Evening Benefits Specialist (12:30 PM to 9 PM & 1:30 PM to 10 PM)
Why is Health Advocate a great place to work? For starters, Health Advocate employees enjoy helping people every single day. Employees are given the training they need to do their jobs well, and they work with supervisors and staff who are supportive and friendly. Employees have room to grow, and many of Health Advocate's supervisors are promoted from within the company. Join our award winning team!
2025:
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Bronze Winner
2024:
Excellence in Customer Service Awards: Organization of the Year (Small)
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Bronze Winner
Best in Biz Awards: Most Customer-Friendly Company of the Year – Medium and large category (Silver)
As part of Teleperformance in the US, we were also named #95 in the 2024 ‘Fortune 100 Best Companies to Work For®’ in the USA by Great Places to Work (GPTW®)
Join Us as a Benefits Specialist (fully remote)
Make a difference. Simplify healthcare. Empower members.
At Health Advocate, we’re on a mission to make healthcare easier to understand and easier to use. As a Benefits Specialist, you’ll become a trusted guide for members who are navigating benefit choices, open enrollment decisions, and plan questions. Your expertise—and your empathy—will help people make informed decisions with confidence.
If you enjoy problem-solving, love helping others, and want to grow your career in benefits and healthcare, this fully remote position could be the perfect fit.
What You’ll Do: Your Roadmap to Impact
In this role, you’ll support members by:
Helping Members Understand Their Benefits
Answer incoming calls and respond to benefit questions with clarity and compassion.
Explain medical, dental, vision, pharmacy, life, disability, FSAs/HSAs, and other plans in easy-to-understand terms.
Guiding Open Enrollment & Life Event Decisions
Support members as they choose benefits during open enrollment, as new hires, or when their life circumstances change.
Compare and contrast plan options so members feel confident in their selections.
Providing Expert Navigation Across Coverage Types
Discuss Marketplace/exchange plans, COBRA, Medicare, and individual plans.
Help members understand costs, coverage, provider choices, and plan rules.
Solving Benefit Issues with Care & Accuracy
Research benefit concerns thoroughly and follow through until resolved.
Document all cases accurately while maintaining strict confidentiality.
Ensure compliance with HIPAA, COBRA, ACA, and all federal regulations.
Delivering Outstanding Member Experiences
Build trust quickly over the phone.
Provide objective, empathetic guidance—no sales, no quotas, just real support.
Who You Are: The Advocate We’re Looking For
A Clear Communicator & Compassionate Problem Solver
You're a great fit if you have:
Experience That Makes a Difference
Minimum 1–2 years of customer service and benefits experience
Minimum of 1 year of call center experience, preferably in a healthcare, insurance, or benefits environment
Minimum of 1 year of hands-on Medicare knowledge, including Medicare Advantage, Part A/B/D, and supplement plans
Strong Communication & Listening Skills
Ability to explain complex benefits clearly and patiently
Professional, supportive phone presence
Technical & Organizational Skills
Comfortable using MS Word, Excel, and internal systems
Strong documentation, accuracy, and time-management skills
A Heart for Service
You enjoy helping people
You thrive in a collaborative, remote environment
Why Health Advocate?
Fully remote work (we provide the equipment you need)
Exceptional training and ongoing development support
Real growth opportunities with leadership that invests in you
Competitive compensation & full benefits package, including:Medical, dental & vision
Tuition assistance
401(k) with company match
PTO & paid holidays
We offer a starting hourly rate of $19.26
A purpose-driven culture focused on compassion, clarity, and service
This is more than a job—it’s a chance to guide people through some of their most important and personal decisions.
Your Next Move
Ready to Help People Navigate Their Health Benefits With Confidence?
If you’re passionate about supporting others and want to grow your career in healthcare and benefits, we’d love to meet you.
Apply today to join Health Advocate as a fully remote Benefits Specialist.
