Job Description

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 and website.
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 Compliance Analyst to join our Insurance team. Reporting to the Compliance Director, this role is critical in ensuring the company meets all regulatory and internal compliance requirements. In this role, you will also collaborate cross-functionally with multiple teams, gaining a comprehensive understanding of our business.

This is an excellent opportunity for an experienced compliance analyst who is detailed-oriented, proactive, and interested in developing a broad perspective of company operations while continuing to excel in completing compliance tasks and initiatives.

Responsibilities

• Create and manage filings in SERFF for forms, rules and rates
• Maintain forms lists and applicability for all products
• Maintain the filings library
• Coordinate with product and engineering teams to ensure accuracy of form packages
• Participate in audits by insurers, reinsurers and regulators
• Respond to data calls
• Maintain complaint process
• Participate in marketing reviews
• Participate in broker development contract reviews and appointment process
• Other duties as assigned

What We're Looking For

• 5+ years of compliance experience in the P&C sector; commercial lines highly preferred
• Strong familiarity with ISO, SERFF, LexisNexis, SNL, APCIA, NAIC & DOI websites
• Must demonstrate analytical skills and attention to detail
• Proficient in MS office, specifically Word and Excel
• Ability to work well with other teams, with minimal supervision and in a very fast-paced environment, subject to changing priorities
• Ability to effectively manage multiple projects, prioritizing high impact ones
• Exceptional written and oral communication skills
• Creative problem solving
• Bachelor’s degree preferred but not required

What You’ll Do in 30 Days

• Get a warm welcome, meet the rest of the company, and get situated in your new position
• Meet with the team leads of the units you will be supporting
• Gain a thorough understanding of our insurance product offerings and the different channels, and ways that we sell coverage
• Become familiar with the various software programs we use

What You’ll Do in 60 Days

• Be completely comfortable with our suite of products and offerings
• Identify areas of improvement in our filing function through analytics to help shape product decisions throughout the company
• Support the Compliance Director

What You’ll Do in 90 Days

• Have complete ownership of your area of responsibility
• Assist other members of the company with inquiries within your areas of responsibility
• Full end to end product knowledge

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!