Find Your Team

Take a look at our current openings:

All Teams
  • All Teams
  • Administrative Operations
  • Advisory Services/Benefits
  • Business Operations
  • Client Operations
  • Client Solutions
  • Compliance
  • Customer Care
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  • Product Management
  • Sales
  • Strategy
All Locations
  • All Locations
  • Toronto, ON
  • Chicago, IL
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  • New York, NY

Employee Spotlight

I joined League because it's ‘me in a company’. I am extremely passionate about living & preaching a healthy and happy lifestyle. Having also battled with mental illness, League is the first company where I've truly felt like myself and feel comfortable talking about it in the office.

League gives me the opportunity to really take ownership over my work and contribute in a meaningful way. It was clear that I would be able to immediately see the impact of my work. On top of that, everyone I met during the interview process was incredibly welcoming, supportive, and took pride in their work -- all signs of a great environment.

I was attracted to League by the ambitious idea of disrupting the traditional employee benefits insurance space, and to help build a platform that achieves the mission of helping people live healthier. I believe that an active body results in a happier, focused mind.

I joined League because of the mission to empower people to live a happier & healthier life every day. As a Kinesiology major, my passion lies in educating the population in preventive health. At League, I'm given the tools to bring my passion to life.

Tell us a few things about yourself, and we'll show you how we can impact your business for the better.


Thank you!

A member of our Sales team will be in touch shortly to tell you more about the services we offer and answer any questions you may have.