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Entry Level Insurance Sales Agent Jobs in Calgary, AB

Globe Life Insurance

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Remote Customer Sales and Support Representative (Entry-Level)

Calgary, AB · Remote

CA$60K - CA$80K/yr

Remote Customer Sales and Support Representative (Entry-Level) 100% Remote | United States & Canada | Full-Time | Paid Weekly | Training Provided | No Cold Calling Build Real Skills While Working F ...

Expeditors

Machine Operator/Agent

Calgary, AB

As a shining example, our CEO started as an entry level employee in our San Francisco office 31 ... Life and Long Term Disability Insurance * RRSP Retirement Savings Plan * Employee Stock Purchase ...

Sysco

Sales Consultant Trainee

Calgary, AB · On-site

Purpose The Sales Consultant Trainee (SC-T) is an entry-level sales position focused on developing ... Life Insurance Voluntary Optional Insurance Parental Leave Plan Company Pension Plan Group RRSP ...

Million Air

Line Service Ramp Agent

Calgary, AB

Must be able to operate a motor vehicle and be insurable by our insurance company (Requires clean ... High School Diploma or equivalent * Entry level position * Ability to work evenings, weekends, and ...

Expeditors

Warehouse Agent

Calgary, AB · On-site

As a shining example, our CEO started as an entry level employee in our San Francisco office 31 ... Life and Long Term Disability Insurance * RRSP Retirement Savings Plan * Employee Stock Purchase ...

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 ...

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All JobsInsurance Sales Agent JobsEntry Level Insurance Sales Agent JobsEntry Level Insurance Sales Agent Jobs in Calgary, AB

Entry Level Insurance Sales Agent information

What are some common challenges faced by entry level insurance sales agents, and how can they overcome them?

Entry level insurance sales agents often face challenges such as building a client base from scratch, handling rejection, and learning complex products and regulations. Success in this role requires persistence, strong communication skills, and a willingness to continually improve product knowledge. Many agents find it helpful to leverage mentorship from experienced colleagues, attend regular training sessions, and use customer relationship management tools to track leads and follow up effectively. Over time, developing trust with clients and becoming familiar with sales techniques will help agents overcome initial hurdles and grow their careers.

Is entry level insurance sales hard?

Entry level insurance sales agents often find the job challenging initially due to the need to learn insurance products, develop sales skills, and build client relationships. Success typically depends on communication abilities, product knowledge, and persistence, with training and certifications helping to ease the learning curve.

What are the key skills and qualifications needed to thrive as an entry level insurance sales agent?

To thrive as an Entry Level Insurance Sales Agent, you need strong interpersonal skills, a basic understanding of insurance products, and often a state insurance license. Familiarity with CRM software, quoting tools, and online policy management systems is typically required. Outstanding communication, resilience, and the ability to build rapport with clients are soft skills that set top performers apart. These skills and qualifications are crucial for effectively generating leads, closing sales, and maintaining positive client relationships in a competitive market.

What does an entry level insurance sales agent do?

An entry level insurance sales agent helps clients understand and purchase insurance policies that meet their needs. They typically contact potential customers, explain policy details, answer questions, and assist with application processes. Agents may sell various types of insurance, such as auto, home, health, or life, depending on their employer. They also help clients update policies and handle renewals, while learning sales techniques and industry regulations on the job.

What is the difference between Entry Level Insurance Sales Agent vs Insurance Producer?

AspectEntry Level Insurance Sales AgentInsurance Producer
Required CredentialsLicensing in specific states, basic sales trainingLicensing required, often more advanced certifications
Work EnvironmentOffice, remote, or in-field salesOffice-based or in-field sales, client meetings
Employer & Industry UsageInsurance agencies, brokerages, direct insurersInsurance agencies, independent agencies, brokerages
Search & Comparison IntentEntry level, beginner, sales rolesSales, licensing, insurance careers

In summary, an Entry Level Insurance Sales Agent typically requires basic licensing and training, focusing on entry-level sales roles within insurance companies or agencies. An Insurance Producer often has more advanced licensing and may handle more complex sales or client portfolios. Both roles are common in the insurance industry, but the Insurance Producer position generally involves greater responsibilities and experience.

Why do so many entry level insurance sales agents quit?

Entry level insurance sales agents often quit due to the high pressure of meeting sales quotas, inconsistent income from commissions, and the need for strong interpersonal skills. The job typically requires persistence, self-motivation, and the ability to handle rejection, which can be challenging for new agents. Additionally, lack of proper training and mentorship can contribute to early turnover.
What are the most commonly searched types of Insurance Sales Agent jobs in Calgary, AB? The most popular types of Insurance Sales Agent jobs in Calgary, AB are:
What are popular job titles related to Entry Level Insurance Sales Agent jobs in Calgary, AB? For Entry Level Insurance Sales Agent jobs in Calgary, AB, the most frequently searched job titles are:
What job categories do people searching Entry Level Insurance Sales Agent jobs in Calgary, AB look for? The top searched job categories for Entry Level Insurance Sales Agent jobs in Calgary, AB are:
What cities near Calgary, AB are hiring for Entry Level Insurance Sales Agent jobs? Cities near Calgary, AB with the most Entry Level Insurance Sales Agent job openings:
Entry Level Insurance Sales Agent jobs near you
Infographic showing various Entry Level Insurance Sales Agent job openings in Calgary, AB as of August 2026, with employment types broken down into 100% Full Time. Highlights an 50% In-person, and 50% Remote job distribution.

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

OSL Direct Services

Calgary, AB • On-site

CA$18/hr

Full-time

Medical, Dental, Vision

Re-posted 8 days ago

Job description

Overview

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.

Employment Type: OTHER

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