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Entry Level Phone Representative Jobs in Chicago, IL

Osnova

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Entry-Level B2B Sales Representative

Westmont, IL · On-site

$45K - $65K/yr

Entry-Level B2B Sales Representative Paid Training | Weekly Pay | Performance-Based Growth Osnova ... Recommend business phone, internet, and connectivity solutions. * Build lasting relationships ...

New

Osnova

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Entry-Level B2B Sales Representative

Westmont, IL · On-site

$45K - $65K/yr

Entry-Level B2B Sales Representative Paid Training | Weekly Pay | Performance-Based Growth Osnova ... Recommend business phone, internet, and connectivity solutions. * Build lasting relationships ...

New

AO Globe Life

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Remote Client Account Representative (Entry Level)

Chicago, IL · Remote

$60K - $80K/yr

Remote Client Account Representative (Entry Level) 100% Remote | Full-Time | United States & Canada ... You will: * Meet with clients through scheduled phone or video appointments * Ask questions to ...

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Globe Life: Icaza Jammoul Organization

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Entry-Level Sales Representative | 100% Remote

Evanston, IL · Remote

$52K - $65K/yr

Entry-Level Sales Representative (Open to Applicants residing in Evanston, IL and surrounding areas ... Cell Phone * Access to Wi-Fi In the interest of community wellness, our company has adjusted our ...

Posted today

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Entry Level Customer Sales Representative (100% Remote) Remote | United States & Canada ... Speaking with clients through scheduled phone or virtual appointments * Learning about each client ...

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

Entry Level Customer Sales Representative (100% Remote) Remote | United States & Canada ... Speaking with clients through scheduled phone or virtual appointments * Learning about each client ...

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Entry Level Customer Sales Representative (100% Remote) Remote | United States & Canada ... Speaking with clients through scheduled phone or virtual appointments * Learning about each client ...

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Entry Level Customer Sales Representative (100% Remote) Remote | United States & Canada ... Speaking with clients through scheduled phone or virtual appointments * Learning about each client ...

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

Entry Level Customer Sales Representative (100% Remote) Remote | United States & Canada ... Speaking with clients through scheduled phone or virtual appointments * Learning about each client ...

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

Entry Level Customer Sales Representative (100% Remote) Remote | United States & Canada ... Speaking with clients through scheduled phone or virtual appointments * Learning about each client ...

SSJ Bonds LLC

Client Services Representative

Batavia, IL · On-site

$17/hr

About the job Client Services Representative Experience level: Entry level Experience required: 1 ... Answer phone calls and emails with enthusiasm while maintaining high level of output with other ...

Globe Life

Entry-Level Sales Rep

Valparaiso, IN · On-site

Meet with clients over Zoom or by phone * Present benefit and protection options * Help secure families' financial futures * Close sales and earn performance-based pay and bonuses We find that ...

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Showing results 1-20

All JobsPhone Representative JobsEntry Level Phone Representative JobsEntry Level Phone Representative Jobs in Chicago, IL

Entry Level Phone Representative information

See Chicago, IL salary details

$31.4K

$49.2K

$62.8K

How much do entry level phone representative jobs pay per year?

As of Aug 12, 2026, the average yearly pay for entry level phone representative in Chicago, IL is $49,169.00, according to ZipRecruiter salary data. Most workers in this role earn between $43,800.00 and $54,100.00 per year, depending on experience, location, and employer.

Can I work in a call center without experience?

Entry level phone representative positions in call centers typically do not require prior experience, as training is usually provided on the job. Strong communication skills, a positive attitude, and basic computer proficiency are often sufficient to start, making it accessible for beginners. Some roles may also require a high school diploma or equivalent.

What is the difference between Entry Level Phone Representative vs Customer Service Associate?

