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Added 8 mins ago
CS
Youth Experience Coordinator (Montreal)
Circuit Stream
Montreal, QC
- $22 CAD / hour
- Internship
…they might want to do next, from AI, engineering, medicine, and business to psychology, sports, outdoor adventure, and more. Through partnerships with leading universities and industry…
Added 8 mins ago
LL
Location Manager | March Break & Summer 2027 (Verdun)
Laurus Lifestyles
Montreal, QC
- Full-time
For over 15 years, Laurus has been creating enriching experiences for children and families through our summer camps, March Break camps, and afterschool programs. With multiple locations…
Added 8 mins ago
LC
Pharmacist, Hourly Part Time Day
Loblaw Companies Limited
Toronto, ON
- Part-time
Proven ability to drive and build the business, lead by example and support enterprise programs
Added 8 mins ago
T
Manager, Advice Center Performance Strategy
TD
Toronto, ON
- Full-time
TD is committed to providing fair and equitable compensation opportunities to all colleagues. Growth opportunities and skill development are defining features of the colleague experience at…
Added 8 mins ago
T
Manager, Advice Center Coaching Design & Leader Enablement
TD
Toronto, ON
- Full-time
TD is committed to providing fair and equitable compensation opportunities to all colleagues. Growth opportunities and skill development are defining features of the colleague experience at…
Added 8 mins ago
HR
Designated Beauty Advisor - Estee Lauder
Holt Renfrew
Toronto, ON
- Full-time
A job at Holt Renfrew offers a competitive total compensation, a generous employee discount, pension, and health & dental benefits, tuition assistance, and continuous learning and…
Added 8 mins ago
HR
Specialist, Designated Beauty Advisor (DBA) - Clinique
Holt Renfrew
Toronto, ON
- Full-time
A job at Holt Renfrew offers a competitive total compensation, a generous employee discount, pension, and health & dental benefits, tuition assistance, and continuous learning and…
Added 8 mins ago
SH
Underground Mine Beginner
SIEL Human Solutions
Thompson, MB
- Full-time
Start or build your underground career with the Mines Operations team in Thompson. This is a permanent role, and we're hiring for future openings. Depending on your experience, you'll work…
Added 8 mins ago
Technical Documentation Manager
Tigercat | MacDonald Steel
Brantford, ON
We are seeking a Technical Publications Manager to lead and evolve our technical documentation function. This role combines technical understanding, strategic planning, process improvement,…
Added 8 mins ago
Payroll Systems Specialist
Tigercat | MacDonald Steel
Cambridge, ON
Skills Development and Training Reimbursement: An opportunity to self-identify industry-related learning opportunities available for pre-approval and repayment.
Added 8 mins ago
T
Manager, Investments - Tangerine
Tangerine
Toronto, ON
- Full-time
You will have access to thousands of online and in person learning experiences at your fingertips to elevate your career and accelerate your development.
Added 8 mins ago
LL
Location Manager | March Break & Summer 2027 (Laval)
Laurus Lifestyles
Laval, QC
- Full-time
For over 15 years, Laurus has been creating enriching experiences for children and families through our summer camps, March Break camps, and afterschool programs. With multiple locations…
Added 8 mins ago
LL
Location manager - March break camp 2027 (Downtown)
Laurus Lifestyles
Montreal, QC
- Full-time
For over 15 years, Laurus has been creating enriching experiences for children and families through our summer camps, March Break camps, and afterschool programs. With multiple locations…
Added 8 mins ago
W
Sr People & Culture Generalist
Wynford
Toronto, ON
- Full-time
Reporting to the Director, People & Culture, you'll take ownership of core HR operations, advise managers on people matters and lead improvements to our HR processes and systems.
Added 8 mins ago
HV
TEXTURE & LOOKDEV SUPERVISOR - Hybride VFX
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Montreal, QC
- Full-time
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Added 8 mins ago
PS
Senior Manager Cybersecurity - Governance Risk and Compliance
Professional Staffing
Toronto, ON · Greater Toronto Area, Canada
- $140,000 to $150,000 CAD / year
- Full-time
This role will lead the development and advancement of the organization's cybersecurity strategy, governance, risk management, compliance, and security initiatives, ensuring organizational…
Added 8 mins ago
MS
Développeur logiciel (moteur principal)/Software Developer (Core Engine) - Battlefield
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Montreal, QC
- Full-time
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Added 8 mins ago
ES
LPN (Casual)
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AB · Edmonton, AB
- Internship
Embrace a culture of continuous learning and development to ensure individuals, families, professionals, and team members have access to current information and resources.
Added 8 mins ago
EC
Professional Development Specialist
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AB · Edmonton, AB
- Full-time
Lead the development and annual updating of the PD Learning and Training Plan, using PD trends and survey data from ECALA’s grants team and grant recipient needs.
Added 8 mins ago
KA
Early Childhood Educator- Cavanagh
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- Full-time
You will become part of the change towards modern childcare including Exploratory Education™, STEM, discovery, and child-led approach learning
Added 8 mins ago
PA
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Thornhill, ON
- Full-time
Leadership development and training through our internal learning programs
Added 8 mins ago
AW
VP & Head of Environmental, Canada
Allied World Assurance Company
Toronto, ON
- Full-time
We believe that when our great people work together and support one another, our clients receive the best solutions. We embrace unique perspectives and empower each person to grow through…
Added 8 mins ago
MJ
PT Sales Associate- Vancouver Outlet
Marc Jacobs
Vancouver, BC
- $20 to $22 CAD / hour
- Part-time
Maintain a curious and learning attitude by continuously seeking and receiving feedback from colleagues and management
Added 8 mins ago
CO
Executive Assistant
City of Winnipeg
Winnipeg, MB
- Full-time
…management activities, building capacity, promoting continuous learning and development…
Added 8 mins ago
HR
Beauty Advisor - CREED
Holt Renfrew
Toronto, ON
- Full-time
A job at Holt Renfrew offers a competitive total compensation, a generous employee discount, pension, and health & dental benefits, tuition assistance, and continuous learning and…

