Our Leadership Team

Dave Wessinger is the Co-Founder and Chief Executive Officer of PointClickCare. For more than 20 years, Dave has worked to transform the senior care technology industry and tackle complex challenges across the healthcare continuum.

In 2000, Dave co-founded PointClickCare with his brother Mike, pioneering healthcare’s digital transformation and driving improved outcomes for seniors and care teams through technology. Today, PointClickCare boasts  one of Canada’s most admired corporate cultures and employs over 1,500 employees who currently serve over 26,000 care providers, establishing PointClickCare as the largest cloud-based healthcare platform in North America.

Dave has earned recognition for the foresight and innovation that helps thousands reimagine the way technology can be used to communicate, collaborate, and improve care across the healthcare continuum. Instrumental in garnering recognition for PointClickCare as one of Deloitte’s best-managed companies for eight consecutive years, Dave also aided in earning PointClickCare a spot on Forbes Top Cloud 100 List for two consecutive years.

Paul Rybecky is the Chief Financial Officer of PointClickCare. In this role, Paul is responsible for the overall financial strategy and management of the company. He oversees multiple corporate functions, including accounting, treasury, legal, internal IT and systems, facilities, and information security.

Paul is a seasoned financial executive with over 30 years of extensive technology sector (SaaS) knowledge. Prior to joining PointClickCare in 2015, Paul spent nine years with Dealertrack Technologies as the Vice President of Finance, Treasury, and Investor Relations. Paul also served as Chief Financial Officer of Confort & Company Inc. for five years and spent 10 years with Ernst & Young LLP, where he earned his Certified Public Accountant designation.

Bill is the Chief Product Officer for PointClickCare. As the CPO, Bill plays a vital role in both the development and long-term vision of PointClickCare’s products, overseeing the company’s product strategy, product management, and engineering teams. Bill is highly motivated by understanding customer problems and building valued technology solutions that improve business and patient outcomes.

Bill is a seasoned executive leader with a proven track record of developing and implementing successful strategies, products and services in high-growth technology companies. His deep experience with enterprise software products make him an important and strategic member of the PointClickCare senior team.

Bill drives the health‐tech ecosystem’s expansion while improving patient outcomes and system productivity. Bill believes in the power of integrated care coordination and digitized ecosystems of care to enhance the patient journey and improve transitions along the continuum.

Prior to joining PointClickCare, Bill served as Chief Health Innovation Strategist for the Government of Ontario, Canada. He drove behavioral change in the provincial health system to improve its innovation receptor capabilities and used the government’s massive health investment as an economic driver to scale Ontario-based health tech companies. Bill also worked with AstraZeneca, one of the world’s largest innovative biopharmaceutical companies. At AstraZeneca, most recently, he led global government affairs and public policy out of London, UK. In Canada for AZ, he led integrated health solutions, pricing, market access, reimbursement, communications, strategic stakeholder engagement, and legal affairs. He was also a corporate and privacy law partner at one of Canada’s leading law firms.

With more than a decade of experience building, scaling, and leading companies in healthcare technology, Mandira is driven by her passion for advancing technology for the most underserved populations across the care continuum. In her current capacity, Singh oversees the Acute & Payer business unit, driving growth and success for the breadth of health system and health plan clients and scaling the PointClickCare network. Previously, as Chief Operating Officer, Singh led Product and Sales Enablement in addition to the client facing teams at Collective Medical.

Mandira initially joined Collective as Head of Product, responsible for developing and deploying key features –including improved communication mechanisms for health plans and automated notifications that helped healthcare workers flag new risk factors for vulnerable populations at the point of care.

Prior to joining Collective, Mandira was Executive Director of Product, Platform at athenahealth where she built athenahealth’s API-driven platform and created an industry leading developer experience. Previously, Mandira ran athenahealth’s More Disruption Please business unit including the athena Marketplace, which she grew from an initial business plan to a profitable business unit delivering more than 200 innovative apps to athena clients. Singh earned the moniker of “Disruptor in Chief” by HIMSS Media and a top 10 healthcare leaders to watch on LinkedIn’s Next Wave list of young professionals. Prior to her work with Collective and athenahealth, Singh worked in investing, focusing on the health technology space as an analyst with Essex Woodlands Health Ventures. Mandira started her career at J.P. Morgan where she worked in the North America Healthcare Coverage Group. She holds a BA in Economics from Vassar College and an MBA from the Stanford Graduate School of Business.

Michelle Bucaria is primarily responsible for employee engagement and development, growth strategy, and people strategy. Guided by PointClickCare’s ambitious performance plans, Michelle oversees the organization’s human resources operations, including talent acquisition, leadership development, employee engagement, benefits, performance measurement, incentives, and compensation.

Through her work, Michelle has developed a passion for diversity, equity, and inclusion (DEI), helping organizations, and the people within them, flex and stretch to establish best-in-class cultures that invite individuals to bring their whole selves to work and enable businesses to thrive. Michelle is dedicated to cross-function collaborations and moving the needle on employee engagement, diversity representation, talent management, and the integration of efficient and progressive human resources processes and policies.

Most recently, Michelle worked as the Chief Human Resources Officer of Teladoc Health, where she built and scaled the human resource function and developed a people strategy to help the business grow from $350M to a $1B in revenue. Previously, she worked at J.P. Morgan Chase, serving in a variety of executive human resource and recruiting roles in the investment bank, asset management, and across corporate functions. Michelle holds a Bachelor of Science degree in business administration from Boston College.

Orysia joined PointClickCare in 2017 and oversees all legal, compliance and corporate secretarial matters. Previously, she practiced law at two of Canada’s largest law firms, McCarthy Tetrault LLP as a partner, and at Stikeman Elliott LLP as an associate, where at both places she specialized in M&A, corporate, commercial, and securities law. She also worked at BlackBerry Limited as Senior Legal Counsel, where she advised on public company matters. Orysia has over 20 years of experience representing and advising companies in different industries, including technology and healthcare. Orysia holds an LL.B. from Osgoode Hall Law School, an LL.M. from Queen’s University, and a Bachelor of Arts (Honours) from University of Manitoba.