Canadian careers news — Wawanesa Mutual Insurance is hiring a Senior Business Development Representative covering Saskatchewan and Manitoba, and the details tell you a lot about where one of Canada’s oldest mutual insurers is putting its growth energy. The role is hybrid, based in Winnipeg, Regina, or Saskatoon, and centres on building the company’s broker network across the Prairies.
By Maplestime Business Desk | Winnipeg, Manitoba | September 19, 2026
Sources: Wawanesa Insurance | Last updated: September 19, 2026
Key Takeaways
- Wawanesa (Job ID 9981) is hiring a Senior Business Development Representative for Saskatchewan and Manitoba
- Hybrid role based in Winnipeg, MB; Regina, SK; or Saskatoon, SK — 2 days per week (or 15 hours) in office
- The job manages broker relationships, hits targeted business goals with contracted brokers, and grows new brokerages and territories across the region
- Requires 5+ years in sales, business development, or wholesale distribution; commercial and farm insurance experience is an asset; Salesforce required
- Wawanesa: founded 1896, $3.5B annual revenue, $10B in assets, 1.7 million members, 3,300+ employees, HQ in Winnipeg
The Role
The Senior Business Development Representative works under minimal supervision to manage brokerage relationships between Wawanesa and its broker network, develop and achieve targeted business goals with contracted brokers, and grow the business with new brokerages and territories across Saskatchewan and Manitoba — all reflecting Wawanesa’s strategies.
Responsibilities include establishing and managing production results, setting and achieving growth and marketing plans based on individual brokerage plans and regional goals, and assessing a brokerage’s benefit or risk to regional goals. The rep acts as the central liaison between Wawanesa and its brokers, keeping communication flowing and resolving company-brokerage concerns. The role is accountable for monthly scorecard targets tied to lead generation and quoting and binding results within the assigned broker territory.
It also involves working across functional departments — running training sessions, facilitating meetings between Wawanesa and brokerage staff, implementing underwriting plans, sharing marketplace information, and directing claim or underwriting concerns to the right channels. A strong understanding of the marketplace, products, brokerages, and competitors is expected.
What They’re Looking For
- 5+ years of experience in sales, business development, or wholesale distribution — ideally in relationship-driven, target-based environments focused on market expansion and revenue growth
- Post-secondary education in Business, Marketing, Communications, or a related field; CIP or CRM designation an asset
- Experience in commercial and farm insurance an asset
- Proficient in Microsoft Office; Salesforce CRM experience required
- Strong planning, presentation, and communication skills; clean driver’s abstract
Note the hiring detail worth watching: Wawanesa discloses that its recruitment process may involve AI tools to screen, assess, or select applicants, with all final decisions taken or reviewed by human recruiters in compliance with applicable legislation.
The Company
Wawanesa Mutual, founded in 1896, is one of Canada’s largest mutual insurers, with over $3.5 billion in annual revenue and $10 billion (CAD) in assets. Headquartered in Winnipeg, it is the parent company of Wawanesa Life (life insurance across Canada) and Western Financial Group (personal and business insurance distribution). Wawanesa serves more than 1.7 million members and employs over 3,300 people across the country. The company donates more than $3.5 million annually to charitable organizations — including over $2 million a year to people on the front lines of climate change — and is recognized as one of Manitoba’s Top Employers.
Beyond salary, Wawanesa offers an annual bonus plan, leave top-up programs, vacation time, personal days, premium-free benefits, and a pension plan. Final salary is set based on location, labour market conditions, market data, internal pay equity, and the candidate’s skills and experience.
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How to Apply
The posting is live on Wawanesa’s careers site under Job ID 9981. Wawanesa’s recruitment process includes a diversity, equity, inclusion, and belonging commitment, with accommodations available for candidates who need them during any stage.
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Would you build your career in insurance sales across the Prairies — or is broker-relationship work a grind only the right personality survives? Tell us in the comments, and share this with every sales professional in Saskatchewan and Manitoba looking for their next move.
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