Western Financial Group logo

Sales Development Manager

Western Financial Group
Department:Design
Type:REMOTE
Region:Winnipeg, Manitoba
Location:Winnipeg, Manitoba, Canada
Experience:Mid-Senior level
Salary:CAD70,000 - CAD100,000
Skills:
COMMERCIAL INSURANCESALES COACHINGSALES TRAININGPROSPECTINGCLOSING DEALSCLIENT ENGAGEMENTINSURANCE LICENSECOMMERCIAL LINES INSURANCEPROVINCIAL REGULATIONSCARRIER REQUIREMENTS
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Job Description

Posted on: October 19, 2025

Truthfulness | Fairness | Value | Loyalty As one of Canada's largest insurance providers, Western has more than 220 locations across Canada. With over 2,100 team members, our actions are anchored in our Guiding Principles, Truthfulness, Fairness, Value, and Loyalty. We take care to deliver the right insurance solution every time so our customers can live confidently. Sales Development Manager As a Sales Development Manager you will drive success across our sales teams. You’ll design and deliver impactful training, coaching, and workshops that build confidence and sharpen skills in prospecting, closing, and client engagement. Your background in commercial insurance sales will enable you to play a key role in growing performance and aligning our people with business goals. Here Is What a Typical Day Looks Like

  • Partner with Branch Level Leadership to provide personalized coaching and development plans to both new and experienced Sales Producers in terms of identifying markets, setting goals/targets, providing material support on new business submissions and negotiations, and addressing any specific challenges or training gaps.
  • Provide Sales Producers mentorship and coaching to stay motivated and accountable to their goals and targets, as well as sharpen skills such as prospecting, closing deals, and building and maintaining strong client relationships.
  • Collaborate closely with internal stakeholders to develop cohesive strategies, programs, workshops, and initiatives, ensuring that all parties are aligned in key focus areas.
  • Evaluate impact and success of training programs, reporting results to Senior Leadership, and adapting as needed based on participant outcomes and business priorities.

The value you bring

  • General Level 2 Insurance License required.
  • Outbound sales background and intimate understanding of the sales process.
  • Experience in providing coaching/training to Sales Producers.
  • Technical knowledge of Commercial Lines Insurance Products, Provincial Regulations, and Carrier Requirements & Offerings.
  • Deep understanding of the external insurance market and ability to pivot direction based on evolving trends and developments.

Hours: Full-Time, Permanent - 37.5 hours/week Location: Remote in Manitoba or Saskatchewan, Canada. < 30% travel required. Compensation Range: $70,000 - $100,000 Requisition #: 82141 What if I don’t meet every requirement? If you’re excited about the role but your experience doesn’t check every box – we still encourage you to apply. You may be the right person for this role – or we might have another that suits you even better! At Western, we are dedicated to building a diverse, inclusive, and authentic workplace in the communities we work and live in If you have questions or require accommodation, please reach out to us. Health and Wellness We take pride in providing programs that add value to our people’s lives – after all, they are our greatest asset. Eligible employees receive a competitive compensation package consisting of 3 weeks’ vacation, 14 wellness days, company matching investment and savings programs, and 100% employer-paid group benefits, including a health care spending account. For over 20 years, supporting our local communities has been a part of everything we do – it’s engrained in our culture though the Western Financial Group Communities Foundation.

Originally posted on LinkedIn

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