Customer Support Specialist

We are looking for a highly driven, team-oriented self-starter to join our growing People Keep Customer Support team. This role requires someone who is extremely organized, hardworking, an excellent communicator, self-motivated, and technically savvy. We are seeking candidates with strong client-facing and problem-solving skills to help ensure clients successfully select health plans and manage their health expenses. Our People Keep Support team needs someone who is cross-functionally inclined and will find great joy in collaborating with Sales, Customer Success, Product and Marketing teams in ensuring clients' success with the People Keep platform from onboarding to renewal.

• Lead in a High-Growth, Disruptive Market:
  Join a company at the forefront of the ICHRA movement—one of the most promising shifts in employer-sponsored healthcare—backed by strong investor conviction and market momentum.
• Build in a Category-Defining Company:
  Help define not just a product, but a whole category. Remodel is uniquely positioned to influence the future of health benefits, with a differentiated model and growing traction across key stakeholders.
• Collaborate with a Visionary, Values-Driven Team:
  Work alongside a leadership team deeply committed to innovation, impact, and humility—where open-mindedness, creativity, and mission-driven thinking guide strategic decisions.
• Drive Real-World Impact at Scale:
  Your work will directly contribute to helping real people—families, small business owners, and employees—access better health coverage options that fit their lives.

• Provide direct support to employers and employees via phone, email, and chat regarding their HRAs and health benefit options
• Communicate plan details, deadlines, and confirmation notices to ensure clarity and confidence in the process
• Learn, embrace and utilize technology solutions to track, document, and manage support interactions
• Identify opportunities to streamline processes and improve the customer experience
• Collaborate cross-functionally with internal teams to resolve issues and ensure a seamless customer journey
• Achieve annual new and renewal production goals. This includes monitoring progress toward goals on an ongoing basis and making any changes in work habits or workflows to achieve short- and long-term goals
• Assist and support colleagues with new and existing client needs
• Maintain a positive attitude and contribute to a harmonious and cooperative spirit within the organization
• Identify opportunities to cross-sell new/renewal accounts alongside other departments
• Perform special projects at management's request
• All other duties as assigned

• 3–5 years of experience in a customer-facing role (support, advisement, or insurance preferred)
• Strong written and verbal communication skills
• Ability to multitask across systems and keep accurate documentation
• Calm, empathetic demeanor when handling complex or sensitive issues
• Building teams and processes

• Bachelor's Degree or combined equivalent of education and experience
• Health & Life License (or ability to obtain shortly after hire) required

• Must be willing to travel as required

• Full health benefits offering, including life, long-term disability, dental, and vision
• Generous PTO
• 401(k) match
• Sabbatical PTO available after 5 years of employment

This is an in-office position in downtown Indianapolis four days/week, with work from home Fridays.

• Seniority level:
  Mid-Senior level
• Employment type:
  
  Full-time
• Job function:
  Other
• Industries:
  Technology, Information and Internet