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Customer Support Specialist, Benefits

Justworks · Tampa, Florida · Posted Jul 1, 2026

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Who We Are

At Justworks, you’ll enjoy a welcoming and casual environment, great benefits, wellness program offerings, company retreats, and the ability to interact with and learn from leaders in the startup community. We work hard and care about our most prized asset - our people.

We’re helping businesses get off the ground by enabling them to focus on running their business. We solve HR issues. We’re data-driven and never stop iterating. If you’d like to work in a supportive, entrepreneurial environment, are interested in building something meaningful and having fun while doing it, we’d love to hear from you.

We're united by shared goals and shared motivations at Justworks. These are best summed up in our company values, which are reflected in our product and in our team.

Our Values

If this sounds like you, you’ll fit right in.

Who You Are

You are focused on and committed to helping people. You are a customer fanatic with a proven track record of going above and beyond for your customers. You treat others with care and empathy, and assume the best intentions in others. You are a great communicator, being able to simplify complex concepts into clear, easy-to-understand terms. You love to solve problems and figure out how and why things work. You are an analytical, motivated self-starter who thrives in a fast-paced start-up environment. You have the willingness to lean into a challenge and affect change.

Our Benefits Support team at Justworks is dedicated to helping our customers run their business with confidence. We are the benefits experts our customers rely on, and we help our customers manage their benefits and perks with ease. Our team takes ownership of our customer’s benefits concerns, and we actively drive issues to resolution. In this role you will support our small business customers with inquiries related to benefits and wellness perks , and contribute to internal discussions regarding product enhancements. We believe a positive team is the strongest unit, and we strive to make ourselves and each other better. This is a fast-paced and challenging role, but also incredibly rewarding due to the positive impact we have on our customers and their businesses.

Please note: We are currently hiring for the shift schedule of Monday- Friday, 9am-6pm EST.

If hired, you will be expected to attend mandatory training [paid] from 9am-6pm EST Monday-Friday for approximately 4 weeks prior to moving over to your shift schedule.

Your Success Profile

What You Will Work On

Take ownership of customer benefits issues from start to finish, in areas including but not limited to Medical, Dental, Vision, Retirement, Life Insurance, Disability Insurance, HSA and FSA, Commuter benefits, and other wellness perks

Build mental muscle and become a benefits subject matter expert in the benefits tools within Justworks - you'll be a go to resource for both customers and coworkers

Answer inquiries on phone, tickets, and chat to help our customers optimize Justworks to administer group health and welfare plans and other benefits and perks

Work through creative solutions to effectively answer customer questions, provide guidance, troubleshoot and resolve issues by utilizing plan documents and business rules

Manage a queue of open issues to deliver timely and effective solutions

Display a high level of professionalism and compassion when working with each customer on sensitive matters

Leverage chat functionality to help our customers optimize Justworks to administer group health and welfare plans, including, but not limited to, Health, Life, Dental, Vision, Health Savings Accounts, Flexible Spending Accounts, Leaves Administration, Disability Insurance, and Commuter Benefits. Ensures benefit plans are within the guidelines of Section 125, COBRA, HIPAA, FMLA, and any city, state, and federal laws

Communicate customers in regards to policies, benefit eligibility, and employee rights and responsibilities

Interact with cross-functional teams to identify areas where we can better serve our customers through product enhancement or process improvement

Perform other related duties as assigned

How You Will Do Your Work

As a Customer Support Specialist, Benefits,, how results are achieved is paramount for your success and ultimately result in our success as an organization. In this role, your foundational knowledge, skills, abilities and personal attributes are anchored in the following competencies:

Consultative - takes an approach that focuses on building relationships with others, understanding their problems, and developing solutions to their challenges through open-ended questions and active listening. Taking responsibility - being accountable, being committed, and accepting ownership for one's decisions, actions, and behavior. Adaptability - the ability to adjust your approach or actions in response to changes in your external environment. Solution-oriented - identifies the source of a question or challenge and pr…

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