... leads Competitive product portfolio Advancement opportunities Flexibility and work-life balance ... Insurance Sales Agent, Location: Madden, AB - T0M 1L0 , PL: 604049005
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... leads Competitive product portfolio Advancement opportunities Flexibility and work-life balance ... Insurance Sales Agent, Location: Madden, AB - T0M 1L0 , PL: 604049005
Quick apply
... leads Competitive product portfolio Advancement opportunities Flexibility and work-life balance ... Insurance Sales Agent, Location: Madden, AB - T0M 1L0 , PL: 604049005
... leads Competitive product portfolio Advancement opportunities Flexibility and work-life balance ... Insurance Sales Agent, Location: Priddis Greens, AB - T0L 1W3 , PL: 604049011
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... leads Competitive product portfolio Advancement opportunities Flexibility and work-life balance ... Insurance Sales Agent, Location: Priddis Greens, AB - T0L 1W3 , PL: 604049011
... leads Competitive product portfolio Advancement opportunities Flexibility and work-life balance ... Insurance Sales Agent, Location: De Winton, AB - T1S 5J4 , PL: 604048995
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... leads Competitive product portfolio Advancement opportunities Flexibility and work-life balance ... Insurance Sales Agent, Location: De Winton, AB - T1S 5J4 , PL: 604048995
... leads Competitive product portfolio Advancement opportunities Flexibility and work-life balance ... Insurance Sales Agent, Location: Calgary, AB - T2R 0Y7 , PL: 604021190
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... leads Competitive product portfolio Advancement opportunities Flexibility and work-life balance ... Insurance Sales Agent, Location: Calgary, AB - T2R 0Y7 , PL: 604021190
CA$60K - CA$80K/yr
PTO
We receive many referrals from clients and Google Ads and you will receive warm leads for commercial insurance. You will be trained and work in a supportive and successful team environment and ...
CA$60K - CA$80K/yr
PTO
We receive many referrals from clients and Google Ads and you will receive warm leads for commercial insurance. You will be trained and work in a supportive and successful team environment and ...
CA$60K - CA$80K/yr
PTO
We receive many referrals from clients and Google Ads and you will receive warm leads for commercial insurance. You will be trained and work in a supportive and successful team environment and ...
Quick apply
CA$60K - CA$80K/yr
PTO
We receive many referrals from clients and Google Ads and you will receive warm leads for commercial insurance. You will be trained and work in a supportive and successful team environment and ...
In addition, this role provides strong sales and people leadership, for the team. Reporting to a Director, Distribution, and having a team of Personal Insurance managers reporting to you, this is an ...
In addition, this role provides strong sales and people leadership, for the team. Reporting to a Director, Distribution, and having a team of Personal Insurance managers reporting to you, this is an ...
In addition, this role provides strong sales and people leadership, for the team. Reporting to a Director, Distribution, and having a team of Personal Insurance managers reporting to you, this is an ...
In addition, this role provides strong sales and people leadership, for the team. Reporting to a Director, Distribution, and having a team of Personal Insurance managers reporting to you, this is an ...
Calgary, AB · On-site
CA$60K - CA$80K/yr
Respond to inbound inquiries, follow up on leads, conduct insurance reviews, and uncover cross-sell opportunities. * Build Relationships: Connect with referral partners like car dealers, realtors ...
Quick apply
Calgary, AB · On-site
CA$60K - CA$80K/yr
Respond to inbound inquiries, follow up on leads, conduct insurance reviews, and uncover cross-sell opportunities. * Build Relationships: Connect with referral partners like car dealers, realtors ...
Calgary, AB · On-site
CA$55K - CA$70K/yr
Respond to inbound inquiries, follow up on leads, conduct insurance reviews, and uncover cross-sell opportunities. * Build Relationships: Connect with referral partners like car dealers, realtors ...
Calgary, AB · On-site
CA$55K - CA$70K/yr
Respond to inbound inquiries, follow up on leads, conduct insurance reviews, and uncover cross-sell opportunities. * Build Relationships: Connect with referral partners like car dealers, realtors ...