Company Overview
Health Advocate is the nation’s leading provider of health advocacy, navigation, well-being and integrated benefits programs. For 20 years, Health Advocate has provided expert support to help our members navigate the complexities of healthcare and achieve the best possible health and well-being. Our solutions leverage a unique combination of best-in-class, personalized support with powerful predictive data analytics and a proprietary technology platform to address nearly every clinical, administrative, wellness or behavioral health need. Whether facing common issues or an unprecedented challenge like COVID-19, our team of highly trained, compassionate experts work together to go above and beyond expectations, making healthcare easier for our members and ensuring they get the care they need.
Learn more
Health Advocate https://www.healthadvocate.com/site/
Facebook https://www.facebook.com/healthadvocateinc/
Video https://vimeo.com/386733264/eb447da080
Awards:
2025:
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Bronze Winner
2024:
Excellence in Customer Service Awards: Organization of the Year (Small)
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Bronze Winner
Best in Biz Awards: Most Customer-Friendly Company of the Year – Medium and large category (Silver)
2023:
National Customer Service Association All-Stars Award: Service Organization of the Year.
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Bronze Winner
2022:
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Bronze Winner
Excellence in Customer Service Awards: Organization of the Year (Small)
Best in Biz Awards: Most Customer-Friendly Company of the Year – Medium and large category (Silver)
2021:
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Silver Winner
Stevie® Awards for Sales & Customer Service: Most Valuable Response by a Customer Service Team (COVID-19). Bronze Winner
Best in Biz Awards: Most Customer-Friendly Company of the Year – Medium and large category (Silver)
2020:
National Customer Service Association All-Stars Award: Organizations of 100 or Greater, Runner-Up
Communicator Award of Distinction: October 2019 Broker News
MarCom Awards: Gold, COVID Staycation Ideas brochure
MarCom Awards: Platinum, 2021 Well-being Calendar
Best in Biz Awards: Most Customer-Friendly Company of the Year - Medium category (Silver)
VEVRAA Federal Contractor requesting appropriate employment service delivery systems, such as state workforce agencies and local employment delivery systems, to provide priority referrals of protected veterans.
PAY TRANSPARENCY NONDISCRIMINATION PROVISION
The contractor will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor’s legal duty to furnish information. 41 CFR 60-I.35(c)
Apply To This Job
2025:
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Bronze Winner
2024:
Excellence in Customer Service Awards: Organization of the Year (Small)
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Bronze Winner
Best in Biz Awards: Most Customer-Friendly Company of the Year – Medium and large category (Silver)
As part of Teleperformance in the US, we were also named #95 in the 2024 ‘Fortune 100 Best Companies to Work For®’ in the USA by Great Places to Work (GPTW®)
Join Us as a Benefits Specialist (fully remote)
Make a difference. Simplify healthcare. Empower members.
At Health Advocate, we’re on a mission to make healthcare easier to understand and easier to use. As a Benefits Specialist, you’ll become a trusted guide for members who are navigating benefit choices, open enrollment decisions, and plan questions. Your expertise—and your empathy—will help people make informed decisions with confidence.
If you enjoy problem-solving, love helping others, and want to grow your career in benefits and healthcare, this fully remote position could be the perfect fit.
What You’ll Do: Your Roadmap to Impact
In this role, you’ll support members by:
Helping Members Understand Their Benefits
Answer incoming calls and respond to benefit questions with clarity and compassion.
Explain medical, dental, vision, pharmacy, life, disability, FSAs/HSAs, and other plans in easy-to-understand terms.
Guiding Open Enrollment & Life Event Decisions
Support members as they choose benefits during open enrollment, as new hires, or when their life circumstances change.
Compare and contrast plan options so members feel confident in their selections.
Providing Expert Navigation Across Coverage Types
Discuss Marketplace/exchange plans, COBRA, Medicare, and individual plans.
Help members understand costs, coverage, provider choices, and plan rules.
Solving Benefit Issues with Care & Accuracy
Research benefit concerns thoroughly and follow through until resolved.
Document all cases accurately while maintaining strict confidentiality.
Ensure compliance with HIPAA, COBRA, ACA, and all federal regulations.
