Recognized as one of Greater Toronto's Top Employers (2025):
By Richard Yerema and Kristina Leung, Mediacorp Canada Inc. staff editors (Dec 2, 2024)
Here are some of the reasons why FIRST Insurance Funding of Canada was selected as one of Greater Toronto's Top Employers (2025):
- FIRST Canada offers a number of family-friendly policies such as maternity and parental leave top-up for parents-to-be (to 100 per cent of salary for up to 16 weeks), a family coverage option as part of its benefits plan, and paid health and emergency leave days to enable employees to balance family commitments
- FIRST Canada encourages employees to further develop their skills with subsidies for tuition (to $5,250 per year) and professional accreditations, in addition to managing internal development programs such as mentoring, leadership programs and internships for the next generation
- FIRST Canada employees enjoy a hybrid work schedule with no set number of days in the office, which has been designed for hybrid work with bookable desks and meeting spaces (enabled with Teams to be inclusive of virtual participants), as well as the ability for employees to work from anywhere in the world for up to four weeks per year

FIRST Canada staff attend an employee social

FIRST Canada staff attend an employee social

FIRST Canada staff attend an employee social
Highlights
Industry | Insurance payment services |
Established in Canada | 2012 |
Publicly traded | yes |
Parent company | Wintrust Investments, LLC |
Parent company head office | Chicago, IL, United States |
Major Canadian locations | Montréal QC, Vancouver BC, Toronto ON |
Full-time employees in Canada | 143 |
Part-time employees in Canada | 7 |
Average age of employees in Canada | 38 years |
Longest serving employee | 18 years |
Flexible work options | hybrid work option, flexible work hours, telecommuting |
Long-term savings | matching RSP |
Health plan premium | as part of the health plan, the employer pays up to 100% of the premiums |
Health spending account | up to $500 each year |
Wellness spending account | up to $500 each year |
Mental health practitioner benefit | up to $1,000 each year |
Maternity top-up (mothers) | up to 100% of salary for 16 weeks |
Parental top-up (fathers) | up to 100% of salary for 16 weeks |
Adoption top-up | up to 100% of salary for 16 weeks |
Vacation allowance | new employees receive 3 weeks of paid vacation after their first year on the job |
Outside survey period | outside consultant surveys are held every 12 months |
Employee performance reviews | employees receive individual performance reviews every 12 months |
In-house training initiatives | in-house training, online training, mentoring, leadership development programs, paid internships |
Related tuition subsidies | employer covers up to 100% of tuition per year |
Annual tuition maximum | employer pays up to $5,250 in tuition subsidies for job-related courses per year |
Employee charitable involvement | employees are involved in selection of charities |
The Career Directory
FIRST Insurance Funding of Canada has been selected for The Career Directory, our guide to entry-level recruitment for recent college and university graduates.
Highlights for New Grads
Industry | Insurance payment services |
Full-time employees in Canada | 101 to 250 |
Parent company | Wintrust Investments, LLC |
Parent company head office | Chicago, IL, United States |
Major Canadian locations | Montréal QC, Vancouver BC, Toronto ON |
Student opportunities | paid internships, summer jobs, co-op opportunities |
Training | subsidies for professional accreditation, orientation program, online training, in-house training, mentoring |
Annual tuition maximum | employer pays up to $5,250 in tuition subsidies for job-related courses per year |
Work benefits | health benefits for new employees, flexible work hours, telecommuting |
Vacation allowance | new employees receive 3 weeks of paid vacation after their first year on the job |
Academic fields recruited
-
Bachelor of Arts
-
Bachelor of Commerce / Business Administration
-
Master of Business Administration
Recruits at these schools
- Toronto Metropolitan University
- University of Waterloo