Customer Support Representative (Multi Channel)

The Mission: Eliminate Fear Health insurance is complicated, expensive, and intimidating. At SimplyInsured, 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. Born in Y-Combinator and backed by top-tier investors like Bessemer Venture Partners, we are disrupting a convoluted industry. We aren’t just a platform; we are a lifeline for over 20,000 customers. The Role: The Face of the Mission As a Customer Support Representative, 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. 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. How You’ll Make an Impact Be a Trusted Guide: Help potential customers navigate our online shopping experience, helping them find the perfect health insurance quotes for their teams. Solve Real Problems: Resolve administrative and billing questions with urgency and clarity. Your goal is to turn a "stressful question" into a "seamless resolution." Master the Stack: Use industry-leading support tools and CRMs to document interactions and ensure no customer is left behind. Advocate for Change: You have a front-row seat to our customers’ challenges. You are empowered to propose product and process improvements directly to our leadership team. Deliver "Delight": Maintain high productivity in a fast-paced, high-volume environment while keeping a "people-first" attitude. What You’ll Bring Experience: 1year of high-volume call center experience in a remote, startup environment.  Communication: Exceptional oral and written skills. You can explain complex topics in a way that is easy to understand. Tech-Savvy: Familiarity with support ticketing systems (like Zendesk, Freshdesk, or Salesforce) and the ability to multitask across several tabs and tools. Empathy: A genuine passion for helping people and a desire to support small business owners. Reliability: Ability to work a consistent schedule of 8:30 am – 5:00 pm CST, Monday through Friday.   What We Offer World-Class Benefits: 100% Company-paid Medical, Dental, and Vision coverage for you and your dependents. This is a rare benefit that ensures your family is as protected as our customers. Work from Anywhere: This is a 100% remote position (must be based in the U.S.). Generous Time Off: "Take what you need" vacation policy to ensure you stay refreshed. Growth Culture: A values-based environment where your "obligation to dissent" and your ideas for improvement are actually heard. Compensation Starting Base Salary: $15.00 per hour Note: This is the base hourly rate. We offer a robust benefits package that significantl...