Support VIP clients, solve complex benefit issues, and be the calm expert voice when things get messy. As a remote Customer Success Lead, you’ll be the go-to problem solver for high-priority accounts, blending relationship management, data insight, and hands-on issue resolution.
About Ameriflex
Ameriflex is a leading benefits administration company helping employers and employees make the most of their health and reimbursement plans. From FSAs and HSAs to COBRA and commuter benefits, Ameriflex focuses on simplifying complex benefits so people can actually use them. As a Customer Success Lead, you’ll represent that mission directly to high-value clients and their members.
Schedule
- Full-time, remote role
- Must be available Monday–Friday between 7:00 a.m. and 8:00 p.m. CST
- Schedule flexibility within that window based on business needs
What You’ll Do
- Serve as the primary point of contact for high-priority and VIP clients, handling complex issues quickly and accurately
- Act as an intermediary between clients and their members to resolve benefit-related concerns and escalations
- Recommend solutions, set realistic expectations, and provide clear guidance on benefits, account navigation, and utilization
- Educate participants on plan features so they can navigate the platform more independently
- Build and maintain strong relationships with internal and external stakeholders, always representing Ameriflex with professionalism
- Collaborate with internal teams to troubleshoot issues, improve processes, and share best practices that drive retention and satisfaction
- Analyze data for VIP accounts to identify trends, pain points, and opportunities to improve the client experience
- Ensure HIPAA and regulatory compliance in every interaction, documenting all activity and follow-ups in line with company standards
What You Need
- Associate’s degree OR 4+ years of professional experience in a related field
- Prior experience in benefits management, claims, insurance, or healthcare is required
- Proven track record supporting complex client issues in a high-volume, fast-paced environment (2+ years)
- Advanced customer success / advocacy skills with a consultative, problem-solving approach
- Exceptional verbal, written, and presentation skills across phone, email, and chat
- Demonstrated ability to build strong relationships with clients and cross-functional teams
- Intermediate data analysis skills, with the ability to interpret account data and turn it into actionable insight
- Experience with CRM tools and digital communication platforms, plus high comfort adapting to new systems
- Strong multitasking, prioritization, and time-management skills
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 (EAP)
- LegalShield and ID Shield
- Commuter Reimbursement Plan
- Tuition reimbursement
- Bonus pay opportunities
- Wellable membership
- Telescope Health (telehealth) via Accresa
- Intellect mental health app
- Employee engagement activities: raffles, events, book club, and more
Roles supporting VIP clients with this level of ownership and flexibility don’t stay open long—if this aligns with your experience, make your move.
Happy Hunting,
~Two Chicks…