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Rep Development Program: Sales Trainee

Job

The Cason Group

Chicago, IL (In Person)

$55,000 Salary, Full-Time

Posted 8 weeks ago (Updated 7 weeks ago) • Actively hiring

Expires 5/27/2026

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Job Description

Rep Development Program:
Sales Trainee Chicago, IL Job Details Full-time $45,000 - $65,000 a year 13 hours ago Benefits Paid holidays Disability insurance Health insurance Dental insurance 401(k) Paid time off Employee assistance program Vision insurance Qualifications Microsoft Outlook Sales Customer service Databases Bachelor's degree Prospecting Microsoft Teams Presentation creation Cross-functional collaboration Communication skills Entry level Full Job Description The Cason Group serves insurance professionals by delivering creative sales and service solutions that exceed expectations through Group Benefits, Individual Medical, and Financial Services.
Job Title:
Rep Development Program:
Sales Trainee Division:
Group Benefits, Financial Services, or Individual Medical Location:
Initial Training (12-18 Months) will occur in Columbia, SC; Charlotte, NC; Raleigh, NC; Atlanta, GA; Nashville, TN Relocation may be required after successful completion of initial training; potential locations include: Richmond, VA; Cincinnati, OH; Tampa, FL; Houston, TX; San Antonio, TX, or other location
TBD Type :
Full-Time; May require occasional overtime, including evenings and weekends; Travel is required
Hiring Range:
$45,000 - $65,000 annual salary (includes base salary plus quarterly guaranteed bonus with the opportunity to grow after successfully completing the initial training period)
Commitment:
Three-Year Commitment to The Cason Group Our Sales Trainee Rep Development Program (RDP) provides in-depth career training to our future TCG Sales Reps offering business and professional development while educating Trainees about the industry. Successful completion of the RDP will result in placement as a Sales Rep/Regional Consultant in a specified location.
What Our Sales Trainees Do:
Consult and Collaborate:
work with various departments to learn and perform aspects of TCG operations and sales-support roles
Coordinate and Communicate:
communicate regularly with Sales Representatives on prospecting, appointments, and advising agents and clients
Drive Results:
pass all RDP certifications; perform with excellence in meeting departmental metrics Stay Current in
Industry:
successfully obtain relevant Life and Health Insurance licensures; maintain up-to-date knowledge of products, carriers, quoting requirements, prescreening, underwriting guidelines, and TCG procedures
What We Are Looking For:
Bachelor's Degree or equivalent experience in a related field Excellent communication, interpersonal, and customer services skills as it relates to positively influencing and persuading others Ability to develop and deliver effective sales presentations Strong attention to detail and accuracy along with compliance of deadlines while managing and prioritize multiple tasks simultaneously Proficiency in Microsoft Office (Outlook and Teams); knowledge of databases Visibility requires maintaining a professional appearance and positive company image while interacting with the public
Why You Should Work With Us:
Excellent Benefits:
Health, Dental, Vision, Life, and Disability insurance options 401K Retirement Plan with company contribution Paid Time Off (vacation and holidays) Employee Assistance Program Charitable Matching and Paid Community Service Time

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