Western Financial Group

Representative - Employee Benefits Sales

Winnipeg, MB, Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Apply by: Dec 9, 2026
Working hours: 37.5 hours/week
Posting language: English
Posted: Nov 9, 2026

Original job description

Proudly Canadian. Driven by Purpose. Rooted in Care.

Join a national team where people, purpose, and community come first. Western Financial Group was named a 2025 Top Insurance Employer by Insurance Business Canada and is home to more than 2,300 team members supporting over one million customers across 200+ locations across Canada.

Employee Benefit Sales Representative - Winnipeg

Carve your path to success by learning from industry sales experts who sell our unique Employee Benefit Insurance programs to independent businesses across Canada.

Our high-performance team will help you enhance your discipline and help you refine the skills required to achieve your goals.

Western offers our Employee Benefits Sales representatives an Annual base Salary plus unlimited commissions, including Annual and monthly bonus payouts. Our Empress location also includes an Onsite Gym and Parking.

The Expectation

Support the innate desire to generate new business opportunities both independently and working as a team
Strategize and refine your sales approach by focusing on target market prospects
Constantly adapt your cold-calling strategies to attract new customers, set personal quotas and monitor your performance using proven KPIs,
Possess the confidence to interact with clients while obtaining relevant information through our sophisticated sales process
Demonstrate superior active listening skills to understand prospects' needs through building long-term, trusting relationships with prospects to qualify leads as sales opportunities
Exhibit outstanding organizational skills to efficiently navigate our CRM program

What You Bring

LLQP License an asset
Post-Secondary diploma or degree an asset
Proven relationship builder with strong negotiation, selling and closing techniques
A resilient team player who is driven to achieve results with a positive attitude
A hunter mindset with an entrepreneurial mentality for proactively seeking and closing new business opportunities in the market

Role Details

Hours: Full Time, Permanent (37.5 hours/week)
Location: Office role in Winnipeg
Compensation: $40,000 salary + 30% commission on new business
Requisition #: 83406

Why Western?

Western’s people-first culture, grounded in our guiding principles of Truthfulness, Fairness, Value, and Loyalty, is recognized across Canada and strengthened by our commitment to wellness, flexibility, and meaningful community impact.

Highlights Include

14 Paid Wellness Days, 3 weeks’ vacation, company matching savings programs, and 100% employer paid group benefits for eligible employees
Over 1,500 volunteer hours supporting 160+ charities in 2024–2025 through the Western Financial Group Communities Foundation.

Our Commitment to Inclusion: At Western, we strive to create an accessible, equitable, and inclusive workplace where everyone feels valued and can thrive. As an equal opportunity employer, we encourage applicants of all backgrounds to apply, even if your experience doesn’t perfectly match every qualification. If you need assistance or an accommodation during the hiring process, please contact talent.acquisition@westernfg.ca or visit our Careers page.

Our Human First Hiring Approach: We do not use artificial intelligence to screen, assess, or select applicants. All applications are personally reviewed by Western’s Talent Acquisition Consultants. As part of our hiring process, we use standardized, scientifically validated skills assessments (nonAI), and all results are reviewed by our hiring team.

Ready to Apply?

If making a meaningful impact in your community and growing your career in a supportive, purpose-driven environment excite you, we’d love to hear from you.

Apply About employer

More about this job

Responsibilities

Generate new business independently and collaboratively by identifying target prospects, adapting cold-calling strategies, and meeting personal sales quotas. Engage prospects through the sales process, understand their needs, build trusting relationships, qualify leads, and manage sales activity using the CRM and performance KPIs.

Requirements

The role seeks a resilient, results-driven team player with an entrepreneurial hunter mindset and proven relationship-building, negotiation, selling, and closing abilities. An LLQP license and a post-secondary diploma or degree are assets.

Skills

New Business Development
Cold Calling
Sales Strategy
Prospecting
Negotiation
Selling
Closing
Relationship Building
Active Listening
Lead Qualification
Organization
Performance Monitoring
Teamwork
Resilience

Benefits

Unlimited Commission
Annual And Monthly Bonuses
Onsite Gym
Parking
Paid Wellness Days
Three Weeks' Vacation
Company Matching Savings Programs
Employer-Paid Group Benefits

Visa sponsorship

Not detected in the job text

Keywords

Employee Benefits Insurance
Insurance
Sales
New Business Development
Cold Calling
Prospecting
Target Markets
Sales Quotas
Key Performance Indicators
Sales Process
Active Listening
Relationship Building
Lead Qualification
Negotiation
Selling
Closing
LLQP License
Independent Businesses
Commission

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