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B2B Sales Representative; Remote Saskatchewan

Remote / Online - Candidates ideally in
SK, Canada
Listing for: GroupStrength Benefits Direct Inc.
Remote/Work from Home position
Listed on 2026-01-04
Job specializations:
  • Sales
    B2B Sales, Business Development
Salary/Wage Range or Industry Benchmark: 75000 CAD Yearly CAD 75000.00 YEAR
Job Description & How to Apply Below
Position: B2B Sales Representative (Remote Saskatchewan)

B2B Sales Representative (Remote Saskatchewan)

Join to apply for the B2B Sales Representative (Remote Saskatchewan) role at Group Strength Benefits Direct Inc.

THE OPPORTUNITY

The Canadian employee benefits industry is experiencing explosive growth, valued at over $50 billion annually. With an ageing workforce and outdated sales practices, there's a significant need for innovation. Group Strength is cultivating the next generation of high‑skill, high‑volume, and high‑reward B2B sales professionals who are transforming the Canadian benefits landscape. If you’re eager to make a meaningful impact and excel in a thriving industry, this opportunity is for you!

YOUR

ROLE

As a B2B Sales Representative, you will engage with prospects nationwide through phone and video meetings, showcasing the unparalleled Group

HEALTH employee benefits solutions. Supported by cutting‑edge tools and expert guidance, you'll join a team that has added nearly 2,000 clients during the pandemic, demonstrating our ability to meet the evolving needs of Canadian employers and employees. Your exceptional sales skills will be key in exceeding quotas and helping businesses enhance their benefits offerings.

WHAT TO EXPECT

Your onboarding journey at Group Strength is designed to set you up for success:

  • Your first two weeks will focus on studying for your LLQP (Life License Qualification Program) to ensure you’re fully licensed and ready to excel in the role.
  • After obtaining your LLQP license, you’ll embark on our comprehensive training program, beginning as a Business Development Representative (BDR). In this role, you’ll learn about our company, our target market, and—most importantly—our industry‑leading products.
  • As you progress through the training program and hit key milestones, you’ll graduate to the role of B2B Sales Representative, where you’ll apply your newfound knowledge and skills to make a significant impact.
YOUR IMPACT
  • Communicate with Canadian business leaders about their current employee benefits plans and demonstrate how Group

    HEALTH 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 Group

    HEALTH tools, creating customized solutions that outperform their existing plans.
  • Once a prospect agrees to move forward, hand them over to our dedicated Client Services team to ensure they receive a best‑in‑class experience.
  • Continuously hone your skills through prospecting, working closely with the BDR team during training.
THIS IS YOU
  • A driven self‑starter with a strong desire to succeed.
  • 1‑2 years of B2B sales experience (insurance or group benefits experience 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.
YOUR COMPENSATION
  • On‑target earnings Year 1: $75,000+
  • On‑target earnings Year 2: $90,000+
  • On‑target earnings Year 3 onward: $115,000+

On‑target earning projections are a combination of a starting salary of $45,000 plus uncapped commissions, bonuses and a capped increasing base salary as metrics are achieved.

WHAT YOU’LL GET
  • Annual and Quarterly Sales Incentives
  • Licensing and Training Support
  • A Dynamic Remote Team Culture
  • Comprehensive health and wellness benefits, including employee wellness activities, and reimbursement of your LLQP designation upon completion.
WHY YOU’LL LOVE WORKING FOR GROUP STRENGTH

We’re committed to your professional growth, offering promotion opportunities, career development paths, and various learning and development programs. Our robust health and wellness benefits allow you to customise your plan to fit your needs. Plus, with virtual company‑wide events, team socials, and more, we foster a collaborative and engaging work environment.

Seniority level

Associate

Employment type

Full‑time

Job function

Sales and Business Development

Industries

Insurance

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