Group Implementation & Field Tech Specialist

Group Implementation & Field Technology Specialist

Drive the Technology Behind a Seamless Benefits Experience

Are you a technology-savvy problem solver who enjoys connecting people, processes, and systems? Join our team as a Group Implementation & Field Technology Specialist, where you'll play a critical role in evaluating, implementing, and supporting enrollment and benefits administration technology solutions that help brokers, employers, and customers succeed.

In this highly collaborative role, you'll partner with Sales, Operations, IT, Account Management, Compliance, and external technology vendors to deliver efficient, accurate, and scalable enrollment solutions while continuously improving the implementation experience.

What You'll Do

Lead Technology Implementations

• Evaluate and implement enrollment and benefits administration platforms.


• Partner with internal teams and external vendors to support new technology initiatives.


• Assess system functionality, integrations, data integrity, and operational fit.

Ensure Quality & Accuracy

• Develop and execute testing plans, including QA and User Acceptance Testing (UAT).


• Validate platform configurations, file exchanges, and enrollment data.


• Troubleshoot and resolve technology, system, and process issues.

Serve as a Technology Subject Matter Expert

• Lead technology implementation meetings with brokers and business partners.


• Provide training and ongoing support to sales, account management, and external stakeholders.


• Act as the primary resource for broker questions regarding enrollment technology capabilities.

Improve Processes & Performance

• Create and maintain implementation, onboarding, and vendor documentation.


• Monitor recurring issues and identify opportunities to improve efficiency, accuracy, and customer experience.


• Collaborate on projects involving APIs, integrations, and data exchanges.

The Right Candidate Will Have

Experience & Education

• Bachelor's degree or equivalent experience in technology, information systems, business analysis, or a related field.


• Experience with benefits enrollment, benefits administration, insurance technology, or related platforms.


• Knowledge of implementation processes, vendor management, and system testing environments.


• Familiarity with worksite insurance or employee benefits is strongly preferred.

Technical Skills

• Experience with QA testing, UAT, and platform validation.


• Understanding of APIs, data exchanges, system integrations, and file transmission processes.


• Strong analytical and troubleshooting skills.


• Proficiency with Microsoft Excel and other Microsoft Office applications.


• Knowledge of software development lifecycle (SDLC) concepts.

Professional Skills

• Strong communication, presentation, and relationship-building abilities.


• Ability to manage multiple priorities in a fast-paced environment.


• Detail-oriented with a commitment to quality and accuracy.


• Comfortable working with brokers, vendors, and cross-functional business teams.

Benefits We Offer

• health insurance (medical, dental, and vision)


• flexible spending accounts (medical and dependent care) 


• 401k plan with generous employer match


• paid time off


• paid holidays (12)


• life insurance


• short- and long-term disability insurance


• employee assistance program


• professional development & tuition reimbursement


• career growth opportunities


• on-site gym and locker rooms (Alexandria, VA office only)


• friendly, collaborative culture

Who We Are

In 1947, AFBA emerged from the basement of the Pentagon to solve a critical need in support of the military. More than 75 years later, our commitment to those who serve and to solving their unique problems remains core to everything we do. Founded to provide military members with a death benefit no one else would, we continue to embrace our mission and deliver benefits tailored to the real-life needs of all who serve today, including active duty, National Guard, and first responders. Providing protection to those who go in harm’s way, we ensure survivor and other benefits are available to all who serve, defend, and protect our great nation, no matter what. 5Star Life Insurance Company was founded in service and carry that mission today by committing to serve those who serve, from underwriting benefits for military and first responder families to providing coverage to the employees that keep our communities running. Our commitment to our communities – rather than the bottom line- drives our business.

We offer a flexible hybrid work environment, allowing you to enjoy the best of both worlds with 3 days in the office and up to 2 days working remotely each week. This position is in Alexandria, VA or Lincoln, NE.