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[Remote] B2B Sales Representative (Remote Saskatchewan)

Remote, USA Full-time Posted 2026-06-17

Note: The job is a remote job and is open to candidates in USA. GroupStrength Benefits Direct Inc. is transforming the Canadian group benefits industry with innovative solutions. As a B2B Sales Representative, you will engage with business leaders across Canada, showcasing GroupHEALTH employee benefits solutions and leveraging your sales skills to exceed quotas and enhance clients' benefits offerings.

Responsibilities

  • You'll communicate with Canadian business leaders about their current employee benefits plans and demonstrate how GroupHEALTH can provide superior solutions
  • Leverage qualified leads from our New Business Development (NBD) team to create opportunities and consistently close new business at or above quota
  • Educate and guide prospects through the decision-making process, assessing and understanding their business goals
  • Collaborate with business leaders to evaluate and improve their benefits plans using your expertise and GroupHEALTH tools
  • You’ll create customized solutions that outperform their existing plans—no apples-to-apples comparisons here, only superior results
  • Once your prospect agrees to move forward with GroupHEALTH, you'll hand them over to our dedicated Client Services team, ensuring they receive a best-in-class experience
  • Our top Sales Advisors continuously hone their skills through prospecting
  • During your training, you'll gain hands-on experience working with our BDR team to further develop your sales capabilities

Skills

  • 1-2 years of B2B sales experience (experience in insurance or group benefits is a plus)
  • Exceptional communication skills, both written and verbal
  • Quick thinker with a knack for technology
  • Experience in cold calling and lead generation
  • Familiarity with CRM systems is an asset
  • Bilingual in both spoken and written French is an asset

Benefits

  • Annual and Quarterly Sales Incentives
  • Qualified Leads
  • Licensing and Training Support
  • A Dynamic Remote Team Culture
  • Comprehensive health and wellness benefits
  • Employee wellness activities
  • Reimburse your LLQP Designation upon completion
  • Comprehensive benefits plan
  • RRSP

Company Overview

  • GroupStrength Benefits Direct Inc. provides small to mid-sized Canadian organizations with comprehensive yet affordable employee group benefits plans. It was founded in 2014, and is headquartered in Winnipeg, Manitoba, CAN, with a workforce of 11-50 employees. Its website is https://www.gsbd.ca.
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