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(East Region) Commercial P&C Support Representative

Thimble United States Of America · Remote

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About Us
Thimble is a leading insurtech platform for small business customers and agents. Thimble allows customers to quickly get insurance coverage by the job, month or year using its award-winning app, website, or over the phone.

Founded by serial entrepreneurs, Thimble works with a variety of carriers to bring the best insurance solutions to small businesses, brokers and agents. Since it was founded, Thimble has delivered more than 170,000 policies to small businesses across the United States.

Thimble was acquired by Arch Insurance, a unit of Arch Capital Group Ltd. (Nasdaq: ACGL), a publicly listed Bermuda exempted company with approximately $24.3 billion in capital at March 31, 2025. Arch, which is part of the S&P 500 Index, provides insurance, reinsurance and mortgage insurance on a worldwide basis through its wholly owned subsidiaries.

Thimble's innovative culture and technical expertise are an incredible addition to Arch Capital’s portfolio of offerings. The acquisition expands Arch’s suite of digital solutions for small business customers and brokers. Thimble will remain a separate subsidiary, working closely with the Arch Group team. 

For more information, visit thimble.com.


Our Values
Our unique culture is built around our six core values:

Think Wild, Act Tame
Be relentlessly creative. Question everything. Get to know the rules so well, you can use them in new ways. Be the industry’s compliant radicals.

Green Means GO
Act. Move forward. Learn. You can only make a decision based on the best information you have – so make it.

Own Every Detail
Be ruthlessly precise. Disciplined. Sweat the small stuff.

Simplify, Simplify, Simplify
Get to the point. Make it crystal clear. Cut everything else. It’s our job to make insurance easy – however hard that is for us.

Every Moment Counts
Show up early and ready. Deliver on time or before. Make the most of your time, so others can make the most of theirs.

Stay Human
Treat every person, and their ideas, with respect. Cherish diversity.


About the Role 
We are hiring a Broker Success Associate in the East Region to assist with broker sales support, including new broker onboarding and ongoing broker relationships. This role is dedicated to helping drive results for the broker team at Thimble. The broker success team provides training and support to producers to help them adopt the company's products and services effectively as well as follow broker success plans to ensure that producers achieve their desired outcomes.  
 
To succeed in this role, you should have excellent communication and interpersonal skills and will quickly learn to understand the company's products and services. You should also be highly organized, professional, and able to manage multiple projects simultaneously. 

Please note: Thimble Fridays benefit (out of office at 12:00pm local time) is subject to a different day for the Success Team.

Roles and Responsibilities
  • 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
What We’re Looking For
  • 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
What You’ll Do in 30 Days
  • Meet the team and gain a thorough understanding of our insurance product offerings, policies, different channels, and the ways that we sell coverage 
  • Shadow and train with the Broker Success and Customer Success teams 
  • Become familiar with our various software (Zendesk, Omni, Jira, and more) 
  • Learn Thimble’s broker base and become comfortable answering various tickets 
What You’ll Do in 60 Days
  • Be completely comfortable with our suite of products and offerings 
  • Be able to receive and respond to most broker tickets with support from the Broker Success team 
What You’ll Do in 90 Days
  • Full end-to-end product knowledge 
  • Have complete ownership of your area of broker development and answering tickets 
  • Be integrated with other teams and collaborate on Thimble’s projects 


Thimbler Benefits & Perks!
-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!