Remote Homesite Customer Service Representative – Insurance Support Specialist (Home-Based, Licensed P&C)

About arenaflex and the Opportunity Ahead

Step into a meaningful career with arenaflex, a forward-thinking insurance leader that combines deep industry expertise with cutting-edge technology to make protecting what matters most easier, faster, and smarter. At arenaflex, we are reimagining the way people experience insurance, building digital-first solutions that empower customers, advisors, and partners to navigate coverage with confidence. We are bold in our approach, relentless in our pursuit of innovation, and deeply committed to delivering exceptional service at every touchpoint.

We are currently seeking a dedicated and customer-obsessed Homesite Customer Service Representative to join our dynamic, primarily remote team. Reporting to the Customer Service Manager, this experienced-level role places you at the front line of customer interaction, where you will serve as the trusted first point of contact for our Homesite-CONNECT customers, including advisors, clients, and relationship partners. If you are passionate about solving problems, thrive in a fast-paced environment, and want to grow your career within a company that invests in your development, arenaflex is the place for you.

Your anticipated start date is November 18, 2024, and you will be based remotely, working from home approximately 80% of the time (four or more days per week). You will need to live within a reasonable commute distance to one of our key office hubs: Madison, WI 53783; Boston, MA 02110; Denver, CO 80112; Eden Prairie, MN 55343; Keene, NH 03431; St. Joseph, MO 64507; Phoenix, AZ 85034; or Nashville, TN 37214. We are also actively considering candidates located near the Atlanta metro area. Internal candidates are encouraged to apply from any location and will be considered based on the evolving needs of the role.

What You’ll Do: Key Responsibilities

As a Homesite Customer Service Representative at arenaflex, you will play an essential role in delivering seamless, high-quality support to our valued customers. Your day-to-day contributions will include:

• First-Point-of-Contact Service: Serve as the primary point of contact for Homesite-CONNECT customers, including advisors, clients, and relationship partners, handling a wide range of service issues, requests, procedural questions, and account inquiries with professionalism and empathy.
• Direct Customer Communication: Engage directly with customers via phone to research questions, open and document issue resolution cases, and resolve higher-level problems efficiently and accurately.
• Information Gathering and Documentation: Ensure all relevant information is collected, verified, and accurately entered into our systems to drive prompt and thorough resolution of customer needs.
• Coaching and Continuous Improvement: Receive ongoing guidance and coaching from experienced leaders to continuously sharpen your skills, refine your approach, and process customer requests with increasing confidence and speed.
• Customer Education: Develop a deep understanding of arenaflex procedures and translate that knowledge into clear, helpful education for clients and advisors, particularly as newly enacted services and features are introduced, enabling efficient self-service.
• Policy and Product Expertise: Act as a knowledgeable resource on company and product policies, systems, and tools, helping customers understand their options and guiding them through simple usability questions.
• Issue Escalation: Identify when customer issues fall outside your scope and refer more complex matters to the appropriate service partners, ensuring customers always receive the right level of support.
• Conflict Resolution: Resolve conflicts with a results-driven mindset and a growth-oriented attitude, turning challenges into opportunities to strengthen customer relationships.

Work Schedule and Flexibility

This primarily home-based role requires flexibility to support our hours of operation from 8:00 a.m. ET to 11:00 p.m. ET. Your set daily hours will include every third Saturday and 9-hour Mondays, balanced with a shortened weekday to ensure a full 40-hour workweek. You may occasionally be asked to travel to a nearby office location (up to 10% travel) for in-person engagement activities such as team meetings, training sessions, and culture-building events.

What We’re Looking For: Specialized Knowledge and Skills

At arenaflex, we believe in the power of potential. While we have a clear picture of the ideal candidate, we strongly encourage applicants who may not meet every single requirement to apply — your unique life and professional experiences may bring perspectives we didn’t even know we needed.

