Aaliyah Dickinson
Houston
Summary
Licensed Life & Health Insurance professional with 7 years of regulatory industry experience and over 3 years driving revenue growth across Medicare markets in 23 states. Built and managed a recurring book of business while consistently generating commission-based revenue in a fully remote, performance-driven environment. Recognized for high conversion performance, including a 100% Medicare-approved conversion month, and for developing a sales script adopted across multiple leadership teams. Known for strategic problem-solving, client retention, and excelling in autonomous, KPI-driven roles with measurable revenue impact.
Overview
8
8
years of professional experience
Work History
DMS Associate (Direct Marketing Sales)
Humana
04.2023 - 02.2026
- • Conducted 2,000+ Medicare Advantage and PDP sales calls across 23 licensed states in a high-volume, CMS-regulated environment.
- Generated 342 net-new Medicare Advantage enrollments, driving measurable new revenue growth.
- Facilitated 400+ additional Medicare Advantage plan-to-plan enrollments, supporting retention and product optimization initiatives.
- Achieved 32.8% outbound conversion rate and 34.3% overall Medicare conversion rate, consistently ranking among top-performing agents.
- Converted PDP to MAPD at a rate of 10.2% of total MA sales, increasing member lifetime value.
- Built and maintained a recurring book of business producing $500–$700+ monthly residual income during non-selling periods.
- Earned $16K+ commission YTD prior to departure; peak 3-month commission payout nearing $10K.
- Developed and implemented a custom outbound sales script that accelerated removal from blend tiering within two weeks; script adopted across multiple management teams and remains in use.
- Served as an informal peer mentor, providing performance guidance and strategy coaching to teammates navigating tiering challenges.
- Proactively de-escalated high-risk cancellation calls, preserving recurring revenue and strengthening client satisfaction.
- Utilized Salesforce, Genesys, and Canvas enrollment systems to manage pipeline, documentation, and compliance standards.
Benefit Advocate
Arthur. J. Gallagher (Contract)
Las Vegas
09.2022 - 12.2022
- Managed employee benefit enrollments and annual enrollment cycles.
- Advised plan participants on health, retirement, and employer-sponsored benefits to support informed decision-making.
- Ensured compliance with ERISA, FMLA, COBRA, HIPAA, and 401(k) administration requirements.
- Reviewed and validated benefit documentation for accuracy and regulatory adherence.
- Identified process improvement opportunities through HR data analysis.
Life Insurance Agent
American Income Life
02.2022 - 08.2022
- Generated $10,000 in sales within first 30 days as a newly licensed agent with no prior sales experience.
- Conducted virtual client consultations via Zoom, building rapport and closing policies in fully remote environment.
- Educated clients on life insurance options, needs analysis, and financial protection strategies.
- Built foundational consultative sales skills within regulated financial product environment.
- Delivered structured client consultations using a comprehensive 20-page sales framework covering needs analysis, policy education, and objection handling.
Benefit Specialist
Blue Cross and Blue Shield of Alabama
Killeen
06.2021 - 02.2022
- Conducted inbound consultations to assist members with plan selection and policy enrollment for under-65 health insurance products.Educated members on products and services to help them choose what best fit them and their family needs.
- Mastered state and Federal benefit laws Including ERISA, FMLA, COBRA, HIPPA and 401k administration.
- Educated clients on coverage, benefits, and eligibility to support informed healthcare decisions.
- In 9 days I studied for and completed intensive Life & Health licensing program; passed state-proctored exam (125 questions)
Manager
Dickinson Tax Service
Jackson
05.2018 - 04.2021
- Managed team of 10+ employees, overseeing hiring, training, and performance evaluations.
- Implemented operational improvements to increase efficiency and quality control.
- Resolved escalated client issues and maintained high client satisfaction.
- Led staff development through strategic coaching and cross-training initiatives.
Education
Some College - Business Management And Psychology
Georgia Military College - Milledgeville
Columbus, GAActive Texas Life & Health Insurance License -
In Good Standing- 7 years
Multi-State Licensed Insurance Agent -
23 States
3 Years -
Medicare Product Certified
3 years -
CMS-Regulated Sales & Enrollment Compliance
Skills
- Account Management & Client Retention
- Revenue Growth & Conversion Strategy (30% Conversion Rates)
- Consultative Sales & Pricing Negotiation
- Medicare Advantage & PDP Enrollment Expertise
- Cross-Selling & Lifetime Value Expansion
- Net-New Acquisition & Plan Optimization
- Sales Script Development & Process Improvement
- Peer Coaching & Performance Support
- De-Escalation & Risk Mitigation
- Multi-State Compliance (23 States Licensed)
- CRM & Pipeline Management (Salesforce, Genesys, Canvas)
- Remote Sales & Virtual Client Engagement
- KPI-Driven Performance & Tier Advancement
Timeline
DMS Associate (Direct Marketing Sales)
Humana
04.2023 - 02.2026
Benefit Advocate
Arthur. J. Gallagher (Contract)
09.2022 - 12.2022
Life Insurance Agent
American Income Life
02.2022 - 08.2022
Benefit Specialist
Blue Cross and Blue Shield of Alabama
06.2021 - 02.2022
Manager
Dickinson Tax Service
05.2018 - 04.2021
Some College - Business Management And Psychology
Georgia Military College - Milledgeville
Active Texas Life & Health Insurance License -
In Good Standing- 7 years
Multi-State Licensed Insurance Agent -
23 States
3 Years -
Medicare Product Certified
3 years -
CMS-Regulated Sales & Enrollment Compliance