About Us

Thimble was an early pioneer in insurtech. We built a digital-first way for small businesses to buy coverage by the job, month or year, and have since delivered more than 200,000 policies across the United States. We started direct-to-consumer as an MGA, but today, we’re focused on growing through brokers and distribution partners, bringing the same simple, fast experience to the agents who serve small businesses. Thimble is still evolving and is at the front of AI-native distribution with MCP technology paired with API distribution.

In 2023, Thimble was acquired by Arch Insurance, part of Arch Capital Group Ltd. (Nasdaq: ACGL), an S&P 500 company providing insurance, reinsurance and mortgage insurance worldwide. That gives us something rare: the speed, ownership and culture of a startup, with the balance sheet, stability and long-term commitment of one of the industry’s strongest insurers. 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’re looking for a Senior Vice President of Broker Distribution to lead Thimble’s next stage of growth within the broker channel. With a proven platform, expanding technology and AI native capabilities, the focus is on scaling our broker and distribution partner network to increase premium. The right leader will define how Thimble shows up and will leave a lasting mark on a business that is scaling.

Reporting directly to the President, you’ll own a clear mandate: grow premium by building and expanding high-quality distribution relationships. With appetite and underwriting set and automated, your focus will be on the market: finding the right partners, getting them producing, and making Thimble the easiest small business market to work with.

What You'll Do

Externally: Grow the Distribution Network

• Drive premium growth. Own GWP targets for distribution and deliver growth in active, producing partners and premium per partner.
• Build strategic partnerships. Source, negotiate and close partnerships with distribution partners that fit Thimble’s appetite, and personally own the most important relationships.
• Manage partner quality. Appoint partners aligned with our appetite, track production and fit, and take action where partners underperform, including performance plans or exit.
• Lead AI-native and digital distribution. Turn Thimble’s A2A, MCP and API capabilities into production by bringing them to partners’ platforms and AI-driven workflows, and position Thimble as the go-to market for AI-enabled distribution.
• Represent Thimble and Arch in the market. Be a visible voice at industry events and with senior leaders across distribution and bring market intelligence back to the business.

Internally: Build the Engine

• Set the distribution strategy. Define the multi-year plan, channel priorities and growth targets, and lead annual and quarterly planning as a member of the executive leadership team.
• Lead and grow the team. Lead the existing distribution team, including business development and account management, and build out the structure, territories, incentives and performance standards needed to scale.
• Be the voice of the partner. Bring partner and customer feedback to Insurance, Underwriting and Product to inform appetite, product and roadmap priorities.
• Partner with Product and Engineering. Advocate for the broker experience, from portal and quote-to-bind to API integrations.
• Partner with Marketing. Work with Marketing on partner launches, co-marketing and campaigns that drive partner activation and production.
• Report on performance. Provide clear, regular reporting to the President, leadership team and Arch on production, pipeline and forecasts.

What We're Looking For

• 15+ years in P&C insurance distribution or business development, including 7+ years leading distribution teams at the VP level or above.
• A proven record of scaling a distribution channel and delivering measurable premium growth.
• Experience building and leading teams in a high-growth environment.
• Deep, senior relationships across the small commercial distribution landscape.
• Strong working knowledge of small business products, appetite and commission structures.
• Executive presence and the ability to influence a leadership team, a parent company and external partners.
• Data-driven, comfortable managing to growth targets, pipeline and KPIs.
• Excellent communication and presentation skills.
• Bachelor’s degree required.

Preferred

• Experience at an insurtech, MGA or digital distribution business.
• Experience with API, embedded or platform distribution partnerships, and a clear point of view on how AI agents will change insurance distribution.
• Experience operating within a larger carrier or insurance group.
• P&C license; CPCU or similar designation.

Why Thimble

• Build, don’t maintain. Shape a distribution business at an inflection point.
• Shape the future of distribution. Lead the commercial rollout of AI-native capabilities few in the industry have in market.
• Startup speed, Arch strength. Move fast with the backing and longevity of a global insurer.
• Real impact. A seat on the executive team and direct influence on where the company goes next.

Compensation

The salary range estimated for this role is $240,000 - $275,000. Total individual compensation offered will take into account a number of factors including but not limited to geographic location, scope and responsibilities of the role, qualifications, talent availability and specialization as well as business needs. The above pay range may be modified in the future.

Thimble 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!