Entry-Level Outside Sales Representative
Brodhead, WI · On-site
$65K - $85K/yr
Entry-Level Outside Sales Representative Company ... Impact Insurance Agency Schedule: Full-Time | Independent Contractor Industry: Supplemental ...
Quick apply
Brodhead, WI · On-site
$65K - $85K/yr
Entry-Level Outside Sales Representative Company ... Impact Insurance Agency Schedule: Full-Time | Independent Contractor Industry: Supplemental ...
Quick apply
Brodhead, WI · On-site
$65K - $85K/yr
Entry-Level Outside Sales Representative Company ... Impact Insurance Agency Schedule: Full-Time | Independent Contractor Industry: Supplemental ...
Brodhead, WI · On-site
$65K - $85K/yr
Entry-Level Outside Sales Representative Company ... Impact Insurance Agency Schedule: Full-Time | Independent Contractor Industry: Supplemental ...
Quick apply
Brodhead, WI · On-site
$65K - $85K/yr
Entry-Level Outside Sales Representative Company ... Impact Insurance Agency Schedule: Full-Time | Independent Contractor Industry: Supplemental ...
Rockford, IL · Remote
$75K - $80K/yr
Must obtain a life insurance license (we guide you) Reliable phone, computer, and internet Apply today and join an independent agency committed to your growth and success.
Quick apply
Rockford, IL · Remote
$75K - $80K/yr
Must obtain a life insurance license (we guide you) Reliable phone, computer, and internet Apply today and join an independent agency committed to your growth and success.
Rockford, IL · On-site +1
$150K - $200K/yr
S. Must obtain a life insurance license (we guide you) Reliable phone, computer, and internet Apply today and join an independent agency committed to your growth and success. Employment Type ...
Rockford, IL · On-site +1
$150K - $200K/yr
S. Must obtain a life insurance license (we guide you) Reliable phone, computer, and internet Apply today and join an independent agency committed to your growth and success. Employment Type ...
Rockford, IL · Remote
$3.5K - $5.5K/wk
... insurance coverage. There is no cold calling involved. What you'll be doing: * Following up with ... Learning and applying a proven sales system Who this is a great fit for: Entry-level candidates ...
Quick apply
Rockford, IL · Remote
$3.5K - $5.5K/wk
... insurance coverage. There is no cold calling involved. What you'll be doing: * Following up with ... Learning and applying a proven sales system Who this is a great fit for: Entry-level candidates ...
Rockford, IL · On-site +1
$3.5K - $5.5K/wk
... about life insurance coverage. There is no cold calling involved. What you'll be doing: • ... fit for: Entry-level candidates, career changers, customer service reps, teachers, realtors ...
Rockford, IL · On-site +1
$3.5K - $5.5K/wk
... about life insurance coverage. There is no cold calling involved. What you'll be doing: • ... fit for: Entry-level candidates, career changers, customer service reps, teachers, realtors ...
Rockford, IL · On-site
$70K - $75K/yr
Entry Level Engineer Department: Civil/Municipal Employment Type: Full Time Location: Rockford, IL ... Life insurance * Disability insurance * 401K * Profit sharing plan * Paid time off * An awesome ...
Rockford, IL · On-site
$70K - $75K/yr
Entry Level Engineer Department: Civil/Municipal Employment Type: Full Time Location: Rockford, IL ... Life insurance * Disability insurance * 401K * Profit sharing plan * Paid time off * An awesome ...
Rockford, IL · On-site
$55K/yr
... entry-level path. You'll build a career with an industry leader that offers an award-winning ... insurance and more Why Fast Track: * Accelerated development: Reach key milestones faster than a ...
Rockford, IL · On-site
$55K/yr
... entry-level path. You'll build a career with an industry leader that offers an award-winning ... insurance and more Why Fast Track: * Accelerated development: Reach key milestones faster than a ...
Rockford, IL · On-site
Life insurance * Disability insurance * 401K * Profit sharing plan * Paid time off * An awesome work environment. Learn more about Fehr Graham's people, culture and projects on our website. Fehr ...
Rockford, IL · On-site
Life insurance * Disability insurance * 401K * Profit sharing plan * Paid time off * An awesome work environment. Learn more about Fehr Graham's people, culture and projects on our website. Fehr ...