Essential Qualifications

• Customer-Focused Experience: Demonstrated experience providing customer-focused solutions or support, ideally in a service-oriented environment.
• Strong Communication Skills: Excellent written and spoken communication skills, with the ability to convey information clearly, empathetically, and professionally.
• Multitasking Ability: Proven ability to manage multiple priorities and shifting demands in a fast-paced, high-volume setting.
• Problem-Solving Aptitude: A natural troubleshooting instinct and the ability to resolve issues with sound judgment and attention to detail.
• Licensing: Willingness and ability to pass your state’s Property and Casualty (P&C) license exam within 12 months of employment. arenaflex provides comprehensive training and administrative support to help you succeed.

Preferred Competencies

• Previous experience in insurance, financial services, or a related industry.
• Familiarity with customer relationship management (CRM) platforms and contact center technologies.
• A growth mindset and a genuine passion for continuous learning.
• Comfort working both independently and as part of a collaborative remote team.

Compensation and Benefits

At arenaflex, we believe in rewarding talent and supporting the whole person. This position offers a competitive hourly pay rate ranging from $23.00 to $30.76, with compensation varying based on job level and geographic location. For eligible candidates, relocation support is offered to help you transition smoothly into your new role.

Beyond competitive pay, arenaflex provides a robust benefits package designed to support your physical, emotional, and financial wellbeing:

• Comprehensive Health Coverage: Access to medical, dental, and vision insurance plans that prioritize your health and the health of your family.
• Retirement and Financial Security: A competitive 401(k) contribution, a pension plan, and an annual incentive program to help you build long-term financial stability.
• Generous Time Off: Nine paid holidays annually and a paid time off program with 23 days accrued each year for full-time employees.
• Family Support: A paid family leave program and a student loan repayment program to ease the financial burdens many employees and their families face.
• Wellbeing Resources: Programs and benefits that enable you to take care of your mental, emotional, and physical health.

Please note that interns and contingent workers are not eligible for arenaflex benefits. Our benefits offerings are designed to reward the commitment and contributions of our full-time team members.

Why arenaflex? Our Culture and Growth Opportunities

When you join arenaflex, you become part of a culture that values curiosity, innovation, and collaboration. We are an insurance company that’s big on technology, and we’re constantly finding faster, smarter ways to improve how people buy and experience insurance. Our crew is made up of talented and passionate professionals who aren’t afraid to push the envelope. When you work at arenaflex, you’ll have the opportunity to pursue your creative ideas in an environment that welcomes them.

We are committed to your professional growth. From day one, you’ll receive structured coaching, hands-on training, and exposure to cutting-edge tools and systems that set the standard in the industry. As you build expertise, you’ll find pathways to advance into senior customer service roles, team leadership, training and quality assurance, product specialization, and beyond. We invest in our people because we know that when you grow, arenaflex grows.

Our commitment to inclusion and equal opportunity is unwavering. It is our policy to comply with all applicable federal, state, and local laws pertaining to non-discrimination, non-harassment, and equal opportunity. We also consider qualified applicants with criminal histories, consistent with applicable federal, state, and local law. We welcome applications from individuals of all backgrounds, identities, and experiences.

Physical and Working Conditions

This role primarily involves sitting and standing during work hours, in a remote environment equipped for productivity. Our work environment is designed to keep you engaged, supported, and connected to your team, regardless of location.

Your Next Step: Apply Today

If you’re energized by the idea of helping customers, solving meaningful problems, and building a long-term career with a company that values both innovation and people, we want to hear from you. At arenaflex, you won’t just answer calls — you’ll make a difference in the lives of the customers and communities we serve.

Don’t check every box above? That’s okay. Skills can be used in many different ways, and your life and professional experience may be relevant beyond what any list of requirements can capture. We strongly encourage those who are passionate about what we do to apply.

Join arenaflex and be part of a team that’s shaking up the world of insurance — one smart, compassionate, customer-first interaction at a time. Apply today and take the next step toward an exciting, rewarding career.