hands-on experience with NetSuite, Salesforce, tax engines, and subscription or usage-based billing platforms, with the ability to investigate issues across connected systems. Accounting fundamentals: Working knowledge of accounts receivable, deferred revenue, and revenue-recognition concepts, including ASC 606. Resourcefulness, detail-oriented and a motivation for solving problems and finding solutions. Excellent communication skills, as frequent interaction with both internal and external stakeholders will be required. Ability to multi-task and prioritize effectively in a fast-paced environment.