AspectEntry Level Phone RepresentativeCustomer Service Associate
Required CredentialsHigh school diploma or equivalent; basic communication skillsHigh school diploma or equivalent; strong interpersonal skills
Work EnvironmentCall centers, remote or office settingsRetail stores, call centers, or office environments
Employer & Industry UsageTelecommunications, insurance, salesRetail, hospitality, telecommunications
Common Search & ComparisonYesYes

The Entry Level Phone Representative and Customer Service Associate roles share similar credentials and work environments, often found in call centers or retail settings. While both positions focus on customer interaction, the Phone Representative typically handles inbound or outbound calls related to sales or support, whereas the Customer Service Associate may work in retail or service industries, providing face-to-face or phone support. Understanding these differences helps job seekers identify the best fit for their skills and career goals.

How do you get an entry level phone representative job with no experience?

To get an entry-level phone representative position with no experience, focus on developing strong communication and customer service skills, which are essential for the role. Highlight any relevant soft skills on your resume, such as problem-solving and patience, and consider completing basic training or certifications in customer service or call center operations to improve your chances of being hired.
What are the most commonly searched types of Phone Representative jobs in Chicago, IL? The most popular types of Phone Representative jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Entry Level Phone Representative jobs? Cities near Chicago, IL with the most Entry Level Phone Representative job openings:
Entry Level Phone Representative jobs near you

Sales Representative Entry-Level

True North Group LLC.

Merrillville, IN • On-site

Full-time

Medical, Life

Re-posted 24 days ago

Job description

Join Our Team at True North Group

Position: Sales Representative, Entry-Level

Number of Openings: 1 Territory Sales Position Available

About Us

At True North Group, we believe great careers are built on real relationships. We're a people-first supplemental insurance agency focused on helping small and mid-sized businesses protect what matters most: their families and employees. Whether you're just starting your professional journey or looking for a fresh start, this entry-level sales opportunity is the perfect launchpad. We'll give you the training, tools, and support to succeedno prior insurance experience needed.

The Role

As an Entry-Level Sales Representative, you'll get to know local businesses in your territory, learn about their employee benefit needs, and offer supplemental insurance plans that make a difference. You'll have the freedom to create your own schedule and work in a way that fits your clients' availabilitywhile being backed by a proven system and a supportive team.

Your job isn't just about making salesit's about making connections. You'll build trust, provide guidance, and become a valuable resource to the business owners and employees you serve.

What We're Looking For

A people-person who enjoys conversation and building relationships

Someone who's motivated, self-driven, and ready to learn

Great communicatorboth one-on-one and in front of a group

Strong organizational habits and attention to follow-up

A genuine desire to help others and make a positive impact

Willingness to obtain a Health & Life general lines license within 90 days (we'll help cover the cost later and provide study support)

Position Overview

This is an outside sales role, where you'll work locally in your own territory. You'll be trained to:

Visit businesses and introduce our supplemental insurance offerings

Meet with business owners and present to groups of employees (often 1050+ at a time)

Respond to client questions via phone and email

Set appointments, conduct follow-ups, and support clients through claims

Use our Salesforce CRM to track your activities, contacts, and progress

Work closely with your manager to set and meet sales goals

Build your own client base and develop long-term relationships

Share your weekly schedule and results with your manager

We Offer

Thorough Training: Get up to speed with both online and in-the-field coaching

Weekly Draw Pay: Steady income as you build your book of business, with bonuses and commissions available from day one

Exciting Incentives: Quarterly trips, cash bonuses, stock share awards, and lifetime-vested renewal commissions

Career Advancement: Clear pathways to grow into leadership, training, or higher-level sales roles based on your performance

Continued Development: Ongoing support to help you grow your skills and your confidence

Flexible Hours: You'll have the freedom to design your workday around your business clients' availability

Additional Qualifications

High school diploma required; a bachelor's degree or customer service experience is a plus

Strong work ethic and willingness to learn new skills

Comfortable using basic digital tools (email, calendar, CRM systems)

Already licensed in Health & Life, or ready to get licensed within 90 days

Start Your Career with Purpose

If you're ready to start a career that's flexible, meaningful, and full of opportunity, we'd love to meet you. At True North Group, we'll help you build something you can be proud ofone client and one conversation at a time.

Apply now and begin your journey with us today.

https://www.thetruenorthgroupllc.com