FIRST Insurance Funding of Canada
FIRST Canada employees  

Recognized as one of Greater Toronto's Top Employers (2025):

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  

    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

    Recruits at these schools


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