DescriptionSenior Director of Order-to-Cash
Location: Remote Eligible (U.S. Only)
Salary: $155,000 - $160,000
Schedule: Monday - Friday
Work Authorization Requirements This position is not eligible for employment visa sponsorship now or in the future. Applicants must be authorized to work in the United States without the need for current or future employer-sponsored work authorization.
Make an Impact Through Financial Excellence The Senior Director, Order-to-Cash (O2C) will lead all post-billing revenue cycle activities, including accounts receivable, cash application, collections, and related reporting. Distinct from the Billing function (which reports to the COO), this role is accountable for cash realization, AR performance, and working capital optimization. The Senior Director will partner closely with Commercial teams to influence contract terms, payer behavior, and payment structures to accelerate cash flow. This role will oversee Cash Application and Collections and serve as a key cross-functional partner to Accounting, FP&A, Treasury, Billing, and Operations to ensure the timely conversion of revenue to cash and the accuracy of financial reporting.
What You'll Do Leadership & Strategy & Team Management - Lead and develop the O2C strategy and organization, including providing direct oversight of Associate Director responsible for Cash Application and Collections.
- Establish clear KPIs (DSO, aging, cash application timeliness, unapplied cash) and drive accountability across the team.
- Identify and resolve root causes of billing and payment disputes by partnering with Billing, Operations, and Commercial team
- Build a high-performance culture focused on execution, transparency, and continuous improvement. Drive efficiency, accuracy, accountability and establish scalable processes and tools to support growth and continuous improvement.
Cash Application, Performance Management & Reconciliation - Own the AR lifecycle post-invoicing, ensuring timely follow-up, dispute resolution, and collections.
- Develop and execute collection strategies, including escalation protocols for high-risk and strategic accounts.
- Provide regular visibility into AR aging, delinquency trends, and collection performance.
- Drive improvements in Days Sales Outstanding (DSO), aging metrics, and overall cash conversion cycle.
- Lead the end-to-end Order-to-Cash performance framework, ensuring accuracy, speed, and control across credit, invoicing, collections, cash application, and dispute resolution.
- Oversee enterprise-level cash forecasting, including near-term and long-range cash projections, ensuring alignment with FP&A, Treasury, and business planning.
- Own daily, weekly, and monthly cash flow analysis, identifying trends, variances, and risks; present insights and recommendations to senior leadership.
- Drive an effective collections strategy focused on reducing aging, minimizing bad debt, and improving DSO while strengthening customer relationships.
- Establish, monitor, and continuously improve SLAs (Service Level Agreements) and performance standards across O2C processes, including billing timeliness, dispute resolution turnaround, collection effectiveness, and cash application accuracy.
- Use data-driven insights to improve cash conversion cycle performance, identify systemic issues, and implement sustainable corrective actions.
- Partner with Finance, Sales, Billing, Operations, Legal and Customer Success to forecast revenue-to-cash conversion and proactively address bottlenecks across the O2C value chain.
- Develop dashboards and executive-level reporting on cash metrics, O2C health, KPI trends, SLA compliance, and operational performance.
- Strengthen governance around credit risk management, including credit limits, customer payment behavior monitoring, and escalation protocols.
- Build and maintain policies for cash handling, collections practices, dispute management, and O2C controls, ensuring audit readiness and regulatory compliance.
- Oversee accurate and timely cash application, minimizing unapplied and misapplied cash.
- Ensure proper reconciliation between bank activity, subledger, and general ledger.
- Partner with Treasury (Accounting) on cash visibility and daily cash positioning.
Working Capital & Cash Flow Optimization - Drive improvements in Days Sales Outstanding (DSO) and overall cash conversion cycle.
- Provide insights into cash flow trends and support forecasting activities.
- Identify and implement strategies to accelerate cash collections and reduce AR risk.
Financial Controls & Reporting - Partner with Accounting to ensure accurate AR reporting and analysis in accordance with U.S. GAAP. Own reporting and analysis on DSO, aging, bad debt reserves, forecasted cash collections, and KPIs.
- Oversee month-end close activities related to AR, including reserves, bad debt provisions, and reconciliations.
- Deliver reporting packages on AR aging, collections performance, and variance analysis.
Internal Controls & Compliance - Design and maintain strong internal controls over AR, cash application, and collections.
- Ensure compliance with Sarbanes-Oxley Act (SOX), where applicable and company policies.
- Support internal and external audits related to receivables and cash.
Cross-Functional Collaboration - Partner closely with the VP of Billing (reporting to the COO) to ensure alignment between invoicing accuracy and downstream cash collection.
- Collaborate with Commercial, Operations, Legal and Customer Success teams to resolve disputes and improve customer payment behavior.
- Work with FP&A on forecasting and revenue-to-cash analytics.
- Support system enhancements with IT/ERP teams, including automation and workflow improvements.
Process Improvement & Technology - Lead initiatives to streamline and automate AR and cash application processes.
- Optimize ERP and subledger systems (e.g., NetSuite) and implement best-in-class tools credit management, collections automation, and payment processing.
- Identify and implement process changes that reduce manual work and enhance accuracy and service.
- Lead system upgrades, automation initiatives, and O2C digital transformation efforts.
What We're Looking For - Bachelor's degree in Accounting, Finance, Business Administration, or related field. CPA preferred.
- 10+ years of progressive experience in Accounts Receivable, Order-to-Cash, or related financial operations
Bonus Points if you - CPA, CMA, or other relevant professional certification.
- Experience leading Order-to-Cash, Accounts Receivable, or Revenue Cycle functions in a healthcare, pharmacy, long-term care, pharmaceutical, or multi-site services environment.
- Proven success reducing Days Sales Outstanding (DSO), improving cash conversion cycles, and driving working capital improvements at scale.
- Experience supporting private equity-backed, high-growth, or transformational organizations.
- Hands-on experience with ERP platforms such as NetSuite, Oracle, SAP, Microsoft Dynamics, or similar enterprise systems.
You'll Be Successful If You Have - Strong leadership and team-development skills with the ability to drive O2C strategy and transformation.
- Deep expertise across the full Order-to-Cash cycle, including invoicing, credit, collections, cash application, and dispute resolution.
- Advanced analytical and problem-solving abilities with a focus on improving DSO, cash flow, KPIs, and operational accuracy.
- Proven track record in process improvement, automation, and building scalable workflows within ERP and AR systems.
- Excellent communication and cross-functional collaboration skills to partner with Sales, Operations, Finance, and customers.
Physical Requirements - Ability to remain seated and perform computer-based work for extended periods.
- Ability to communicate clearly by phone and in virtual meetings.
What We Offer - Comprehensive Medical, Dental, and Vision Insurance (plans starting as low as $13.73 per pay period)
- Free Virtual Care and Telemedicine Services
- Paid Time Off
- 401(k) with Company Match
- Company-Paid Life Insurance
- Flexible Spending Accounts (FSA) and Health Savings Accounts (HSA)
- Employee Referral Bonuses
- Pet Insurance
- Legal Insurance
Ready to Apply? We are building something worth staying for. Good care for patients, real support for the people who deliver it, and room to grow into more than the role you came in for. Apply today.
