Terrance Rolling
Harlem,GA
Summary
Senior Licensed Insurance & Claims Professional with 20+ years of comprehensive insurance industry experience spanning employee benefits counseling, Medicare advisory services, policy interpretation, coverage analysis, and property claims adjusting. Proven expertise in regulatory compliance, dispute resolution, and delivering high-level client education in both enrollment and claims environments. Licensed in Life, Health, Property & Casualty, and as an Independent Adjuster (2026). Recognized for clear communication of complex policy provisions, professional integrity, and consistent service excellence.
Overview
16
16
years of professional experience
1
1
Certification
Work History
Benefit Counselor
Alight Benefits
Atlanta, GA
01.2022 - 12.2022
- Delivered workshops and union presentations, increasing enrollment participation and improving benefit literacy among employees.
- Educated employees on medical, vision, life, disability, and supplemental benefit plans, enhancing understanding of available options.
- Served as escalation point for complex benefit inquiries, resolving disputes and ensuring clarity in benefit entitlements.
- Interpreted policy coverage and resolved claims and eligibility concerns.
Supervisor / Benefit Counselor
Work Site Communication
Tallahassee, FL
02.2010 - 12.2021
- Supervised enrollment procedures, ensuring compliance with case file performance standards.
- Advised employees on coverage options, deductibles, eligibility, and plan comparisons.
- Led multi-channel enrollment operations (in-person, phone, online) ensuring compliance and system accuracy.
- Coordinated HSA implementation and led employee education initiatives to enhance understanding of benefits.
- Created and resolved service tickets, facilitating timely closure of enrollment issues.
- Reconciled daily reporting logs and web-based enrollment data.
Benefit Counselor
Nemco Brokerage Inc.
New York, NY
06.2009 - 12.2015
- Consulted with clients to design benefit plans, compare rates, and structure coverage to meet client needs.
- Maintained electronic enrollment records and ensured compliance with regulatory standards.
- Assisted with post-enrollment adjustments and regulatory updates.
- Managed billing, invoicing, and administrative documentation to support smooth operational processes.
Benefit Counselor
Universe Workplace Solutions
Hammonton, NJ
09.2006 - 12.2012
- Conducted open enrollment sessions for groups exceeding 200 employees.
- Coordinated carrier meetings and educational sessions, improving employee understanding of benefits.
- Negotiated carrier quotes, securing competitive benefit pricing for clients.
- Redesigned proposal templates, enhancing clarity and professionalism in presentations.
Education
Bachelor of Science (B.S.) - Health Studies
Walden University
706 2nd Ave. S, Suite 800, Minneapolis, MN 5540208-2023
Skills
- Claims Investigation & Documentation
- Coverage Interpretation & Policy Review
- Property Damage Assessment
- Catastrophe Deployment Readiness
- Employee Benefits Enrollment (Onsite & Remote)
- Medicare & ACA Expertise
- Union & Workforce Presentations
- Regulatory Compliance
- Data Reconciliation & Reporting Accuracy
- HSA / FSA Administration
- Carrier & Client Relations
Certification
- Licensed Independent Adjuster, 02/2026
- Licensed Property & Casualty Insurance Agent, 4+ Years
- Licensed Life & Health Insurance Agent, 20+ Years
- AHIP Medicare Certified, 16 Consecutive Years
- Continuing Education, Ethics, Long-Term Care, Medicare & Medicaid Regulations, Anti-Money Laundering Compliance, Health & Life Insurance Fundamentals
Websites
Timeline
Benefit Counselor
Alight Benefits
01.2022 - 12.2022
Supervisor / Benefit Counselor
Work Site Communication
02.2010 - 12.2021
Benefit Counselor
Nemco Brokerage Inc.
06.2009 - 12.2015
Benefit Counselor
Universe Workplace Solutions
09.2006 - 12.2012
Bachelor of Science (B.S.) - Health Studies
Walden University