Delivering Outstanding Member Experiences
Build trust quickly over the phone.
Provide objective, empathetic guidance—no sales, no quotas, just real support.
Who You Are: The Advocate We’re Looking For
A Clear Communicator & Compassionate Problem Solver
You're a great fit if you have:
Experience That Makes a Difference
Minimum 1–2 years of customer service and benefits experience
Minimum of 1 year of call center experience, preferably in a healthcare, insurance, or benefits environment
Minimum of 1 year of hands-on Medicare knowledge, including Medicare Advantage, Part A/B/D, and supplement plans
Strong Communication & Listening Skills
Ability to explain complex benefits clearly and patiently
Professional, supportive phone presence
Technical & Organizational Skills
Comfortable using MS Word, Excel, and internal systems
Strong documentation, accuracy, and time-management skills
A Heart for Service
You enjoy helping people
You thrive in a collaborative, remote environment
Why Health Advocate?
Fully remote work (we provide the equipment you need)
Exceptional training and ongoing development support
Real growth opportunities with leadership that invests in you
Competitive compensation & full benefits package, including:Medical, dental & vision
Tuition assistance
401(k) with company match
PTO & paid holidays
We offer a starting hourly rate of $19.26
A purpose-driven culture focused on compassion, clarity, and service
This is more than a job—it’s a chance to guide people through some of their most important and personal decisions.
Your Next Move
Ready to Help People Navigate Their Health Benefits With Confidence?
If you’re passionate about supporting others and want to grow your career in healthcare and benefits, we’d love to meet you.
Apply today to join Health Advocate as a fully remote Benefits Specialist.
Company Overview
Health Advocate is the nation’s leading provider of health advocacy, navigation, well-being and integrated benefits programs. For 20 years, Health Advocate has provided expert support to help our members navigate the complexities of healthcare and achieve the best possible health and well-being. Our solutions leverage a unique combination of best-in-class, personalized support with powerful predictive data analytics and a proprietary technology platform to address nearly every clinical, administrative, wellness or behavioral health need. Whether facing common issues or an unprecedented challenge like COVID-19, our team of highly trained, compassionate experts work together to go above and beyond expectations, making healthcare easier for our members and ensuring they get the care they need.
Learn more
Health Advocate https://www.healthadvocate.com/site/
Facebook https://www.facebook.com/healthadvocateinc/
Video https://vimeo.com/386733264/eb447da080
Awards:
2025:
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Bronze Winner
2024:
Excellence in Customer Service Awards: Organization of the Year (Small)
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Bronze Winner
Best in Biz Awards: Most Customer-Friendly Company of the Year – Medium and large category (Silver)
2023:
National Customer Service Association All-Stars Award: Service Organization of the Year.
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Bronze Winner
2022:
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Bronze Winner
Excellence in Customer Service Awards: Organization of the Year (Small)
Best in Biz Awards: Most Customer-Friendly Company of the Year – Medium and large category (Silver)
2021:
Stevie® Awards for Sales & Customer Service: Customer Service Department of the Year – Healthcare, Pharmaceuticals, and Related Industries, Silver Winner
Stevie® Awards for Sales & Customer Service: Most Valuable Response by a Customer Service Team (COVID-19). Bronze Winner
Best in Biz Awards: Most Customer-Friendly Company of the Year – Medium and large category (Silver)
2020:
National Customer Service Association All-Stars Award: Organizations of 100 or Greater, Runner-Up
Communicator Award of Distinction: October 2019 Broker News
MarCom Awards: Gold, COVID Staycation Ideas brochure
MarCom Awards: Platinum, 2021 Well-being Calendar
Best in Biz Awards: Most Customer-Friendly Company of the Year - Medium category (Silver)
VEVRAA Federal Contractor requesting appropriate employment service delivery systems, such as state workforce agencies and local employment delivery systems, to provide priority referrals of protected veterans.
PAY TRANSPARENCY NONDISCRIMINATION PROVISION
The contractor will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor’s legal duty to furnish information. 41 CFR 60-I.35(c)
Apply To This Job