Mike Wessinger studied at the University of Western Ontario. He founded Wescom Solutions in 2000, a maker of electronic health record and business office software.
PointClickCare began as a clinical documentation tool for long-term care, built by Mike and his brother Dave Wessinger in Mississauga. Mike was founding CEO.
Dragoneer invested in 2017 and 2018 alongside JMI Equity. In January 2021 Hellman & Friedman made a minority investment that valued the company at about US$4 billion.
On 10 August 2021 the brothers announced a planned succession. Dave became CEO on 1 September and Mike became executive chair. Mike said he was incredibly proud of what he had grown the company into. At the time PointClickCare served more than 21,000 providers and 1,300 hospitals.