Support high-priority and VIP clients in a fully remote role while acting as the strategic bridge between members, internal teams, and benefits platforms. If you love solving complex problems, building relationships, and owning outcomes for clients, this one is squarely in your lane.
About Ameriflex
Ameriflex is a benefits administration company that helps employers and their employees get the most out of their health, reimbursement, and savings plans. They specialize in solutions like FSAs, HSAs, HRAs, COBRA, and other employer-sponsored benefits, with a strong focus on compliant, user-friendly experiences. As a Customer Success Lead, you’ll sit at the heart of that mission, making sure high-value clients and their members feel supported, informed, and confident using their benefits.
Schedule
- Full-time, remote position
- Must be available Monday–Friday between 7:00 a.m. and 8:00 p.m. CST
- Schedule flexibility required to cover client needs within that window
What You’ll Do
- Serve as the primary point of contact for high-priority and VIP clients, handling complex questions and escalations with speed and professionalism
- Act as an advocate between clients and members, troubleshooting benefit-related issues and coordinating solutions across internal teams
- Educate participants on plan features, platform navigation, and best ways to maximize their benefits
- Analyze VIP account data to identify trends, risks, and opportunities to improve the client experience
- Use sound judgment to interpret policies, regulations, and benefits rules when resolving issues
- Collaborate with operations, product, and support teams to improve processes and promote best practices for retention and satisfaction
- Maintain accurate documentation of all interactions, resolutions, and follow-up steps in CRM and internal systems
- Uphold HIPAA and confidentiality standards in every interaction and record
What You Need
- Associate’s degree OR 4+ years of professional experience in a related field
- At least 2 years of experience in a high-volume, complex customer service or client support environment
- Prior experience in benefits management, claims, insurance, or healthcare (required)
- Advanced customer success and advocacy skills, including handling complex client inquiries and escalations
- Exceptional verbal and written communication skills across phone, email, and chat
- Proven ability to build strong relationships with clients and internal stakeholders
- Intermediate data analysis skills, with the ability to pull insights from account activity and trends
- Comfort working with CRM tools, digital communication platforms, and learning new systems
- Strong multitasking, organization, and time management skills in a fast-paced environment
- Ability to work independently, manage priorities, and stay calm under pressure
Benefits
- Starting pay: $23.00 per hour
- Medical, dental, and vision insurance
- 401(k) with company match
- Flexible Spending Accounts (FSA) and Health Savings Accounts (HSA)
- Disability and life insurance
- Employee Assistance Program
- LegalShield and ID Shield
- Commuter Reimbursement Plan
- Tuition reimbursement
- Bonus pay opportunities
- Wellable membership and Telescope Health telehealth access
- Intellect mental health app
- Employee engagement activities (events, raffles, book club, and more)
Roles supporting VIP clients with this level of ownership, pay transparency, and benefits tend to go quickly—especially fully remote ones.
If you’re ready to be the calm, strategic voice clients trust when things get complicated, this is a strong move.
Happy Hunting,
~Two Chicks…