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Senior Director, Order-to-Cash (O2C)

Clarest Health

Vienna, VA

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JOB DETAILS
JOB TYPE
Full-time
SKILLS
Accounting, Accounting Close, Accounts Receivable, Accounts Receivable Processing, Analysis Skills, Application Performance Management, Automation, Billing, Business Plan, Cash Applications, Cash Flow, Cash Flow Projection, Certified Public Accountant (CPA), Continuous Improvement, Corporate Policies, Corrective Action, Credit Control, Credit Risk, Credit and Collections, Cross-Functional, Customer Relations, Customer/Consumer Behavior, Dental Insurance, ERP (Enterprise Resource Planning), External Audit, Finance, Financial Control, Financial Planning and Analysis (FP&A), Financial Reporting, Forecasting, General Ledger Accounting, Generally Accepted Accounting Principles (GAAP), Healthcare, Identify Issues, Information Technology & Information Systems, Internal Audit, Leadership, Legal, Life Insurance, Maintain Compliance, Medications, Metrics, NetSuite, Order Delivery, Order to Cash, Past Due Accounts, Patient Care, Payment Processing, Performance Analysis, Performance Metrics, Pharmacy, Policy Development, Process Development, Process Improvement, Public Accounting, Reconciliation, Regulatory Compliance, Reporting Dashboards, Revenue Forecasting, Risk, Risk Management, Root Cause Analysis, Sales, Sarbanes-Oxley Act (SOX), Service Level Agreement (SLA), Strategic Accounts, Sustainability, Systems Administration/Management, Team Lead/Manager, Telemedicine, Time Management, Treasury, Treasury Accounting, Trend Analysis, Unapplied Cash, Value Chain Model, Variance Analysis, Vision Plan
LOCATION
Vienna, VA
POSTED
23 days ago

Description

At Clarest Health, we are dedicated to transforming patient care by providing innovative and efficient pharmacy services to healthcare facilities. Our commitment to excellence ensures that our automated dispensing solutions streamline medication management, improve patient outcomes, and enhance the overall efficiency of healthcare operations. As a part of the Clarest Health team, you'll be contributing to a mission-driven organization that is redefining the future of pharmacy services and making a meaningful impact on the lives of patients and healthcare professionals across the nation.
 
The Senior Director of Order‑to‑Cash (O2C) is a senior finance leader responsible for driving cash realization and optimizing the end‑to‑end post‑billing revenue cycle. This role leads Accounts Receivable, Cash Application, and Collections, with full accountability for AR performance, working capital optimization, and cash flow predictability. Reporting to the Corporate Controller, the Senior Director partners closely with Commercial, Billing, FP&A, Treasury, Accounting, and Operations teams to influence contract terms, resolve disputes, strengthen customer payment behavior, and accelerate the conversion of revenue to cash. The ideal candidate is a hands‑on, strategic leader with deep O2C expertise who can build and scale high‑performing teams, establish strong controls and KPIs, leverage automation and ERP tools, and provide executive‑level insight into cash, DSO, and overall financial health.
 
Location: Vienna, Virginia (Hybrid)
Salary: $155k - $160k + bonus + equity
Schedule:Monday – Friday
Reports to:Corporate Controller
 
What We Offer:
  • Comprehensive Medical, Dental and Vision Insurance
  • Paid Time Off
  • Free Virtual Care – Telemedicine
  • 401k with company match
  • Referral Bonuses
  • Life Insurance
  • Make a difference in the lives of others!
  • We are growing and that means more opportunities
 
Key Responsibilities:
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.
 Qualifications:
  • Bachelor’s degree in Accounting, Finance, or related field; CPA preferred.
  • 5-8 years of experience in accounting required; public accounting experience preferred
Skills + Abilities:
  • End-to-end Order‑to‑Cash expertise across AR, collections, cash application, dispute resolution, and credit risk management
  • Strategic, hands‑on leadership with the ability to build, scale, and develop high‑performing O2C teams
  • Strong analytical and financial acumen to improve DSO, cash flow forecasting, working capital, and KPI performance
  • Cross‑functional partnership skills to influence Commercial, Billing, Operations, FP&A, and Treasury outcomes
  • Process improvement and systems leadership with experience driving automation, ERP optimization (e.g., NetSuite), and scalable controls 
Clarest Health is an Equal Opportunity Employer. Reasonable accommodations will be made to enable individuals with disabilities to apply for a job or to perform the essential functions of their job. Please advise us if you require a reasonable accommodation.

About the Company

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Clarest Health