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Part Time Insurance Sales Jobs in Ontario (NOW HIRING)

PVH

Sales Associate - Part-Time

Mississauga, ON · On-site

We are looking for a passionate Sales Associate who can deliver a top-notch customer experience and ... Insurance :best in class medical insurance, vision insurance, dental insurance, life insurance, and ...

PVH

CA$18.10 - CA$20.10/hr

Sales Associate REPORTS TO: Store Manager JOB CLASSIFICATION: Hourly Non-Exempt POSITION SUMMARY ... Insurance :best in class medical insurance, vision insurance, dental insurance, life insurance, and ...

PVH

Sales Associate - Part-Time

Ottawa, ON · On-site

We are looking for a passionate Sales Associate who can deliver a top-notch customer experience and ... Insurance :best in class medical insurance, vision insurance, dental insurance, life insurance, and ...

Journeys

Part-Time Sales Associate Canada

Windsor, ON · On-site

Compensation includes base pay, sales commission, and bonus potential* JOB SUMMARY To provide a fun ... Benefits offered may include medical, vision, and dental insurance, a vacation package, and ...

Journeys

Part-Time Sales Associate Canada

Concord, ON · On-site

Compensation includes base pay, sales commission, and bonus potential* JOB SUMMARY To provide a fun ... Benefits offered may include medical, vision, and dental insurance, a vacation package, and ...

Journeys

Part-Time Sales Associate Canada

Windsor, ON · On-site

Compensation includes base pay, sales commission, and bonus potential* JOB SUMMARY To provide a fun ... Benefits offered may include medical, vision, and dental insurance, a vacation package, and ...

Journeys

Part-Time Sales Associate Canada

Toronto, ON · On-site

Compensation includes base pay, sales commission, and bonus potential* JOB SUMMARY To provide a fun ... Benefits offered may include medical, vision, and dental insurance, a vacation package, and ...

Genesco

Part-Time Sales Associate Canada

Kanata, ON · On-site

Compensation includes base pay, sales commission, and bonus potential* JOB SUMMARY To provide a fun ... Benefits offered may include medical, vision, and dental insurance, a vacation package, and ...

Genesco

Part-Time Sales Associate Canada

Ottawa, ON · On-site

Compensation includes base pay, sales commission, and bonus potential* JOB SUMMARY To provide a fun ... Benefits offered may include medical, vision, and dental insurance, a vacation package, and ...

Genesco

Part-Time Sales Associate Canada

Toronto, ON · On-site

Compensation includes base pay, sales commission, and bonus potential* JOB SUMMARY To provide a fun ... Benefits offered may include medical, vision, and dental insurance, a vacation package, and ...

Genesco

Part-Time Sales Associate Canada

Oshawa, ON · On-site

Compensation includes base pay, sales commission, and bonus potential* JOB SUMMARY To provide a fun ... Benefits offered may include medical, vision, and dental insurance, a vacation package, and ...

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All JobsInsurance Sales JobsPart Time Insurance Sales JobsPart Time Insurance Sales Jobs in Ontario

Part Time Insurance Sales information

Can part time insurance sales be a side hustle?

Part time insurance sales can often be pursued as a side hustle, as many agents work flexible hours and manage their own schedules. However, it typically requires licensing, training, and compliance with industry regulations, which may impact availability outside of full-time commitments.

What are the key skills and qualifications needed to thrive as a part time insurance sales representative?

To thrive as a Part Time Insurance Sales representative, you need basic knowledge of insurance products, strong sales acumen, and often a state-specific insurance license. Familiarity with customer relationship management (CRM) software and digital communication tools is typically required. Excellent interpersonal skills, persistence, and self-motivation help build client trust and close sales. These skills are essential for effectively meeting sales targets, ensuring customer satisfaction, and maintaining compliance in a competitive, regulatory-driven industry.

What are some common challenges faced by part-time insurance sales representatives, and how can they be addressed?

Part-time insurance sales representatives often face challenges such as building a client base with limited hours, staying updated on product offerings, and managing follow-ups outside traditional business hours. To address these challenges, it helps to leverage digital tools for client management, prioritize time for ongoing product training, and establish a consistent communication schedule. Networking within your community and asking for referrals can also help expand your reach and build lasting client relationships, even with a part-time commitment.

What is a part time insurance sales job?

Part time insurance sales jobs involve selling insurance policies—such as life, health, auto, or home insurance—while working fewer hours than a standard full-time schedule. These roles typically include tasks like contacting potential clients, explaining different insurance products, and assisting clients with applications and claims. Part time agents may work for insurance companies, brokers, or as independent contractors, and often have flexible working hours, making it a good option for people seeking work-life balance or supplemental income.
What are the most commonly searched types of Insurance Sales jobs in Ontario? The most popular types of Insurance Sales jobs in Ontario are:
Part Time Insurance Sales jobs near you
Infographic showing various Part Time Insurance Sales job openings in Ontario as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 28% Part Time, and 4% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution.

Regional Manager, Individual - Life (External Wholesaler)

Wawanesa Insurance

Ottawa, ON • On-site

CA$160K/yr

Full-time, Part-time

Retirement, PTO

Re-posted 4 days ago

Job description

Job ID: 10123 


Employment Type: Existing Role 
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 provided with generous vacation time, personal days, premium free benefits and 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: $85,000 - $100,000 (base pay range plus variable monthly commission based on sales. Approximate total yearly income during the first year is $150-160k+). Candidates with salary expectations outside of the range are still encouraged to apply.

About Us
You may work from any of the following locations: Ottawa, ON, Kingston, ON.
 

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 3,300 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 also proud to be recognized as one of Manitoba's Top Employers. To learn more visit wawanesa.com. 


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 Ontario 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 (10%):

  • 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 Ontario.
  • 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. 


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 jobs@wawanesa.com.
 

All Wawanesa job applicants are subject to Wawanesa's Privacy Policy.

Please note that the recruitment process for this position may involve the use of AI tools to screen, assess, or select applicants. All final decisions are taken or reviewed by human recruiters and human hiring leaders in compliance with all applicable legislation.  
 

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