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Insurtech Sales Advocate - Remote

Jerry - Remote - Remote - posted 2026-09-16

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Salary: USD 19 - 21 / hourly

Jerry is an AI-powered insurance platform helping customers manage car, home, and motorcycle insurance through a modern app experience. The company has grown to 5M+ customers, raised $240M+, and achieved profitability since 2024. This Customer Operations role is dual-track: you'll determine through the interview process whether you're better suited for a sales or service path. Both paths involve direct customer interaction and deep product knowledge. Key responsibilities include: - Handling inbound calls from customers shopping for auto, home, motorcycle, and other policies, as well as existing policyholders requesting changes - Providing consultative support by identifying coverage gaps, qualifying discounts, and flagging upcoming renewals - Mastering the product and Jerry's panel of insurance partners to match customers with optimal coverage - Processing service requests (vehicle info, driver changes, lienholders, policy documents) - Problem-solving to remove barriers between customers and appropriate coverage - Contributing product feedback through a short feedback loop that ships suggestions quickly The role is fast-paced, team-oriented, and fully remote with equipment provided. Jerry offers flexible scheduling (5-day 8-hour or 4-day 10-hour weeks), competitive benefits (medical, dental, vision, 401K match, paid vacation), equity/stock options, and will pay for your P&C insurance license if needed. The company is backed by Y Combinator and led by serial entrepreneurs with talent from Nvidia, Meta, Amazon, BCG, McKinsey, Bain, and GEICO. Jerry consistently ranks among Y Combinator's Top Companies and Forbes/Statista's Best Startup Employers. REQUIREMENTS: - Prior work experience in customer service, sales, or hospitality is a plus but not required - Genuinely friendly and positive attitude with strong teamwork orientation - Strong work ethic and problem-solving skills - Strong communication skills - Must currently reside in: AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada (full-time hourly employees must be in AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA)

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