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Health Insurance Agent Jobs in Calgary, AB (NOW HIRING)

Expeditors

Customs Brokerage Agent

Calgary, AB · On-site

Health Plan: Medical, Prescription Drug, Dental and Vision * Life and Long Term Disability Insurance * RRSP Retirement Savings Plan * Employee Stock Purchase Plan * Training and Personnel Development ...

Pitch Health Solutions

Transfer Agent

Calgary, AB · Remote

Transfer qualified customers to licensed insurance agents. Earn commission for every successful billable transfer. 🎯 What We're Looking For Previous call center, sales, appointment setting, or ...

360training

PMO Strategic Projects Lead

Calgary, AB · Hybrid

We offer statutory benefits, medical insurance, life insurance, paid time off, learning and growth ... Develop and maintain portfolio dashboards to track delivery health (change requests, MVP, scope ...

Clio

Manager, Machine Learning Engineering

Calgary, AB · Remote

CA$226K - CA$272K/yr

... agent behavior at scale. * Experience in fine-tuning foundational models and/or training language ... Competitive, equitable salary with top-tier health benefits, dental, and vision insurance * Hybrid ...

Brookfield Properties

Customer Guide

Calgary, AB

Wellness and mental health resources * Pet insurance offering * A culture based on our values of Passion, Integrity & Community! #LI-BT1 #BRP We are proud to create a diverse environment and are ...

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All JobsHealth Insurance Agent JobsHealth Insurance Agent Jobs in Calgary, AB

Health Insurance Agent information

See Calgary, AB salary details

$17K

$57.9K

$121.5K

How much do health insurance agent jobs pay per year?

As of Aug 6, 2026, the average yearly pay for health insurance agent in Calgary, AB is $57,930.00, according to ZipRecruiter salary data. Most workers in this role earn between $38,000.00 and $73,500.00 per year, depending on experience, location, and employer.

What does a health insurance agent do?

A health insurance agent contacts potential customers to sell them health insurance. In this career, you explain the health care policy and plan to the customer and help them choose the coverage that best suits their needs. Your responsibilities include interviewing prospective clients and analyzing current clients’ policies for any needed additions or changes. Other duties of a health insurance agent include customizing insurance programs for individuals and handling policy renewals. You maintain electronic and paper records of customer’s health insurance and help policyholders settle any claims. Sometimes you cold call potential clients to pitch them on a policy from the insurance company for which you work.

What are the most common challenges health insurance agents face when helping clients choose the right plan?

Health Insurance Agents often encounter challenges such as explaining complex plan options, addressing clients' concerns about coverage and out-of-pocket costs, and staying updated on frequently changing regulations. Agents must tailor their recommendations to each client's unique health needs and financial situation, which requires strong listening skills and adaptability. Building trust and maintaining ongoing relationships with clients are also crucial, as agents typically provide support not only during the initial enrollment but throughout the policy lifecycle.

How to get a job as a health insurance agent?

To become a health insurance agent, you typically need to complete state licensing requirements, which often include pre-licensing courses and passing a licensing exam. Having strong communication skills, knowledge of insurance products, and obtaining relevant certifications can improve job prospects. Many agents work for insurance companies or as independent agents, and licensing must be maintained through continuing education.

What is the difference between Health Insurance Agent vs Insurance Broker?

AspectHealth Insurance AgentInsurance Broker
CredentialsLicensing required, often specific to health insuranceLicensing required, may hold multiple licenses for various insurance types
Work EnvironmentTypically works for insurance companies or agenciesWorks independently or for brokerage firms, representing multiple insurers
Employer & Industry UsageEmployed by health insurance providers or agenciesEmployed by brokerages or independent, serving clients across insurers
Search & Comparison IntentOften compared for direct health insurance sales rolesCompared for broader insurance options and client representation

While both roles involve selling insurance policies, health insurance agents usually work directly for health insurance companies, focusing on health plans. Insurance brokers operate independently or for brokerages, offering clients a variety of insurance options across multiple providers. Understanding these differences helps job seekers identify the right career path based on credentials, work environment, and industry focus.

What is a health insurance agent?

Health insurance agents are licensed professionals who help individuals, families, and businesses find and enroll in suitable health insurance plans. They provide guidance on different policy options, explain coverage details, assist with applications, and ensure clients understand their benefits and costs. Health insurance agents may represent one or multiple insurance companies and often help clients navigate claims or resolve issues. Their goal is to match clients with the best coverage for their needs and budget. In many cases, their services are free to clients, as they are compensated by insurance companies.

Is it hard to be a health insurance agent?

Being a health insurance agent can be challenging due to the need to understand complex policies, stay updated on regulations, and build client relationships. Success often depends on strong communication skills, product knowledge, and persistence in a competitive environment.

What are the key skills and qualifications needed to thrive as a health insurance agent, and why are they important?

