Regional Manager, Individual - Life (External Wholesaler)

Wawanesa Insurance; Winnipeg; Hybrid; CAD 80,000 - 100,000; Full time

Job summary

A leading insurance provider is seeking a Regional Manager to oversee sales strategies and broker networks in Manitoba and Saskatchewan. The role requires excellent sales experience, communication skills, and the ability to work independently. Candidates will benefit from a competitive salary of $80,000 – $100,000, with opportunities for additional commissions, and a hybrid work environment.

Benefits

Annual bonus plan

Generous vacation time

Premium free benefits

Pension plan

Qualifications

• Proven sales experience (5+ years), initiating contact, presenting, and closing deals.
• Ability to be licensed within 90 days or currently licensed for life insurance sales in Manitoba and Saskatchewan.
• Travel within the region as outlined in the Business Plan.

Responsibilities

• Develop and implement the Annual Business Plan for sales targets.
• Manage the territory to align with the Business Plan and company objectives.
• Build new broker relationships and ensure compliance with company standards.

Skills

Sales experience

Excellent communication skills

Business acumen

Negotiation skills

Microsoft Office proficiency

Education

University degree or industry designations (CLU, CFP, CHS)

Tools

Salesforce

PowerBI

Job description

Working Business Language: English.

Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In addition to salary, full‑time and part‑time permanent employees are eligible for an annual bonus plan, leave of absence top‑up programs and generous vacation time, personal days, premium free benefits and a pension plan. The salary offered for this role is determined with consideration to various factors, including but not limited to: your work location, local labour market conditions, external market salary data, internal pay equity and the knowledge, skills, experience and anticipated proficiency in the role. The salary offered is estimated to be within the following range: $80,000 – $100,000 (Base pay range plus variable monthly commissions based on sales. Approximate total yearly income during the first year is $120–140k). Candidates with salary expectations outside of the range are still encouraged to apply.

About Us

At Wawanesa, we’re proud to offer a hybrid work environment that offers flexibility to our employees in balancing in‑office work (2 days per week OR 15 hours per week in a Wawanesa office) and remote work. You may work from any of the following locations: Winnipeg, MB.

The Wawanesa Mutual Insurance Company (“Wawanesa Mutual”), founded in 1896, is one of Canada’s largest mutual insurers, with over $3.5 billion in annual revenue and assets of $10 billion (CAD). Wawanesa Mutual, with its National Headquarters in Winnipeg, is the parent company of Wawanesa Life, which provides life insurance products and services throughout Canada, and Western Financial Group, which distributes personal and business insurance across Canada. Wawanesa proudly serves more than 1.7 million members in Canada, and we are home to more than 3,600 employees distributed across the Canadian regions and communities where we operate. We give back to organizations that strengthen communities, donating more than $3.5 million annually to charitable organizations, including over $2 million annually in support of people on the front lines of climate change.

We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team.

Job Overview

The Regional Manager is responsible for planning and executing the Annual Business Plan to achieve sales targets within the Manitoba and Saskatchewan territory. This role involves building and maintaining a strong broker network and promoting Wawanesa Life as a leading insurance provider.

Job Responsibilities

• Appointing, training, and developing broker relationships.
• Strong team player with the ability to collaborate effectively with Head Office personnel.
• Excellent communication skills, including verbal, written, and listening.
• Effective decision‑making and problem‑solving abilities.
• Commitment to personal development and staying current with industry changes.
• In‑depth knowledge of Wawanesa Life products, underwriting, and administration practices.
• Strong business acumen and negotiation skills.
• Proficiency in using Microsoft Office (Word, Excel, PowerPoint, PowerBI).
• Experience with CRMs including Salesforce considered an asset.

Major Duties and Responsibilities

Sales Development (90%):

• Develop and implement the Annual Business Plan with a strong focus on achieving sales targets.
• Manage the territory in alignment with the Business Plan and company objectives.
• Build new broker relationships, ensuring they meet company standards.
• Provide quarterly feedback on year‑to‑date sales activities and results.
• Manage activities within the allocated expense budget.

Other Responsibilities

• Act as a liaison between Head Office, brokers, and clients to resolve issues and enhance service levels.
• Promote sales and marketing tools.
• Monitor competitive marketplace changes and consumer/marketing trends.
• Collaborate with the Head Office team to develop new product opportunities based on market trends and broker feedback.

Qualifications

• Ability to be licensed within 90 days or currently licensed to transact life insurance sales in Manitoba and Saskatchewan.
• 5+ years of proven sales experience, with a focus on initiating contact, presenting, and closing deals.
• Preference will be given to those candidates with a university degree and/or industry designations such as CLU, CFP or CHS.
• Ability to work independently and under minimal supervision.
• A valid driver’s license.
• Travel within the region as outlined in the Business Plan, including overnight travel when necessary.
• Travel to Head Office as required.

Wawanesa is proud to be one of Manitoba’s Top Employers, a Kincentric Best Employer in Canada and a Forbes Best Employer in Canada recognizing an exceptional place to work!

Diversity Equity, Inclusion & Belonging

At Wawanesa, we are committed to Diversity, Equity, Inclusion and Belonging (DEIB) and believe that our strength lies in the diversity of our people – this is supported by having a representative workforce. We welcome applications from all qualified candidates, including racialized persons, women, Indigenous Peoples, persons with disabilities, members of the 2SLGBTQIA+ community, gender‑diverse and neurodiverse individuals, and anyone who can contribute to the further diversification of thought and ideas. We aim to ensure our recruitment process is accessible to all candidates. If you require accommodations during any stage of the recruitment process, please reach out in confidence to [e-mail]. All Wawanesa job applicants are subject to Wawanesa’s Privacy Policy.