Senior Director of Billing Operations

Keystone brings together brilliant contributors to solve problems at the intersection of business, technology, and law. Our far-reaching network of relationships with leading experts in economics, management science, technology, and a variety of other fields provides us with a unique foundation to advise leadership of global corporations, regulatory agencies, and law firms as they work to solve the most challenging problems of today. We generate and deliver transformative insights to our clients to drive change forward in business, regulation, and litigation.

Reporting to the VP Finance, the Sr Director of Billing Operations is responsible for overseeing the entire financial lifecycle of client engagements. The candidate must be very flexible and highly committed to quality, customer service, teamwork, and supporting firm-wide goals in a fast-paced environment. We are looking for a leader who manages the full cycle of collections from initiating client contact to negotiating payment plans, to creating visibility for the PLs on the time and expense accruing on the project, to sending out weekly communications to the client on the cost building on their project to generating invoices and collecting revenue on a timely basis.

Key areas of responsibility will be to ensure an efficient monthly billing workflow through rigor in budgeting and forecasting, timesheet management, expense management, implementing a weekly WIP communication to external clients, invoicing and billing, and revenue processing. In this role you will assist in the resolution of issues on an as-needed basis by demonstrating a strong understanding of client guidelines and complex contractual billing arrangements. In this role you will work closely with our internal product team to optimize existing workflows and design new ones as needed. A detail-oriented mindset and the capacity to work effectively in a fast-paced environment are crucial for managing the complex financial aspects of a growing consultancy while maintaining client satisfaction through accurate and efficient billing practices.

You'll be a strategic finance transformation leader, driving end-to-end process improvements that enhance revenue visibility, accelerate collection cycles, and equip project leads with critical financial insights. This high-impact role requires a visionary approach to managing complex, cross-functional change, bringing structure to ambiguity, and delivering tangible value across the organization. With a strong presence and the confidence to engage senior stakeholders, you'll play a pivotal role in redefining financial processes and driving lasting transformation.

Key Responsibilities:

• Define, develop, and execute a comprehensive finance transformation strategy, optimizing end-to-end financial operations—from billing and collections, to real-time revenue tracking and communication to clients to help them manage their internal budgets, and forecasting.
• Establish efficient timesheet tracking processes to ensure accurate project cost allocation and reduce reliance on estimates.
• Develop and implement dashboards and reporting tools that enhance visibility into revenue, unbilled work, project pacing, and overall financial health.
• Design and Implement weekly work-in-progress (WIP) reporting to external clients, enabling structured budgeting, clearer client communication, and improved expense management.
• Partner with Project Leads to identify financial pain points and design solutions that enhance transparency, accountability, and financial literacy.
• Lead the design and mapping of financial workflows, ensuring seamless integration across finance, revenue operations, and collections.
• Collaborate with cross-functional teams to develop and deliver training on billing best practices and standardized financial processes.
• Optimize collections strategies, reducing time from invoice to cash while fostering stronger client collaboration on budget management.

Experience:

• 15+ years of experience in legal, accounting, or consulting time collection and billing
• Experience working with Salesforce, NetSuite, and Microsoft Office
• Previous experience working with internal product teams to build and implement workflows
• Experience with monitoring monthly aging AR reports and updating key finance metrics
• Experience training new hires on billing systems and procedures
• Strong background in financial operations, billing, collections, and revenue management.
• Experience working in growth-stage businesses and scaling financial processes to support major revenue expansion.
• Experience in building and developing high-performing teams is essential, including structuring roles effectively, identifying key skills, and providing the necessary support to drive success.

Qualifications:

• Must have a degree in Finance, Business Administration, or related field
• Outstanding verbal and written communication skills
• Strong analytical skills and ability to synthesize reporting metrics and share key insights with relevant stakeholders
• Ability to independently exercise good judgment and resolve issues with tact and discretion
• Successful track record of creating, maintaining, and auditing budgets for a large-scale operation, including revenue projection and anticipated billing

US Salary Range: $215,000 - $250,000, plus an annual discretionary bonus, 401k contribution, and competitive benefits package. Actual compensation within the range will depend upon the level the individual is hired into based on their skills, experience, qualifications.

At Keystone we believe diversity matters. At every level of our firm, we seek to advance and promote diversity, foster an inclusive culture, and ensure our colleagues have a deep sense of respect and belonging. If you are interested in growing your career with colleagues from varied backgrounds and cultures, consider Keystone Strategy.