Director, Order to Cash

HHAeXchange

$141K — $175K *
US-AnywhereRemote in Washington, DC
Finance & Insurance
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years in billing, collections, or revenue operations, with 5+ years in a leadership role
  • Hands-on experience with NetSuite for invoicing and AR
  • Familiarity with Salesforce as a CRM
  • Understanding of basic accounting principles
  • Proven track record of developing high-performing teams
  • Ability to design and optimize operational processes
  • Strong written and verbal communication skills for senior leadership presentations

Responsibilities

  • Lead and mentor a team of 3-5 billing and collections specialists
  • Ensure end-to-end customer transaction accuracy from sales to cash application
  • Oversee billing cycles including invoicing and collections in NetSuite
  • Conduct customer account reconciliations and manage GL coding
  • Monitor accounts receivable to optimize cash flow and minimize DSO
  • Develop dashboards and reports for executive insights on collections
  • Drive process improvements and automation across the order-to-cash lifecycle

Benefits

  • Competitive health plans
  • Paid time-off and company-paid holidays
  • 401K retirement program with company match
  • Other company-sponsored programs
Full Job Description
The Director, Order to Cash will own the full customer transaction lifecycle. Ownership does not begin at billing - it begins the moment a renewal or new sale is closed, and continues through invoicing, collections, and cash application. This leader will develop a high-performing team, ensure accurate and timely execution across the entire order-to-cash flow, drive collections performance, and provide executive-level reporting that supports leadership decision-making. The ideal candidate brings a foundational understanding of accounting principles, strong cross-functional communication skills, and a process-first mindset.

To perform this job successfully, an individual must be able to perform each essential job duty satisfactorily with or without reasonable accommodation. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

This position is opened to candidates that are located within the New York City, Minneapolis-St. Paul, and Washington, DC-Baltimore metro areas.

Essential Job Duties

Team Leadership
  • Lead, mentor, and develop a team of 3-5 billing and collections specialists
  • Set clear performance expectations, conduct regular 1:1s, and manage workload distribution
  • Foster a culture of accountability, continuous improvement, and collaboration

Revenue Lifecycle & Transaction Ownership
  • Own the end-to-end customer transaction lifecycle - from the point a renewal or new sale is closed, through order setup, invoicing, collections, and cash application - ensuring accuracy and continuity at every stage
  • Own all customer contract transactions end-to-end - including renewals, closed-won new business, upsells, downsells, and terminations - partnering with Customer Success and Sales to ensure each is executed accurately and flows cleanly into downstream transaction setup and billing
  • Oversee the end-to-end billing cycle including invoicing, collections, and cash application in NetSuite
  • Manage customer account reconciliations and ensure accurate GL coding and proper billing categorization
  • Monitor and manage accounts receivable aging to minimize DSO and maximize cash flow
  • Coordinate with Customer Success and external clients to resolve billing disputes and payment inquiries
  • Ensure billing data integrity across NetSuite and Salesforce, including subscription items and charge schedules

Reconciliation & Accounting Oversight
  • Perform and oversee account-level reconciliations between Salesforce (CRM) and NetSuite (billing/ERP system of record)
  • Understand the basic GL impact of billing events, adjustments, credits, and collections activity
  • Partner with the accounting and FP&A team to support month-end close, accruals, and audit requests

Reporting & Executive Summaries
  • Develop and maintain dashboards and KPI reports covering collections rates, aging buckets, DSO, and cash trends
  • Engage directly in weekly aging reviews, top delinquent account analysis, and high-risk customer situations
  • Prepare concise executive summaries that translate AR and collections data into actionable insights for leadership
  • Define, track, and communicate team output metrics to measure productivity and process effectiveness

Process Improvement
  • Document, standardize, and continuously refine workflows across the full order-to-cash lifecycle
  • Identify and implement process automation opportunities to increase efficiency and reduce manual error
  • Design and enforce disciplined collections operating rhythms, including daily, weekly, and monthly execution cadences
  • Lead hands-on improvements across collections, billing accuracy, cash application, and dispute workflows
  • Ensure improvements are embedded into daily execution, not just documented in policy
  • Partner with Finance, Engineering, and Product teams to drive system improvements in NetSuite and Salesforce

Cross-Functional Collaboration
  • Partner closely with Customer Success and Account Management to ensure seamless handoffs and a smooth customer experience across the transaction lifecycle
  • Collaborate with Sales Ops and RevOps on new customer onboarding, renewals, contract changes, and upsell processing
  • Maintain strong working relationships with external clients to support payment resolution and retention


Other Job Duties

  • Other duties as assigned by supervisor or HHAeXchange leader.


Travel Requirements

  • Travel up to 10%, including overnight travel


Required Education, Experience, Certifications and Skills

Required
  • 10+ years of experience across billing, collections, revenue operations, or the order-to-cash lifecycle, including 5+ years leading a team
  • Hands-on experience with NetSuite (invoicing, AR, reconciliation, reporting)
  • Experience working with Salesforce as a CRM and/or billing system of record
  • Basic understanding of accounting principles - comfortable with GL impact of billing transactions, credits, and adjustments
  • Demonstrated experience leading and developing a high performing team in a fast-paced environment
  • Proven ability to design, document, and optimize operational processes
  • Excellent written and verbal communication skills, including experience presenting to senior leadership
  • Strong analytical skills with the ability to build executive-facing reports and dashboards

Preferred
  • Familiarity with healthcare, homecare, or Medicaid billing (e.g., payer billing, EVV, or healthcare AR)
  • Experience in a SaaS or subscription-based business model
  • Familiarity with Salesforce CPQ, ZoneBilling, or similar billing tools
  • Bachelor's degree in Accounting, Finance, Business, or a related field (or equivalent experience)
  • Experience working cross-functionally with Customer Success, RevOps, or Sales teams


The base salary range for this US-based, full-time, and exempt position is $141,000-175,000/yr, not including variable compensation. An employee's exact starting salary will be based on various factors including but not limited to experience, education, training, merit, location, and the ability to exemplify the HHAeXchange core values.

This is a benefits-eligible position. HHAeXchange offers competitive health plans, paid time-off, company paid holidays, 401K retirement program with a Company elected match, including other company sponsored programs.

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