To thrive as a Health Insurance Agent, you need in-depth knowledge of health insurance products, strong sales abilities, and often a state-issued insurance license. Familiarity with customer relationship management (CRM) software, quoting tools, and compliance systems is typical for the role. Outstanding interpersonal skills, active listening, and the ability to explain complex information clearly help agents build trust with clients. These skills ensure agents can effectively match clients with suitable policies, maintain regulatory compliance, and grow their client base in a competitive market.
More about Health Insurance Agent jobs
What are the most commonly searched types of Health Insurance Agent jobs in Calgary, AB? The most popular types of Health Insurance Agent jobs in Calgary, AB are:
What are popular job titles related to Health Insurance Agent jobs in Calgary, AB? For Health Insurance Agent jobs in Calgary, AB, the most frequently searched job titles are:
What job categories do people searching Health Insurance Agent jobs in Calgary, AB look for? The top searched job categories for Health Insurance Agent jobs in Calgary, AB are:
Health Insurance Agent jobs near you
Infographic showing various Health Insurance Agent job openings in Calgary, AB as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $57,930 per year, or $27.9 per hour.

Field Sales Agent - Calgary South East **$500 Signing Bonus! Ask for Details**

OSL Direct Services

Calgary, AB

CA$18/hr

Full-time

Medical, Dental, Vision

Posted 6 days ago

Job description

Field Sales Agents | Calgary South East and Surrounding Area (McKenzie, Mahogany, Seton)

This position is eligible for a $500 Signing Bonus! Please ask for Details

OSL is a dynamic, people-driven company providing outsourced sales services. We celebrateunique and energetic people that work together to deliver incredible results; great people doing great things every day! We have a hunger to succeed and never miss an opportunity to recognize and celebrate each other's milestones. We support those around us, and we’re always pushing each other to reach new heights. If you're interested in joining an award-winning team, and one of Canada's Top 50 Best Managed Companies for the past 8 years in a row, this is the place.Your success leads to our success, and your growth leads to our continued growth. 

We’re looking for enthusiastic, friendly, and customer-focused Field Sales Agents, for one of our incredible clients, HelloFresh. In this D2D sales role, you’ll be going door-to-door to meet potential clients face to face. You’ll introduce them to our fantastic line of products and help them find easy, innovative ways to reach their health and wellness goals!

What’s Offered:

  • Competitive hourly wage $18/hour plus uncapped commission
  • Annual reviews including potential for Wage Increases
  • Mileage expenses and Overtime Pay
  • Continuous incentives including daily and monthly bonuses 
  • Referral Bonuses – As an employee, you can refer friends or family to work with us! If they get hired and stay, you get paid!
  • Benefits including Medical, Dental, Vision, Accidental, Hospital, and Critical Illness Insurance
  • Training and development opportunities to grow your career
  • Strong support from Team Leads, Area Managers, and Directors – you will feel like you are part of a strong team!
  • Opportunity to work with one Canada’s Best Managed Companies (8 years running!)

What does it take to succeed in this role?

  • Willingness to Learn: We provide the tools, and we’ll train you to succeed!
  • Winning Attitude: You bring a positive mindset to work every day! For you, the customer’s satisfaction is always #1
  • Charisma: A natural ability to connect with people and deliver our best-in-class customer experience as an OSL Field Sales Agent
  • Teamwork: Meet with the team weekly to strategize innovations, track goals, and report on sales and marketing results
  • Professionalism: Conduct yourself with optimism, empathy, and integrity as the face of our client
  • Determination: In sales, you might hear many No’s before you get to a Yes. You not only understand this, but you welcome it!
  • Adaptability: We work outdoors in all weather conditions, it hasn’t stopped us before and it’s not going to stop us now!

 

What are we looking for in an ideal candidate?

  • Previous sales experience isn’t a must, but it is an asset
  • Previous experience in a Direct Sales, Customer Service, and/or a Marketing role is considered an asset
  • You are 18+ years old and authorized to work in Canada on a permanent basis
  • You are an outgoing, people person; helping and being around people naturally gives you energy
  • You are an expert in time management, evaluating priorities, and accomplishing weekly goals
  • You are money-motivated and driven to win
  • You have a demonstrated ability to be a team player
  • You have reliable access to personal vehicle and a valid Class 5 (or higher) driver’s license
  • You have a flexible full-time schedule that includes the ability to work during evenings and weekends as needed

With thousands of meal-kit options and billions of units sold, HelloFresh and Factor continue to be market leaders in the space and have proven that people are excited to make better, easier, faster meals that are not only healthier, but can even contribute less annual food-waste when compared to an every-day grocery run. This isn’t your average retail or sales associate role, instead, we train you how to partner with clients and provide a consultative approach to sales. And just so you know, yes, we promote from within, so if you’re successful in this role there will be opportunities to grow your career with us.

Sounds like a great fit? Apply today! We’re excited to meet you!

At OSL, we celebrate difference. We’ve committed to fostering an inclusive and accessible workplace where everyone feels valued, supported, and reaches their full potential.

OSL does not discriminate against race, nationality, religion, age, marital status, physical or mental disability, sexual orientation, gender, or gender identity. We believe in diversity and encourage any qualified individual to apply.

Apply