Loves Park, IL · On-site
$16 - $18/hr
Corpro Visual is looking for a motivated and mechanically inclined Entry-Level Sign Installer to ... Health, dental, and vision insurance * Paid time off and holidays * Overtime opportunities
Quick apply
Loves Park, IL · On-site
$16 - $18/hr
Corpro Visual is looking for a motivated and mechanically inclined Entry-Level Sign Installer to ... Health, dental, and vision insurance * Paid time off and holidays * Overtime opportunities
Rockford, IL · On-site
$70K - $75K/yr
Life insurance * Disability insurance * 401K * Profit sharing plan * Paid time off * An awesome work environment. Learn more about Fehr Graham's people, culture and projects on our website. Equal ...
Quick apply
Rockford, IL · On-site
$70K - $75K/yr
Life insurance * Disability insurance * 401K * Profit sharing plan * Paid time off * An awesome work environment. Learn more about Fehr Graham's people, culture and projects on our website. Equal ...
$16 - $18/hr
Description Corpro Visual is looking for a motivated and mechanically inclined Entry-Level Sign ... Health, dental, and vision insurance * Paid time off and holidays * Overtime opportunities
$16 - $18/hr
Description Corpro Visual is looking for a motivated and mechanically inclined Entry-Level Sign ... Health, dental, and vision insurance * Paid time off and holidays * Overtime opportunities
Loves Park, IL · On-site
$16/hr
... Entry-Level Sign Installer to join our team. This is a great opportunity for someone looking to ... Health, dental, and vision insurance * Paid time off and holidays * Overtime opportunities Salary ...
Loves Park, IL · On-site
$16/hr
... Entry-Level Sign Installer to join our team. This is a great opportunity for someone looking to ... Health, dental, and vision insurance * Paid time off and holidays * Overtime opportunities Salary ...
Loves Park, IL · On-site
$17.25 - $22.50/hr
Corpro Visual is looking for a motivated and mechanically inclined Entry-Level Sign Installer to ... Health, dental, and vision insurance * Paid time off and holidays * Overtime opportunities
Loves Park, IL · On-site
$17.25 - $22.50/hr
Corpro Visual is looking for a motivated and mechanically inclined Entry-Level Sign Installer to ... Health, dental, and vision insurance * Paid time off and holidays * Overtime opportunities
Beloit, WI · On-site
$27K/yr
A valid driver's license, car insurance, a satisfactory driving record, and the use of a reliable personal vehicle Preferred Qualifications Experience * 2+ years sales or relevant work experience ...
Beloit, WI · On-site
$27K/yr
A valid driver's license, car insurance, a satisfactory driving record, and the use of a reliable personal vehicle Preferred Qualifications Experience * 2+ years sales or relevant work experience ...
Beloit, WI · On-site
$27K/yr
A valid driver's license, car insurance, a satisfactory driving record, and the use of a reliable personal vehicle Preferred Qualifications Experience * 2+ years sales or relevant work experience ...
Beloit, WI · On-site
$27K/yr
A valid driver's license, car insurance, a satisfactory driving record, and the use of a reliable personal vehicle Preferred Qualifications Experience * 2+ years sales or relevant work experience ...
Rockford, IL · On-site
$15 - $17/hr
... insurance, disability, tuition assistance, sick and vacation time, as well as tire discounts. Just ... As an Entry Level Automotive Technician, you will gain hands-on experience in one of Goodyear ...
Rockford, IL · On-site
$15 - $17/hr
... insurance, disability, tuition assistance, sick and vacation time, as well as tire discounts. Just ... As an Entry Level Automotive Technician, you will gain hands-on experience in one of Goodyear ...
Mount Carroll, IL · On-site
$16.75 - $21/hr
Entry Level Assembly The 1st shift (4:50am - 2:50pm Monday - Thursday) Assembly C position performs ... like pet insurance, financial planning assistance, child care discounts, gym membership ...
Mount Carroll, IL · On-site
$16.75 - $21/hr
Entry Level Assembly The 1st shift (4:50am - 2:50pm Monday - Thursday) Assembly C position performs ... like pet insurance, financial planning assistance, child care discounts, gym membership ...
