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Entry Level Jobs in Chatham, IL (NOW HIRING)

RM

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Entry Level Sales Representative

Springfield, IL · On-site

$50K - $65K/yr

Join our team as an Entry Level Sales Representative and help connect customers with top-tier products in a dynamic retail environment. What You'll Do: * Engage with customers in retail locations to ...

RM

Be Seen First

Entry Level Sales Representative

Springfield, IL · On-site

$50K - $65K/yr

Join our team as an Entry Level Sales Representative and help connect customers with top-tier products in a dynamic retail environment. What You'll Do: * Engage with customers in retail locations to ...

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Entry Level information

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

AspectEntry LevelCustomer Service Representative
Required CredentialsHigh school diploma or equivalent; some roles may require basic certificationsHigh school diploma; customer service training often provided
Work EnvironmentVaries across industries; includes retail, office, or remote settingsCall centers, retail stores, or office environments
Employer & Industry UsageEntry positions across many industries; stepping stone rolesCustomer-focused roles in retail, telecom, hospitality, and more
Search & Comparison IntentUnderstanding entry-level opportunities and requirementsComparing roles in customer service and career progression

Entry Level positions serve as starting points across various industries, requiring minimal experience. Customer Service Representative roles are specific entry-level jobs focused on assisting customers, often requiring similar credentials. Both roles are common in retail, telecom, and service sectors, making them frequently compared by job seekers exploring initial career steps.

What are the key skills and qualifications needed to thrive as an entry level professional, and why are they important?

To thrive in an Entry Level position, you generally need a relevant educational background, basic industry knowledge, and a willingness to learn. Familiarity with common office software like Microsoft Office or Google Workspace and any role-specific tools is often expected. Strong communication, teamwork, and problem-solving abilities help you stand out and adapt quickly. These skills ensure you can contribute effectively, grow professionally, and take on increasing responsibilities within the organization.

What are entry-level jobs?

Entry-level jobs are positions that do not require any previous experience in the role. Most entry-level jobs are aimed at high school or college graduates as a starting point for a future career goal. A college student may have majored in their ideal career field, but will still need to start in an entry-level position to train in a real-world environment. Some students move from internships into entry-level jobs, but most entry-level jobs do not expect a candidate to have any prior employment or on-site training.

What types of training and mentorship can I expect in an entry-level position?

In an entry-level role, employers typically offer structured onboarding programs, job shadowing opportunities, and access to experienced colleagues for ongoing support. Many companies assign a mentor or buddy to help new hires acclimate to the work environment and company culture. You can also expect periodic check-ins with your supervisor to discuss progress and address any challenges, along with opportunities to participate in workshops or training sessions to build foundational skills relevant to your department.

What is an entry level job?

Entry level jobs are positions designed for individuals who are new to the workforce or a particular industry. These roles typically require little to no prior professional experience and often provide on-the-job training. Entry level positions are ideal for recent graduates or those looking to change careers, as they offer opportunities to learn foundational skills, gain experience, and build a career path within a company or industry.
More about Entry Level jobs
What cities near Chatham, IL are hiring for Entry Level jobs? Cities near Chatham, IL with the most Entry Level job openings:
Entry Level jobs near you
Infographic showing various Entry Level job openings in Chatham, IL as of August 2026, with employment types broken down into 49% Full Time, 33% Part Time, and 18% Contract. Highlights an 100% In-person job distribution.

Sales Representative Entry-Level

True North Group LLC.

Springfield, IL • On-site

Full-time

Medical, Life

Re-posted 15 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