Commercial P&C Support Representative

🕒 December 26, 2025

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Thimble

WebsiteLinkedInAll Job Openings

11 - 50 employees

🤝 B2B

💳 Fintech

B2B • Fintech • Insurance

Thimble is a company specializing in providing flexible, affordable, and quick insurance solutions tailored for small businesses and independent professionals. Through its app and online platform, Thimble offers various insurance products including general liability, professional liability, commercial property, and cyber insurance, among others. The company's services cater to a wide range of industries such as construction, retail, fitness, photography, beauty, and more, providing policies that can be adjusted for any duration from an hour to a year. Thimble emphasizes simplicity and convenience, allowing customers to easily obtain, modify, or cancel insurance as their business needs change. As a subsidiary of Arch Capital Group Ltd. , Thimble is backed by highly rated insurance and has sold over 100,000 policies to date. Its innovative approach meets the demands of fast-paced, small business environments, ensuring quick and reliable insurance coverage.

📋 Description

• Become an expert with Thimble’s products and services • Be the front line between the broker and Thimble. We want to leave a positive impression and develop a relationship that keeps the broker happy • Provide brokers with timely and solution‐oriented responses to their business needs • Provide overall excellent broker support and assistance, mainly through a high volume of tickets and chats • Support the onboarding process for new brokers while delivering excellent customer service • Provide guidance and best practices on configuring and utilizing the Thimble Broker Portal • Help increase activation by bringing valued product and insurance knowledge to the purchase and servicing experience for new brokers • Work closely with Customer Success and the Insurance team to remain aligned on compliance • Collaborate with other teams to provide feedback on broker and user experiences

🎯 Requirements

• A Property & Casualty Insurance license is required • Commercial insurance experience is required; small commercial business insurance experience is highly preferred • Prior work with insurance brokers or agencies • Experience in a fast-paced, high-volume support or customer service environment • Excellent written and oral communication skills • Highly organized with ruthless attention to detail • Ability to adapt to changes and learn quickly • Ability to manage multiple projects simultaneously • A bachelor’s degree is preferred

🏖️ Benefits

• Fully remote company • Thimble Fridays! (out of office at 12:00pm local time) • Comprehensive health, vision, and dental coverage • 401(k) auto enrollment and matching (100% of the first 3% and 50% of the next 3%) • PTO: 20 days vacation + 12 company-wide holidays + 8 floating days + 1 VTO (Volunteer Time Off) + unlimited sick time • Parental Leave: 100% paid 12 weeks + 2 weeks gradual return • Computer choice of Mac or PC • Work from home setup reimbursement • Monthly co-working space and/or child care reimbursement • Monthly ClassPass credit • Quarterly wellness reimbursement • Other health & wellness perks including: One Medical, Teladoc, Talkspace, Kindbody, and Health Advocate • Virtual events, happy hours, trivia, and fun!