Sales and Service Insurance Representative - Desjardins Agent Team Member Location: Calgary, AB Job ... Develop leads, schedule appointments, identify customer needs, and market appropriate products and ...
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Sales and Service Insurance Representative - Desjardins Agent Team Member Location: Calgary, AB Job ... Develop leads, schedule appointments, identify customer needs, and market appropriate products and ...
Calgary, AB · Hybrid
CA$110K - CA$150K/yr
Medical
Life
Retirement
PTO
Reporting to a Practice Leader in Alberta, Counsel I handle assigned insurance legal matters, represents TD Insurance or its policyholders in civil litigation matters involving claims for damages and ...
Calgary, AB · Hybrid
CA$110K - CA$150K/yr
Medical
Life
Retirement
PTO
Reporting to a Practice Leader in Alberta, Counsel I handle assigned insurance legal matters, represents TD Insurance or its policyholders in civil litigation matters involving claims for damages and ...
Calgary, AB · Hybrid
CA$135K - CA$180K/yr
Medical
Retirement
PTO
Reporting to a Practice Leader in Alberta, Counsel II handles assigned insurance legal matters, represents TD Insurance or its policyholders in civil litigation matters involving claims for damages ...
Calgary, AB · Hybrid
CA$135K - CA$180K/yr
Medical
Retirement
PTO
Reporting to a Practice Leader in Alberta, Counsel II handles assigned insurance legal matters, represents TD Insurance or its policyholders in civil litigation matters involving claims for damages ...
Educate clients on life insurance, accident coverage, and supplemental insurance products. * Help ... Develop the skills and knowledge needed to take on future leadership responsibilities. * Support ...
Educate clients on life insurance, accident coverage, and supplemental insurance products. * Help ... Develop the skills and knowledge needed to take on future leadership responsibilities. * Support ...
Calgary, AB · On-site
CA$45K - CA$150K/yr
Life Insurance Sales & Service Advisor - Desjardins Agent Team Member Location: Calgary - Royal Oak ... Access to industry-leading products and resources. * Supportive team environment with opportunities ...
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Calgary, AB · On-site
CA$45K - CA$150K/yr
Life Insurance Sales & Service Advisor - Desjardins Agent Team Member Location: Calgary - Royal Oak ... Access to industry-leading products and resources. * Supportive team environment with opportunities ...
Be Seen First
Calgary, AB · Remote
CA$60K - CA$80K/yr
Medical
Dental
Vision
Life
Retirement
PTO
Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Qualified leads -- connect with people who have requested information * Structured training ...
Quick apply
Be Seen First
Calgary, AB · Remote
CA$60K - CA$80K/yr
Medical
Dental
Vision
Life
Retirement
PTO
Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Qualified leads -- connect with people who have requested information * Structured training ...
Calgary, AB · Remote
CA$50K - CA$100K/yr
Life
Recommend life insurance and financial protection solutions. * Build long-term client relationships ... Industry-leading coaching and mentorship * Recognition programs and annual conferences * Nearly 100 ...
Quick apply
Calgary, AB · Remote
CA$50K - CA$100K/yr
Life
Recommend life insurance and financial protection solutions. * Build long-term client relationships ... Industry-leading coaching and mentorship * Recognition programs and annual conferences * Nearly 100 ...
Calgary, AB · Remote
CA$50K - CA$100K/yr
Life
Recommend life insurance and financial protection solutions. * Build long-term client relationships ... Industry-leading coaching and mentorship * Recognition programs and annual conferences * Nearly 100 ...
Calgary, AB · Remote
CA$50K - CA$100K/yr
Life
Recommend life insurance and financial protection solutions. * Build long-term client relationships ... Industry-leading coaching and mentorship * Recognition programs and annual conferences * Nearly 100 ...
Calgary, AB · Hybrid
CA$77K - CA$92K/yr
Retirement
PTO
Headquartered in Winnipeg, Wawanesa is the parent company of Wawanesa Life, which provides life insurance solutions throughout Canada, and Western Financial Group, a leading national distributor of ...
