Medicare Sales Support Specialist (CST/EST)

Post Date

Jul 09, 2026

Location

Woonsocket,
Rhode Island

ZIP/Postal Code

02895
US
Sep 09, 2026 Insight Global

Job Type

Contract

Category

Help Desk

Req #

BOS-53da3909-ab9f-4cdc-9915-fa44a9c185b0

Pay Rate

$28 - $35 (hourly estimate)

Job Description

Insight Global is seeking Medicare Sales Support Representatives to support a large Health Insurance client in a fully remote environment. This is a Tier 1 support role responsible for assisting insurance agents with account access, system navigation, troubleshooting, and general support requests. The ideal candidate has strong customer service skills, experience working in a high-volume support environment, and the ability to resolve issues efficiently while providing excellent customer service.

• Serve as the first point of contact for agent support inquiries via email, phone, and Teams.
• Assist agents with account setup, password resets, profile updates, and access-related issues.
• Troubleshoot basic system and application issues and escalate complex cases when necessary.
• Document support requests, track tickets, and maintain accurate records of agent interactions.
• Support internal teams by processing agent requests and assisting with operational and administrative tasks.
Schedule:
• Non-AEP (Annual Enrollment Period): Monday-Friday, 8-hour shift with a 1-hour lunch break
• AEP Season: Standard weekday schedule plus approximately 8-9 hours of overtime per week, including coverage for one weekend shift


This role is open to CST/EST hours looking for a pay range $20-25/hr
Non-AEP Model (Jan–Sept)
Coverage: 8 AM–8 PM EST
Resource Time Zone EST Hours Local Hours
Resource 1 Eastern 8:00 AM – 5:00 PM 8:00 AM – 5:00 PM ET
Resource 2 Central 9:00 AM – 6:00 PM 8:00 AM – 5:00 PM CT

AEP Model (Oct–Dec)
Coverage: 8 AM–1 AM EST
Resource Time Zone EST Hours Local Hours
Resource 1 Eastern 8:00 AM – 5:00 PM 8:00 AM – 5:00 PM ET
Resource 2 Central 10:00 AM – 7:00 PM 9:00 AM – 6:00 PM CT

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

Required Skills & Experience

-1-2+ years of customer service, call center, help desk, or support experience.
-must be in CST/EST time zones
-Strong written and verbal communication skills.
-Experience working in Outlook, Excel, and other Microsoft Office applications.
-Basic technical troubleshooting experience with user accounts, access issues, or business applications.
-Ability to multitask, stay organized, and work independently in a remote environment.

Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.