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Posted Apr 14, 2026

[Remote] Customer Support Representative (Multi Channel)

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Note: The job is a remote job and is open to candidates in USA. SimplyInsured is on a mission to eliminate fear in health insurance, empowering small business owners by making health insurance transparent and accessible. As a Customer Support Representative, you will guide customers through important decisions, resolve their questions, and advocate for product improvements while maintaining a high level of productivity in a fast-paced environment. Responsibilities - Help potential customers navigate our online shopping experience, helping them find the perfect health insurance quotes for their teams - Resolve administrative and billing questions with urgency and clarity. Your goal is to turn a 'stressful question' into a 'seamless resolution.' - Use industry-leading support tools and CRMs to document interactions and ensure no customer is left behind - Propose product and process improvements directly to our leadership team - Maintain high productivity in a fast-paced, high-volume environment while keeping a 'people-first' attitude Skills - 1-2 years in a customer-facing role (Support, Retail, or Sales) in a remote, startup environment - Exceptional oral and written skills. You can explain complex topics in a way that is easy to understand - Familiarity with support ticketing systems (like Zendesk, Freshdesk, or Salesforce) and the ability to multitask across several tabs and tools - A genuine passion for helping people and a desire to support small business owners - Ability to work a consistent schedule of 8:30 am – 5:00 pm CST, Monday through Friday Benefits - 100% Company-paid Medical, Dental, and Vision coverage for you and your dependents. - Work from Anywhere: This is a 100% remote position (must be based in the U.S.). - "Take what you need" vacation policy to ensure you stay refreshed. - A values-based environment where your "obligation to dissent" and your ideas for improvement are actually heard. Company Overview - SimplyInsured allows you to estimate your real Out-of-Pocket costs when purchasing health insurance. It was founded in 2012, and is headquartered in Richmond, California, USA, with a workforce of 51-200 employees. Its website is http://www.simplyinsured.com.
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