Summary
Overview
Work History
Education
Skills
Certification
Timeline
Generic

STEPHEN JACKSON

Jacksonville,FL

Summary

Highly motivated and results-driven professional with extensive experience in project management, client relations, and employee benefits enrollment. Skilled at managing large-scale projects and insurance accounts from start to finish, ensuring accuracy, compliance, and client satisfaction. Licensed in Health and Life Insurance, with proven success driving over $80,000 in premium within the first year at Colonial Life. Adept at building relationships, leading teams, and helping employees make informed benefits decisions across multiple organizations.

Overview

7
7
years of professional experience
1
1
Certification

Work History

Sales Agent & Enrollment Specialist

Aflac
03.2025 - Current
  • Completed Aflac’s comprehensive sales and product training.
  • Successfully enrolled multiple business accounts and supported employees during benefits selection.
  • Assist with new client acquisition and benefits communication strategies.

Contract Benefits Counselor & Enrollment Specialist

U.S. Enrollments
08.2024 - Current
  • Conduct onsite and call-center enrollments for employees across diverse industries.
  • Educate and guide employees through benefits options, ensuring informed selection and compliance with company offerings.
  • Support HR teams with communication, data accuracy, and successful open enrollment execution.

Sales Agent & Enrollment Specialist

Colonial Life
07.2024 - Current
  • Generated over $80,000 in premium in the first year through proactive client engagement and account enrollment.
  • Partnered with multiple organizations to develop tailored benefits solutions for employees.
  • Provided consultative support to clients regarding voluntary benefits, policy coverage, and enrollment options.

Project Manager / Supervisor

FS Property Maintenance
11.2020 - 01.2022
  • Oversaw property renovation and maintenance projects from planning through completion.
  • Managed contractor teams and ensured compliance with budget and quality standards.
  • Coordinated scheduling, supply procurement, and client communications to ensure project success.
  • Oversaw project timelines, ensuring alignment with client expectations and contractual obligations.
  • Coordinated cross-functional teams to enhance communication and streamline project workflows.
  • Developed comprehensive project plans, outlining scope, resources, and deliverables for stakeholders.
  • Implemented quality control measures to maintain service standards and client satisfaction throughout projects.

Project Manager

Hager Construction
08.2018 - 01.2020
  • Planned, designed, and scheduled phases for large projects.
  • Successfully managed multiple projects simultaneously by prioritizing tasks according to urgency, resource availability, and alignment with organizational goals.
  • Developed comprehensive project plans with clear timelines, milestones, and budget requirements, ensuring timely delivery of high-quality results.

Education

Bachelor of Science - Economics

Florida State University
Tallahassee, FL
08-2011

Skills

  • Sales training
  • Technical support
  • Networking
  • Adaptability to change
  • Cold calling
  • Cross-selling techniques
  • Upselling strategies
  • Leads generation
  • Sales follow-up
  • Customer service
  • Customer relationship building

Certification

Health and Life Insurance License, Florida – June 2024

Timeline

Sales Agent & Enrollment Specialist

Aflac
03.2025 - Current

Contract Benefits Counselor & Enrollment Specialist

U.S. Enrollments
08.2024 - Current

Sales Agent & Enrollment Specialist

Colonial Life
07.2024 - Current

Project Manager / Supervisor

FS Property Maintenance
11.2020 - 01.2022

Project Manager

Hager Construction
08.2018 - 01.2020

Bachelor of Science - Economics

Florida State University

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