Mount Carroll, IL · On-site
$16.75 - $21/hr
Entry Level Assembly The 1st shift (4:50am - 2:50pm Monday - Thursday) Assembly C position performs ... like pet insurance, financial planning assistance, child care discounts, gym membership ...
Mount Carroll, IL · On-site
$16.75 - $21/hr
Entry Level Assembly The 1st shift (4:50am - 2:50pm Monday - Thursday) Assembly C position performs ... like pet insurance, financial planning assistance, child care discounts, gym membership ...
Rockford, IL · On-site
$55K/yr
... insurance and moreWhy Fast Track:* Accelerated development: Reach key milestones faster than a ... entry-level career* Additional coaching: More training, support and feedback* Top‑tier exposure:
Rockford, IL · On-site
$55K/yr
... insurance and moreWhy Fast Track:* Accelerated development: Reach key milestones faster than a ... entry-level career* Additional coaching: More training, support and feedback* Top‑tier exposure:
| Aspect | Entry Level Insurance | Insurance Agent |
|---|---|---|
| Required Credentials | High school diploma or equivalent; licensing varies by state | High school diploma; licensing required |
| Work Environment | Office settings, call centers, or remote | Office, client meetings, or remote |
| Employer & Industry Usage | Insurance companies, brokers, agencies | Insurance agencies, brokerages, direct sales |
| Common Search & Comparison | Often compared for entry-level roles in insurance | Related 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.
The most popular types of Insurance jobs in Freeport, IL are:
For Entry Level Insurance jobs in Freeport, IL, the most frequently searched job titles are:
The top searched job categories for Entry Level Insurance jobs in Freeport, IL are:
Cities near Freeport, IL with the most Entry Level Insurance job openings:

Brodhead, WI • On-site
$65K - $85K/yr
Full-time, Contractor
Medical, Life
Re-posted 8 days ago
Company: Impact Insurance Agency
Schedule: Full-Time | Independent Contractor
Industry: Supplemental Insurance | B2B Outside Sales
Location: Local Territory | In-Person
Many teachers, coaches, and education professionals reach a point where they want to continue making a difference while also exploring new opportunities for growth, flexibility, and long-term income potential.
At Impact Insurance Agency, we partner with local businesses to provide supplemental insurance solutions that help employees and families feel supported during life's unexpected moments. Professionals from education often thrive here because the role draws on familiar strengths: communication, mentorship, leadership, and the ability to guide others through important decisions.
This isn't about leaving education behind it's about applying your experience in a new environment where your voice, structure, and people skills continue to matter.
This entry-level outside sales role focuses on education-based conversations, relationship-building, and ongoing client support. You'll meet with business owners and employees face-to-face, helping them understand benefit options in a clear and approachable way.
As an independent contractor, you'll manage your own local territory while working within a structured system that provides training, mentorship, and consistent support even if you've never worked in sales before.
Connect with local businesses and introduce supplemental insurance solutions
Lead enrollment-style conversations that feel educational, not high-pressure
Break down complex information into clear, easy-to-understand guidance
Build long-term relationships through follow-up and consistent communication
Organize your schedule, appointments, and territory activity
Participate in weekly training, collaboration, and professional development
Structured onboarding with step-by-step support
Hands-on field training and mentorship
Health & Life licensing assistance and reimbursement
Coaching focused on communication, leadership, and relationship skills
A collaborative team culture that values encouragement and growth
Commission-based income with performance bonuses
Average first-year income: $65,000$85,000 (performance-based)
Optional 6-week base draw while building your client base
Flexible daytime schedule with autonomy over your territory
Long-term advancement into training, leadership, or mentoring roles
This opportunity may resonate with you if you:
Have experience as a teacher, coach, trainer, educator, or mentor
Enjoy presenting, guiding conversations, and helping people learn
Communicate with clarity, patience, and professionalism
Thrive in relationship-focused environments
Are looking for a career path that blends purpose with growth potential
Are willing to obtain a Health & Life Insurance license (support provided)
Our culture is built on mentorship, collaboration, and steady development. Many of our leaders began in entry-level roles and grew through consistency, encouragement, and a genuine desire to help others succeed. We believe strong relationships not pressure drive long-term success.
If you're ready to take your communication and leadership skills beyond the classroom and into a professional role where you can continue helping people every day, we'd love to connect.