Inside Sales Representative

Inside Sales Representative / Customer Service Representative – Insurance

Location: Portland, ME (100% Onsite to start; hybrid after 2 weeks of training)

Schedule: Full-time, 40 hours/week (slightly flexible schedule)

Pay: $24–$29 per hour

Duration: Contract-to-hire opportunity

We’re partnering with a leading health and insurance provider in Portland to hire two Inside Sales/Customer Service Representatives for their Medicare Advantage insurance program. This is a great opportunity for individuals with strong customer service skills, no prior sales experience required . Past successful hires have come from call centers, labs, and other service-based roles.

You’ll be supporting a mostly senior client base, guiding them through insurance options, answering questions, and helping them enroll. Extensive training will be provided, including a classroom study program to prepare for your insurance license exam.

What You’ll Do:

• Sell and service Medicare Advantage insurance plans to eligible beneficiaries via phone, email, and in-person appointments.
• Provide exceptional customer service, ensuring each client feels valued and informed.
• Manage and update client information in CRM systems accurately and efficiently.
• Track and manage your sales pipeline to meet or exceed enrollment and quality metrics.
• Collaborate with team members and contribute to process improvements.

What We’re Looking For:

• High school diploma or equivalent (post-secondary education preferred).
• At least 2 years of customer service experience; sales experience is a plus but not required.
• Strong communication skills, both verbal and written.
• Comfort with Microsoft Office Suite and CRM tools.
• Ability to work in a fast-paced, team-oriented environment.

Licensing & Training Provided:

• State Life & Health Insurance Producer’s License (must be obtained after hire).
• Medicare Sales Training and Certification.
• Ongoing continuing education.

This is a fantastic chance to step into the insurance industry with full training and a supportive team. If you have a customer-first mindset, a willingness to learn, and strong relationship-building skills, we want to hear from you!

Apply today to be considered for one of the two available seats. Please send resumes to Camie McDonnell at