CAREERS
Build Your Career with The Oakbrook Agency – Medicare Insurance Sales Experts
THE OAKBROOK AGENCY
At The Oakbrook Agency, we empower our employees to make a meaningful impact by guiding seniors through the complexities of Medicare insurance. As a leading Medicare sales call center, we specialize in helping individuals understand and choose the best Medicare Advantage, Medicare Supplement, and Prescription Drug Plans. Join a dynamic, fast-paced environment where you can grow professionally while improving the lives of Medicare beneficiaries.
Why Work With Us?
Culture of Support
We foster a collaborative environment where your contributions are valued, and your career goals are supported through continuous training and mentorship programs.
Impactful Work
Every call you make directly impacts someone’s life by helping them secure the right healthcare plan. Our mission is rooted in compassion, integrity, and a commitment to improving the well-being of our clients.
Career Growth
We believe in promoting from within and offer a clear pathway for advancement, helping you achieve your professional aspirations.
Benefits We Offer
- Competitive Compensation
- Remote & In-Office Opportunities
- Paid Time Off
- Professional Development Programs
Current Job Openings at The Oakbrook Agency
Medicare Sales Agent (Remote or On-Site)
Location: Flexible – Remote or Office-Based
Description: As a Medicare Sales Agent, you will educate seniors about their Medicare options, helping them select the best Medicare Advantage, Supplement, and Prescription Drug Plans. You’ll use your expertise to explain plan benefits, answer questions, and guide clients through the enrollment process.
Key Responsibilities:
- Consult with clients about Medicare plans
- Assist with plan selection based on individual needs
- Stay up-to-date with changes in Medicare guidelines and offerings
- Maintain client records and follow up on leads
Qualifications:
- Prior Medicare or health insurance sales experience preferred
- Strong communication and problem-solving skills
- State insurance license (or willingness to obtain)
Compensation: Base salary + commission
Benefits: Paid time off, remote work options, development programs
Customer Service Representative (Remote)
Location: Remote
Description: The Customer Service Representative will handle inquiries from Medicare beneficiaries, resolving questions related to their healthcare plans, claims, and coverage. This role is perfect for individuals with strong communication skills who enjoy providing excellent service.
Key Responsibilities:
- Handle Medicare-related customer service calls
- Assist with claims and coverage questions
- Guide customers through the enrollment process
- Collaborate with sales agents to ensure client satisfaction
Qualifications:
- Experience in customer service or healthcare
- Excellent communication and organizational skills
Compensation: Competitive hourly rate + benefits
Benefits: Paid time off, flexible work hours, development programs
Sales Team Lead
Location: On-site
Description: The Sales Team Lead is responsible for overseeing a team of Medicare sales agents. In this role, you will mentor, train, and ensure the team meets its sales targets. You will help drive growth by leading by example and providing the necessary support for agents to thrive.
Key Responsibilities:
- Lead and coach a team of sales agents
- Track sales performance and develop strategies for improvement
- Provide ongoing training and support for new hires
- Ensure compliance with Medicare sales regulations
Qualifications:
- Proven experience in sales management
- Strong leadership and communication skills
- In-depth knowledge of Medicare sales
Compensation: Competitive salary + team performance bonuses
Benefits: Paid time off, opportunities for growth
What We Are Looking For
At The Oakbrook Agency, we seek individuals who are passionate about helping others and who thrive in a fast-paced sales environment. We value self-motivated individuals who are eager to learn, grow, and succeed in the Medicare insurance field. Whether you have years of experience or are new to the industry, we provide the tools and training necessary for your success.
Application Process
To apply for one of our available positions, submit an online application form. You can also reach out to us for more information about our openings. Our hiring process is streamlined to ensure you receive timely updates on your application status.
Application Form for Interested Applicants
Grow with The Oakbrook Agency
At The Oakbrook Agency, we believe in fostering a workplace that promotes professional growth, flexibility, and teamwork. Whether you’re looking to expand your career in Medicare insurance sales or start a rewarding new path, we have opportunities for you to succeed. Apply today and become a part of a team that makes a difference in the lives of Medicare beneficiaries.
We do not offer every plan available in your area. Any information we provide is limited to those plans we do offer in your area. Please contact Medicare.gov or 1-800-MEDICARE to get information on all of your options.
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