
Hybrid opportunity at
PointClickCareDirector, Billing to Cash
PointClickCare is seeking a Director, Billing to Cash to lead its high-volume billing-to-cash department, which manages over $700M in annual collections. Reporting to the Senior Director…
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About This Role
PointClickCare is seeking a Director, Billing to Cash to lead its high-volume billing-to-cash department, which manages over $700M in annual collections. Reporting to the Senior Director of Finance Operations, this leadership position oversees managers and individual contributors across billing, cash application, collections, escalations, account resolution, and credit risk. The Billing to Cash team collaborates extensively with Accounting, Treasury, Sales and GTM leadership, Finance Customer Support, and Account Services to optimize…
Job Description
PointClickCare is seeking a Director, Billing to Cash to lead its high-volume billing-to-cash department, which manages over $700M in annual collections. Reporting to the Senior Director of Finance Operations, this leadership position oversees managers and individual contributors across billing, cash application, collections, escalations, account resolution, and credit risk.
The Billing to Cash team collaborates extensively with Accounting, Treasury, Sales and GTM leadership, Finance Customer Support, and Account Services to optimize Order-to-Cash effectiveness and enhance the client experience. Ideal candidates bring strong business acumen, customer service orientation, and expertise in order-to-cash processes.
PointClickCare operates as a founder-led, privately held health technology enterprise serving over 30,000 provider organizations with long-term and post-acute care datasets. Recognized as a top private cloud company by Forbes and noted for corporate culture, the organization integrates artificial intelligence into daily workflows and invests heavily in research and development.
This is a hybrid role based in Mississauga, Ontario, requiring regular attendance at the office for events with the team.
Responsibilities
- Manage the overall performance of billing, collections, escalation management, and account resolution across the entire Accounts Receivable portfolio.
- Verify the accuracy of the cash application process to maintain precise customer statements.
- Analyze payment trends to formulate strategic solutions that protect revenue and hit cash collection goals.
- Improve collection efficiency through payment automation, higher ACH adoption, and strategic billing frequency.
- Build key performance indicator reporting for management to track working capital metrics like DSO and Free Cash Flow inputs.
- Design and enforce customer risk management frameworks, policies, and procedures to curb bad debt risk and maximize cash flow.
- Act as the finance gatekeeper for extending credit to clients with elevated credit risk while partnering with commercial teams on terms.
- Collaborate with Treasury to deliver dependable cash flow forecasts.
- Coordinate with controllership and revenue accounting for accurate financial reporting and period-end closes.
- Supervise billing validations to secure invoice accuracy and timely delivery to clients.
Requirements
- University education in a relevant discipline, preferably in Finance or Accounting.
- At least 5 years of experience leading teams of people managers.
- Demonstrated ability to direct a high-volume Accounts Receivable department collecting over $500M annually.
- Demonstrated capability in Order-to-Cash processes and industry best practices.
- Knowledge of credit control and statutory regulations, including Escheatment and Anti-Money Laundering.
- Strong leadership talents encompassing team building, motivation, transformation, and organizational design.
- Reside within a commutable distance to the Mississauga, ON office for hybrid attendance requirements.
Qualifications
- Background in the SaaS industry along with acute or post-acute customer experience.
- Familiarity with major billing-to-cash systems and implementations.
- Prior collaboration with Customer Success, Sales Operations, and Revenue Operations teams.
- Mergers and acquisitions (M&A) and integration experience.
- Demonstrated ability in building reporting tools to measure performance.
- Experience deploying workflow automation tools, Robotic Process Automation (RPA), or artificial intelligence within finance operations.
Core Skills
Benefits
- Benefits starting on the first day of employment
- Retirement plan matching through RRSP and 401K programs
- Flexible paid time off
- Lifestyle and wellness spending account
- Parental and caregiver leaves
- Fertility and adoption support
- Continuous development support program
- Employee assistance program
- Learning programs and resources
- Employee recognition initiatives
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
Where is this job located and is it remote?
The position is based in Mississauga, Ontario, and follows a hybrid work model. Employees in hybrid roles must live within a commutable distance to the office and attend periodic in-office events.
What is the salary range for the Director, Billing to Cash?
The base salary for this position in Canada ranges from $144,100 to $160,200 per year, plus bonuses and benefits.
What experience is required for this role?
Candidates must have a university education in Finance, Accounting, or a related field, at least 5 years of experience leading people managers, and expertise managing a high-volume accounts receivable department collecting over $500M annually.
What benefits are offered with this position?
Benefits begin on day one and include retirement plan matching, flexible paid time off, wellness spending accounts, parental and caregiver leaves, fertility and adoption support, and continuous development programs.
Sample Interview Questions
AI-generated questions tailored to this specific role — a preview of the full practice set.

