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Monetization Strategy & Pricing Director

At PointClickCare our mission is simple: to help providers deliver exceptional care. And that starts with our people. As a leading health tech company that’s founder-led and privately held, we empower our employees to push boundaries, innovate, and shape the future of healthcare.


With the largest long-term and post-acute care dataset and a Marketplace of 400+ integrated partners, our platform serves over 30,000 provider organizations, making a real difference in millions of lives. We also reinvest a significant percentage of our revenue back into research and development, ensuring our employees have the resources to innovate and make a lasting impact. Recognized by Forbes as a top private cloud company and honored as one of Canada’s Most Admired Corporate Cultures, we offer flexibility, growth opportunities, and meaningful work. 


At PointClickCare, we empower our people to be the architects of a smarter healthcare future; one that is human-first and accelerated by AI to create meaningful and lasting change. Employees harness AI as a catalyst for creativity, productivity, and thoughtful decision-making. By integrating AI tools into our daily workflows, collaboration is enhanced, outcomes are improved, and every team member has the proficiency to maximize their impact. It all starts with our hiring practices where we uncover AI expertise that complements our mission, and we continue to invest in training and development to nurture innovation throughout the employee journey.


Join us in redefining healthcare — so it doesn’t just survive, it thrives. To learn more about PointClickCare, check out Life at PointClickCare and connect with us on Glassdoor and LinkedIn.



**Travel to Office expectations**

For Remote Roles: If this role is remote, there will be in-office events that will require travel to and from the Mississauga and/or Salt Lake City office. These will include, but not limited to, onboarding, team events, semi-annual and annual team meetings.


For Hybrid Roles: If this role is Hybrid, there will be an expectation to reside within commutable distance to the office/location specified in the job listing. This will include, but not limited to, weekly/bi-weekly/monthly events in the office with your specific team. This is a requirement for this role.


Position Summary:

As a Director of Monetization Strategy and Pricing, you will play a critical role in shaping and executing monetization, packaging, and pricing strategies to drive sustainable revenue growth and customer value across our portfolio. Reporting to the Senior Vice President of Monetization Strategy and Pricing, you will lead cross-functional initiatives that blend data-driven decision-making with market insights to unlock both short- and long-term business impact.


Key Responsibilities:
  • Support defining and executing pricing & packaging strategy: 
  • Own the development and execution of pricing and packaging strategies for PointClickCare's products and services, ensuring alignment with business goals, customer value, and market dynamics.
  • Develop KPIs and monitor performance: Define and track key pricing-related metrics (e.g., ASP, ARPU, discount rates, attach rates, sales velocity, margin impact), ensuring visibility to leadership through dashboards, reporting, and regular business reviews.
  • Support Strategic Deals: Provide hands-on support for high-impact or complex deals, ensuring pricing configurations maximize customer success and PointClickCare's business objectives
  • Drive monetization and GTM strategy
  • Define and implement monetization strategies for new products and features, from early ideation through launch and scale, in close collaboration with Product, Engineering, Marketing, Sales, and Customer Success teams.
  • Enable field success: Support and enable Sales, Partners, and Customer Success through training, tools, and thought leadership that communicate pricing updates, competitive positioning, and value articulation.
  • Conduct market & customer analysis: 
  • Perform comprehensive quantitative and qualitative research—including competitive analysis, customer segmentation, usage behavior, and pricing trends—to inform strategic decisions.
  • Optimize pricing models with data: 
  • Use financial modeling, experimentation, and advanced analytics to evaluate, optimize, and evolve pricing structures, discounting frameworks, and packaging options across PointClickCare's portfolio.
  • Lead cross-functional initiatives: 
  • Act as a strategic advisor and central liaison between Finance, Legal, Sales, Product, Marketing, and Operations to align pricing decisions with go-to-market strategies, product roadmap, and operational execution.


Skills & Qualifications:
  • Bachelor’s degree in Business, Finance, Economics, Marketing, or a related field required. MBA or equivalent advanced degree strongly preferred.
  • 7+ years of relevant experience in pricing strategy, monetization, or deal structuring within SaaS, enterprise software, or consulting environments.
  • Minimum 5 years of hands-on experience working with SaaS business models, pricing frameworks, and value-based pricing strategies
  • Deep understanding of enterprise sales motions, customer value drivers, and the connection between product features and commercial outcomes
  • Proven analytical rigor with significant hands-on experience in financial modeling, pricing analysis, and market research.
  • Strong business judgment with the ability to translate complex data into actionable insights and strategic recommendations.
  • Experience developing and tracking KPIs to measure pricing effectiveness and impact.


$148,000 - $165,000 a year
At PointClickCare, base salary is one of the many components that make up our total rewards package. The US base salary range for this position is $148,000 - $165,000 + bonus + equity + benefits, non-overtime eligible. Our salary ranges are determined by job and level. The range displayed on each job posting reflects the target for new hire salaries for the position across all US locations. Within the range, individual compensation is determined by job-related skills and knowledge, relevant experience including professional and lived experience, and/or work location. Your recruiter can share more information about our total rewards package during the hiring process.

#LI-DNI


PointClickCare Benefits & Perks:


Benefits starting from Day 1!

Retirement Plan Matching

Flexible Paid Time Off

Wellness Support Programs and Resources

Parental & Caregiver Leaves

Fertility & Adoption Support

Continuous Development Support Program

Employee Assistance Program

Allyship and Inclusion Communities

Employee Recognition … and more!


It is the policy of PointClickCare to ensure equal employment opportunity without discrimination or harassment on the basis of race, religion, national origin, status, age, sex, sexual orientation, gender identity or expression, marital or domestic/civil partnership status, disability, veteran status, genetic information, or any other basis protected by law. PointClickCare welcomes and encourages applications from people with disabilities. Accommodations are available upon request for candidates taking part in all aspects of the selection process. Please contact [email protected] should you require any accommodations.


When you apply for a position, your information is processed and stored with Lever, in accordance with Lever’s Privacy Policy. We use this information to evaluate your candidacy for the posted position. We also store this information, and may use it in relation to future positions to which you apply, or which we believe may be relevant to you given your background. When we have no ongoing legitimate business need to process your information, we will either delete or anonymize it.  If you have any questions about how PointClickCare uses or processes your information, or if you would like to ask to access, correct, or delete your information, please contact PointClickCare’s human resources team: [email protected] 


PointClickCare is committed to Information Security. By applying to this position, if hired, you commit to following our information security policies and procedures and making every effort to secure confidential and/or sensitive information.

PointClickCare Glassdoor Company Review
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CEO of PointClickCare
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Dave Wessinger
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Average salary estimate

$156500 / YEARLY (est.)
min
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$148000K
$165000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

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Our mission is to help healthcare providers meet the challenges of senior care by enabling them to achieve the business results that matter - enriching the lives of their residents, improving financial and operational health, and mitigating risk.

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Full-time, remote
DATE POSTED
October 24, 2025
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