SI

Customer Support Representative (Multi Channel)

SimplyInsured
Remote, RemoteRemotefull_timePosted 15 May 2026

About the role

<h3><strong>The Mission: Eliminate Fear</strong></h3> <p>Health insurance is complicated, expensive, and intimidating. At <strong>SimplyInsured</strong>, we are on a mission to eliminate that fear. We empower small business owners—the backbone of the economy—by making the enormous task of providing health insurance transparent, accessible, and dead-simple.</p> <p>Born in Y-Combinator and backed by top-tier investors like <strong>Bessemer Venture Partners</strong>, we are disrupting a convoluted industry. We aren’t just a platform; we are a lifeline for over 20,000 customers.</p> <h3><strong>The Role: The Face of the Mission</strong></h3> <p>As a <strong>Customer Support Representative,</strong> you are on the front lines of our mission. You are the voice of calm in a confusing industry. You won't just be "processing tickets"—you will be guiding real people through some of the most important decisions they make for their families and employees.</p> <p>This is a multi-channel role (Phone, Chat, Email) where your empathy, speed, and problem-solving skills will directly impact our growth and customer loyalty.</p> <h3><strong>How You’ll Make an Impact</strong></h3> <ul> <li><strong>Be a Trusted Guide:</strong> Help potential customers navigate our online shopping experience, helping them find the perfect health insurance quotes for their teams.</li> <li><strong>Solve Real Problems:</strong> Resolve administrative and billing questions with urgency and clarity. Your goal is to turn a "stressful question" into a "seamless resolution."</li> <li><strong>Master the Stack:</strong> Use industry-leading support tools and CRMs to document interactions and ensure no customer is left behind.</li> <li><strong>Advocate for Change:</strong> You have a front-row seat to our customers’ challenges. You are empowered to propose product and process improvements directly to our leadership team.</li> <li><strong>Deliver "Delight":</strong> Maintain high productivity in a fast-paced, high-volume environment while keeping a "people-first" attitude.</li> </ul> <h3><strong>What You’ll Bring</strong></h3> <ul> <li><strong>Experience:</strong> 1year of high-volume call center experience in a remote, startup environment. </li> <li><strong>Communication:</strong> Exceptional oral and written skills. You can explain complex topics in a way that is easy to understand.</li> <li><strong>Tech-Savvy:</strong> Familiarity with support ticketing systems (like Zendesk, Freshdesk, or Salesforce) and the ability to multitask across several tabs and to

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Company

SimplyInsured

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