Billing Operations & Systems Manager

About Us

Chief is a private network of the most powerful women executives in business. Our mission is to maximize the leadership impact of our members. Our network represents more than 10,000 companies including 77% of the Fortune 100, and nearly 40% of our members are in the C-Suite. Chief has been recognized as one of TIME’s 100 Most Influential Companies and one of Fast Company’s Most Innovative Companies.

Membership to Chief provides access to a vetted community of senior women executives and valuable insights that shape their leadership. The experience is digital and in-person, allowing members to build connections, engage in compelling discussions, and access resources in ways that are most meaningful to them. Our offerings range from executive coaching and executive education to thoughtful in-person and virtual programming and events that guide leaders through the most pressing topics in business.

We have members across the United States with clubhouse locations in NYC, LA, Chicago, San Francisco, and Washington, DC.

Founded in 2019, Chief is backed by renowned investors including Capital

G, General Catalyst, Inspired Capital, and Primary Ventures. Our network brings women in leadership together to share their ideas, insight, and influence, and the power of what we’re doing is felt by every member of our team. Our workplace is built on being real and respectful. We help grow careers, maintain our team’s wellbeing, and give everyone a seat at the table.

We build teams where diverse voices, identities, perspectives, and experiences are represented and celebrated. Read more about working at Chief:

The Billing Operations & Systems Manager is responsible for the day-to-day execution, accuracy, and efficiency of the Company’s billing operations. This role ensures timely and accurate billing, maintains system integrity, supports cross-functional workflows, and leads a small team responsible for billing administration.

You will serve as the primary operational owner of our billing platform, ensuring proper configuration, data accuracy, and alignment with established processes. While this role supports continuous improvement, it is primarily focused on execution, stability, and operational excellence with the opportunity to participate in long-term strategic transformation.

The ideal candidate has hands-on experience managing high-volume subscription billing in a SaaS, membership, or recurring revenue environment and is comfortable operating within established systems and processes while identifying practical improvements.

• Oversee daily billing activities, ensuring invoices are generated accurately and on time.
• Manage subscription lifecycle activities including activations, renewals, upgrades, downgrades, cancellations, refunds, and credits.
• Monitor billing queues and ensure timely resolution of issues.
• Review billing discrepancies and resolve errors in partnership with Sales and Member Experience.
• Ensure adherence to billing policies, procedures, and internal controls.
• Support month-end close activities, reconciliations, and reporting requests from Finance.
• Serve as the internal operational system owner, maintaining data accuracy and audit trails within the system.
• Coordinate with technical teams on integrations with Salesforce, payment processors, and accounting systems.
• Document processes related to system workflows and configuration.
• Identify opportunities to improve automation and reduce manual billing tasks.
• Serve as the primary point of contact for operational questions related to the billing system.
• Partner with Sales to ensure accurate contract-to-bill handoffs.
• Support Member Experience in resolving billing-related inquiries and escalations.
• Work with Finance to ensure accurate reporting and reconciliation.
• Communicate clearly with internal stakeholders regarding billing timelines and updates.
• Track operational KPIs such as billing accuracy, collections status, refunds, and dispute trends.
• Prepare recurring operational reports for leadership.
• Analyze recurring billing issues and recommend practical process improvements.

• 5+ years of experience in billing…