Enrollment Specialist

Enrollment Specialist

Worksite Benefit Services | Remote | Seasonal Part-Time

Why This Role Matters

As a Benefit Counselor, you'll play a critical role in helping employees understand and confidently select the benefits that best meet their needs. Through clear communication, patient guidance, and benefits expertise, you'll help create a positive enrollment experience that empowers employees to make informed decisions about their healthcare, financial protection, and overall well-being.

In this role, you'll support enrollment projects for a variety of employee groups while serving as a trusted resource throughout the enrollment process. You'll work closely with employees, enrollment teams, and benefit administration platforms to answer questions, resolve issues, and ensure accurate, efficient enrollments. During peak enrollment periods, flexibility to support evening and weekend schedules is essential to meeting client and employee needs.

How You'll Make an Impact

• Educate employees on available benefit plans, coverage options, eligibility requirements, and enrollment deadlines.
• Guide employees through the enrollment process using designated enrollment platforms and carrier systems.
• Answer benefit-related questions with professionalism, accuracy, and empathy to help employees make informed decisions.
• Troubleshoot enrollment issues and technical challenges to ensure a smooth enrollment experience.
• Advocate for employees by identifying concerns, escalating issues when necessary, and supporting timely resolutions.
• Maintain current knowledge of benefit plans, enrollment requirements, compliance considerations, and industry best practices.

Who You Are

• A confident communicator who can explain benefits information clearly to a wide range of audiences.
• Patient, customer-focused, and committed to delivering a positive employee experience.
• Comfortable speaking with employees at all levels, from frontline staff to executive leadership.
• Detail-oriented and accurate when working through enrollment questions and benefit information.
• Resourceful and solutions-focused when troubleshooting enrollment issues.
• Adaptable and able to manage changing priorities during busy enrollment seasons.
• Self-motivated and effective in a remote work environment.

What You Bring

Day One:

• High school diploma or GED.
• Minimum of 6 months of employee benefits enrollment experience.
• Experience working with enrollment software platforms and carrier benefit systems.
• Active insurance licenses required for all states associated with assigned enrollment projects.
• Strong understanding of employee benefits, enrollment processes, coverage options, and eligibility requirements.
• Excellent verbal communication and presentation skills.
• Strong customer service skills with the ability to provide supportive, accurate, and professional assistance.
• Ability to troubleshoot enrollment platform issues and guide employees through system-based enrollment processes.
• Strong attention to detail and commitment to accuracy.
• Ability to work evenings and weekends as needed to support enrollment schedules.
• Ability to work remotely while maintaining professionalism, responsiveness, and productivity.

Valuable Additions:

• Experience supporting multi-state enrollment projects.
• Background assisting employees during open enrollment or benefits communication campaigns.
• Familiarity with a variety of enrollment platforms and carrier systems.
• Experience conducting virtual enrollment meetings or one-on-one employee counseling sessions.
• Additional insurance licenses beyond required project-specific states.
• Demonstrated ability to build rapport quickly and create positive employee interactions in a remote environment.

Real Benefits for Real Life

At Patriot, great benefits mean more than coverage; they mean being there through every stage of life: your health, your family, your financial future, or simply time to recharge. Whether you're working or not, life doesn't stop. Neither should your benefits.

Highlights Include:

• Multiple medical plan options, with preventive care covered at 100%
• Free virtual medical and mental healthcare for employees and their families, plus a dedicated healthcare concierge to help you navigate benefits, compare prescription costs, and make more confident, personalized care decisions
• Employer-paid short-term and long-term disability coverage
• Paid parental leave
• Personalized PTO that lets you take time away when you need it, without traditional accruals, plus separate sick leave
• Competitive 401(k) company match to help you build your financial future
• Comprehensive dental and vision coverage
• Employee Assistance Program with confidential mental health, legal, financial, and work-life support

About Patriot Growth Insurance Services

At Patriot, we build our teams around a simple idea: people do their best work when they feel supported as whole people, not just managed as employees. We're invested in your growth, not just your output, and we back that up with a competitive salary and a comprehensive health and welfare program that extends to your family and domestic partners too, because who you're building a life with matters to us as much as the work you do.

Founded in 2019, Patriot is a growth-focused national insurance services firm that partners with employee benefits and property and casualty agencies across the United States. We're currently ranked the 25th-largest broker in the U.S. by Business Insurance and were named to the 2025 Inc. 5000 list of fastest-growing companies. With over 2,100 employees operating in 150+ locations across more than 45 states, our collaborative model gives every person and every agency the resources and support they need to grow, while each agency keeps its own identity, culture, and way of doing business. That growth has never been about numbers alone, it's about the people behind them.

About Worksite Benefit Services

Since May of 2002, Worksite Benefit Services, Inc. (WBS) has been a leading full-service voluntary benefits consulting firm located in Birmingham, Alabama. We specialize in custom outsourced benefit management solutions for companies large and small. With over two decades of experience, we manage your ever-evolving benefit related challenges by executing WBS’ unique suite of employee benefit communication, engagement, enrollment and technology solutions designed to deliver innovative benefit programs and provide personalized benefit education to ensure that associates fully understand and value their benefit options.

Patriot Growth Insurance Services is an equal opportunity employer that is committed to diversity and inclusion in the workplace. We prohibit discrimination and harassment of any kind based on race, color, sex, religion, sexual orientation, national origin, citizenship or immigration status, disability, genetic information, pregnancy, or any other protected characteristic as outlined by federal, state, or local laws.

This policy applies to all employment practices within our organization, including hiring, recruiting, promotion, termination, layoff, leave of absence, compensation, benefits, and training. Patriot makes hiring decisions based solely on qualifications, merit, and business needs at the time. For more information, read through our EEO and DE&I Policy located on our website at

Pay Range: Posted below*

*Any job offer is based upon a salary analysis to comply with applicable state pay transparency laws, considering relevant experience, education, certifications, and seniority as compared to others doing substantially similar work. There is no guarantee an offer will be at the top of the posted range based on the salary analysis. Roles may also be eligible for a supplemental compensation, such as performance-based bonus, commission, or equity. Specific eligibility will be discussed with Talent Acquisition team.

Patriot Growth Insurance Services offers a comprehensive benefits package, including medical, dental, and vision insurance; a 401(k) with company match; personalized time off and company paid holidays.

Pay Range

$31.25—$34.88 USD