Calgary, AB · Hybrid
CA$77K - CA$92K/yr
Retirement
PTO
Headquartered in Winnipeg, Wawanesa is the parent company of Wawanesa Life, which provides life insurance solutions throughout Canada, and Western Financial Group, a leading national distributor of ...
Advisor, Insurance & Estate Planning LOCATION: Calgary, AB REPORTING: VP, Insurance & Estate ... LEADERSHIP AND TEAM DEVELOPMENT * Demonstrates, emphasizes, promotes and monitors professional and ...
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Advisor, Insurance & Estate Planning LOCATION: Calgary, AB REPORTING: VP, Insurance & Estate ... LEADERSHIP AND TEAM DEVELOPMENT * Demonstrates, emphasizes, promotes and monitors professional and ...
| Aspect | Insurance Leadership | Insurance Underwriter |
|---|---|---|
| Required Credentials | Typically requires leadership experience, industry certifications, and sometimes advanced degrees | Requires industry certifications like CPCU or AIC, and a relevant bachelor’s degree |
| Work Environment | Strategic, managerial, and cross-departmental focus in corporate settings | Analytical, detail-oriented work primarily in underwriting departments |
| Employer & Industry Usage | Used in insurance companies, agencies, and brokerages for leadership roles | Commonly employed in insurance companies, focusing on risk assessment and policy pricing |
Insurance Leadership roles focus on strategic decision-making, team management, and overall company direction, often requiring extensive industry experience. Insurance Underwriters concentrate on evaluating risks, setting premiums, and approving policies, with a strong emphasis on analytical skills. While both roles are vital in the insurance industry, they serve different functions and require distinct skill sets.
For Insurance Leadership jobs in Calgary, AB, the most frequently searched job titles are:
The top searched job categories for Insurance Leadership jobs in Calgary, AB are:
Cities near Calgary, AB with the most Insurance Leadership job openings:

8.5
Based on 14 frontline employees who took The Breakroom Quiz
106th of 308 rated insurance
Are you an enthusiastic, results-driven individual with a desire for independence and flexibility in how you manage your workday? Do you want to make a meaningful impact in your community and in the lives of the clients you serve?
As an Independent Sales Representative with Combined Insurance, the work you do truly makes a difference. You will have the opportunity to build your own business, manage your schedule, and drive your income through your performance—while helping individuals and families protect what matters most.
About the Role
As an Independent Sales Representative, you will enjoy the flexibility of running your business your way—deciding how, when, and where you engage with clients. Your income is driven by your sales activity and results.
You will be responsible for:
Prospecting and soliciting new clients
Developing and maintaining strong client relationships
Identifying client needs and recommending appropriate insurance solutions
Supporting clients as their coverage needs evolve over time
What’s in it for You
Commission-based compensation with bonus and incentive programs
Uncapped earning potential based on individual performance
Lifetime residual income potential
Comprehensive training program and licensing support
Rewards and recognition programs, including semi-annual incentive trips
Ongoing development, coaching and mentoring
Access to qualified leads
Competitive product portfolio
Advancement opportunities
Flexibility and work-life balance
Earnings are performance-based and not guaranteed. Income potential varies based on individual effort, sales activity and results.
What you Bring
Strong entrepreneurial mindset
Ability to work independently while collaborating within a team environment
Sales-oriented, goal driven, and motivated to exceed targets
Highly adaptable with the ability to perform in a results-focused environment
Hold, or be willing to obtain, the required insurance license(s)
Ability to comply with all federal and provincial regulations
Additional Information
Independent Sales Representatives are independent contractors, and not employees of Combined Insurance. Successful candidates must complete a criminal credit background screening as part of the selection process.
Our Commitment to Inclusion
At Combined Insurance, we are committed to fostering an accessible, inclusive, and welcoming environment. Accommodations are available throughout the recruitment and onboarding process. If you require an accommodation, please let us know so we can work with you to meet your needs.
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