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Entry Level Insurance Jobs in Milton, ON (NOW HIRING)

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Entry Level Sales Associate -- Work From Home AO Globe Life | Remote | Full-Time | Training ... Present information about available life insurance and supplemental benefit products * Explain ...

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This entry-level opportunity is designed for candidates who want to develop professional sales ... No prior insurance or sales background is necessary. What matters is the ability to learn ...

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Entry Level Insurance information

See Milton, ON salary details

$18.9K

$55.6K

$97K

How much do entry level insurance jobs pay per year?

As of Sep 1, 2026, the average yearly pay for entry level insurance in Milton, ON is $55,621.00, according to ZipRecruiter salary data. Most workers in this role earn between $35,483.00 and $70,966.00 per year, depending on experience, location, and employer.

What is an entry level insurance job?

Entry level insurance jobs are positions within insurance companies or agencies that are designed for individuals who are new to the industry or have limited professional experience. These roles often include positions such as customer service representative, claims processor, sales agent trainee, or underwriting assistant. Entry level insurance jobs provide on-the-job training and opportunities to learn about insurance products, policies, and regulations. They are a great starting point for those interested in building a long-term career in the insurance field.

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

To thrive as an Entry Level Insurance professional, you typically need foundational knowledge of insurance products, strong analytical skills, and at least a high school diploma or bachelor's degree. Familiarity with customer relationship management (CRM) software, basic data entry systems, and, in some cases, an insurance license are important technical qualifications. Excellent interpersonal skills, attention to detail, and a customer-focused mindset help you build trust and effectively communicate with clients. These skills and qualities are crucial for providing accurate information, ensuring compliance, and delivering exceptional service in a competitive industry.

What are some typical challenges faced by entry level insurance professionals, and how can they be overcome?

Entry level insurance professionals often encounter challenges such as understanding complex policy details, managing a high volume of client inquiries, and achieving sales or service targets. To overcome these, it's important to proactively seek guidance from experienced colleagues, participate in available training programs, and stay organized with clear documentation. Building strong communication skills and maintaining a customer-focused mindset can also help in managing client relationships and meeting performance goals.

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

AspectEntry Level InsuranceInsurance Agent
Required CredentialsHigh school diploma or equivalent; licensing varies by stateHigh school diploma; licensing required
Work EnvironmentOffice settings, call centers, or remoteOffice, client meetings, or remote
Employer & Industry UsageInsurance companies, brokers, agenciesInsurance agencies, brokerages, direct sales
Common Search & ComparisonOften compared for entry-level roles in insuranceRelated role with sales and client interaction focus

Entry Level Insurance roles typically require basic licensing and serve as foundational positions in insurance companies or agencies. Insurance Agents, while also entry-level in many cases, focus more on client sales and service, often requiring licensing and direct interaction with clients. Both roles are essential for starting a career in insurance, but Insurance Agents usually involve more active sales and customer engagement.

How to get a job in entry level insurance with no experience?

Entry level insurance positions often require a high school diploma or equivalent and good communication skills. Candidates can improve their chances by obtaining relevant certifications such as the Property and Casualty license and gaining knowledge of insurance policies through online courses or training programs. Internships or volunteering can also provide valuable experience and demonstrate interest in the field.

What do entry level insurance agents do?

Entry level insurance agents assist clients in selecting insurance policies, explain coverage options, and process applications. They often conduct sales, provide customer service, and may use insurance software to manage policies, typically working under supervision to gain experience and may need to obtain relevant licensing.

What cities near Milton, ON are hiring for Entry Level Insurance jobs?

Cities near Milton, ON with the most Entry Level Insurance job openings:

Infographic showing various Entry Level Insurance job openings in Milton, ON as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 20% Part Time, and 6% Contract. Highlights an 85% Physical, 1% Hybrid, and 14% Remote job distribution, with an average salary of $55,621 per year, or $26.7 per hour.

Entry Level Sales Associate -- Work From Home

Toronto, ON • Remote

AO Globe Life
Insurance Services • 1 - 5K employees

CA$60K - CA$80K/yr

Full-time

Medical, Dental, Vision, Life

Posted 10 days ago

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Job description

Entry Level Sales Associate — Work From Home

AO Globe Life | Remote | Full-Time | Training Provided

Build a Career From Home, Without Needing Years of Experience

Not every successful sales professional started in sales.

Some came from customer service. Some worked in retail, hospitality, administration, education, or completely different industries. Others simply reached a point where they wanted an opportunity with more flexibility and room to grow.

AO Globe Life is looking for Entry Level Sales Associates who are comfortable speaking with people, willing to learn, and motivated to develop professionally.

This is a remote client-facing position where training and ongoing guidance are provided. The role focuses on connecting with individuals who have requested information about life insurance and supplemental benefits, learning what matters to them, and helping them understand the options available.

What You'll Be Doing

The work centers around communication, follow-through, and helping clients navigate their available options.

Responsibilities include:

  • Connect with clients through phone and virtual appointments
  • Ask questions to understand each client's situation and priorities
  • Present information about available life insurance and supplemental benefit products
  • Explain product features and options in a clear, easy-to-understand manner
  • Respond to client questions and provide appropriate information
  • Maintain consistent communication with assigned clients
  • Complete follow-up conversations and scheduled appointments
  • Document client interactions and keep records organized
  • Attend team meetings, training sessions, and coaching
  • Continue developing product knowledge and communication skills

This isn't about pressuring someone into making a decision.

The focus is on listening carefully, providing accurate information, and helping clients understand their choices.

Who Could Be a Good Fit?

The right candidate doesn't need a long sales résumé.

This opportunity may be a strong fit for someone who is:

  • Comfortable having conversations with different types of people
  • Dependable and able to manage responsibilities independently
  • Open to feedback and willing to apply coaching
  • Organized enough to manage appointments and follow-ups
  • Motivated by goals and personal achievement
  • Professional when communicating by phone or video
  • Interested in developing long-term sales and leadership skills

Previous experience in customer service, retail, hospitality, recruiting, education, administration, call centers, or sales can be helpful, but it isn't required.

Training is provided for candidates who are new to the industry.

What Comes With the Opportunity

Selected representatives receive access to:

  • 100% remote work
  • Full-time opportunity
  • New representative training
  • Ongoing coaching and mentorship
  • Client opportunities provided by the organization
  • Flexible scheduling
  • Weekly pay
  • Commission-based compensation
  • Uncapped earning potential
  • Health benefit options
  • Recognition and incentive programs
  • Advancement opportunities
  • Leadership development

Why This Role Is Different

Working from home doesn't mean working without support.

Representatives have access to training, coaching, team meetings, and resources designed to help them become more confident in the role.

For someone who is willing to learn and consistently put in the work, the position can provide an opportunity to develop skills in communication, client relations, sales, and leadership.

About AO Globe Life

AO Globe Life is part of Globe Life and provides life insurance and supplemental benefit solutions to individuals and families.

Our remote representatives work directly with clients while developing their professional skills through structured training, coaching, and ongoing support.

Ready for a Different Kind of Opportunity?

If the idea of working remotely, developing valuable professional skills, and building your income through performance sounds appealing, this could be a good next step.

Apply today for the Entry Level Sales Associate — Work From Home position.