Research
myHSA opens up Dialogue for small groups
myHSA's new partnership with Dialogue brings virtual healthcare to small groups through the advisor channel — a model that's strategically aligned and mutually beneficial.
Timeline
The evolution of myHSA
myHSA was created to simplify the health spending account for Canadian businesses. What began as a digital alternative to a paper-based benefits industry has grown into a trusted platform supporting health, wellness, and flexible benefits across Canada. Every step of that evolution has been guided by advisors, employers, and the real-world needs of employees.
2013
The Founders' Story
Tim Kane had a conviction he couldn't shake: advisors needed a better way to bring health spending accounts to their clients, and the tools to do it simply didn't exist. So, he sold his brokerage and partnered with Steve McEwan to build something new.
Together, they founded myHSA, Canada's first cloud-based HSA platform. In an industry built on paper forms and manual administration, the vision was straightforward: make spending accounts personal, flexible, and completely digital. myHSA put the power of self- insurance into the hands of every advisor, employer, and employee across the country.
.jpg)
2016
Introducing myFlexplan
Three years in, myHSA launched what would become its flagship offering: myFlexplan. By combining a health spending account with a wellness spending account into a single, unified plan, myFlexplan gave employees true flexibility over how their benefit dollars were used, from dental visits, to gym memberships, to mental health support.
The launch sparked significant growth and redefined what a modern benefits plan could look like for Canadian small and mid-sized businesses. Years later, myFlexplan remains the most popular product in the myHSA suite.
.jpg)
2017
Mark Young Joins as CTO
As the platform scaled, it was time to match that growth with dedicated technical leadership. Mark Young joined as Chief Technology Officer, bringing the engineering depth and product vision to carry myHSA's technology into its next era. His arrival marked a natural evolution: the right person, at the right moment, to build on what Tim and Steve had started.
2022
100,000 Employees on the Platform
By 2022, myHSA had crossed a landmark threshold: 100,000 employees actively using the platform, a number that has since more than doubled.
Distributed through a growing network of advisors and employers across every sector of the Canadian economy, the platform had become a trusted staple of the employee benefits landscape from coast to coast.
While our user base was growing, our team was too. We moved out of our first office and into a new space.
2023
Ten Years of myHSA
In 2023, myHSA marked a decade in business. Ten years of turning a scrappy idea into an industry-defining platform.
"After a decade, we take pride in having built an exceptional team, a strong brand, and a lasting legacy in the employee benefits industry. Our commitment to making spending accounts a significant part of the conversation, rather than an afterthought, has been unwavering."
— Tim Kane, Co-Founder, myHSA
2026
Leadership Succession
With over 250,000 employees and 7,000 advisors now on the myHSA platform, Tim Kane and Steve McEwan made a deliberate decision: to step into Co-Founder roles and hand leadership to a team built for what comes next. The company had proven itself, and it was time to match its scale with the leadership to take it further.
Danielle Constantine stepped into the CEO role and Beth Shackman became COO, bringing new energy and operational depth to guide myHSA through its next phase of growth.
The transition is a mark of what Tim and Steve built: an organization strong enough to thrive beyond its founders, with the culture, product, and people to carry the mission forward.
