ZipRecruiter

Log In

1

Insurance Leadership Jobs in Calgary, AB (NOW HIRING)

Td

TD Insurance, Counsel I

Calgary, AB · Hybrid

CA$110K - CA$150K/yr

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 ...

Td

TD Insurance, Counsel II

Calgary, AB · Hybrid

CA$135K - CA$180K/yr

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 ...

next page

Showing results 1-20

All JobsInsurance Leadership JobsInsurance Leadership Jobs in Calgary, AB

Insurance Leadership information

What is the difference between Insurance Leadership vs Insurance Underwriter?

AspectInsurance LeadershipInsurance Underwriter
Required CredentialsTypically requires leadership experience, industry certifications, and sometimes advanced degreesRequires industry certifications like CPCU or AIC, and a relevant bachelor’s degree
Work EnvironmentStrategic, managerial, and cross-departmental focus in corporate settingsAnalytical, detail-oriented work primarily in underwriting departments
Employer & Industry UsageUsed in insurance companies, agencies, and brokerages for leadership rolesCommonly 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.

What are some common challenges faced by professionals in insurance leadership roles, and how can they be addressed?

Insurance leaders often encounter challenges such as adapting to evolving regulations, managing a diverse workforce, and driving digital transformation within their organizations. Successfully addressing these challenges requires strong change management skills, continuous professional development, and fostering open communication across teams. Leaders who prioritize innovation, invest in staff training, and maintain a customer-centric approach are better equipped to navigate industry shifts and guide their organizations toward sustained growth.

What is Insurance Leadership?

Insurance leadership refers to the roles and responsibilities of individuals who guide and manage insurance organizations or teams. Leaders in this field set strategic direction, oversee operations, ensure compliance with regulations, and drive growth and innovation within the company. They often focus on developing talent, improving customer experience, and adapting to industry changes such as new technologies and evolving risk landscapes. Effective insurance leaders require strong communication, analytical, and decision-making skills to succeed in a dynamic and highly regulated industry.

What are the key skills and qualifications needed to thrive in Insurance Leadership, and why are they important?

To thrive in Insurance Leadership, you need deep knowledge of insurance products, market trends, and regulatory requirements, typically supported by a degree in business, finance, or a related field and significant industry experience. Familiarity with insurance management platforms, data analytics tools, and relevant certifications such as CPCU or CLU is often expected. Strong strategic thinking, communication, and team management skills distinguish top performers in this role. These capabilities are essential for driving organizational growth, ensuring compliance, and effectively leading teams in a competitive and regulated industry.
What are popular job titles related to Insurance Leadership jobs in Calgary, AB? For Insurance Leadership jobs in Calgary, AB, the most frequently searched job titles are:
What job categories do people searching Insurance Leadership jobs in Calgary, AB look for? The top searched job categories for Insurance Leadership jobs in Calgary, AB are:
What cities near Calgary, AB are hiring for Insurance Leadership jobs? Cities near Calgary, AB with the most Insurance Leadership job openings:
Insurance Leadership jobs near you
Infographic showing various Insurance Leadership job openings in Calgary, AB as of July 2026, with employment types broken down into 94% Full Time, and 6% Contract. Highlights an 83% In-person, and 17% Remote job distribution.

Insurance Sales Representative

Combined Insurance

Calgary, AB • On-site

Contractor

This job post has expired today. Applications are no longer accepted.

Combined Insurance rating

8.5

Company rating: 8.5 out of 10

Based on 14 frontline employees who took The Breakroom Quiz

105th of 300 rated insurance

Job description

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.

PandoLogic. Keywords: Insurance Sales Agent, Location: Calgary, AB - T2R 0Y7 , PL: 603818152

What Combined Insurance employees say

Pay

Hours and flexibility

Workplace

Get the full story on Breakroom

Apply