Thimble

VP of Product

Posted 16 Days Ago

Hiring Remotely in United States

Remote

5-7 Years Experience

Hardware • Insurance • Retail

The Role

Thimble is seeking a VP of Product to help lead the growing Product Team in developing and executing the roadmap for new launches and enhancements in the insurance sector. This role involves strategic planning, team leadership, and stakeholder management to ensure Thimble's success in the market.

Summary Generated by Built In

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 Jay Bregman and Eugene Hertz, 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 $15.6 billion in capital at Dec. 31, 2022. 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

Thimble is seeking a VP of Product to help lead our growing Product Team. This is an exciting opportunity to develop and execute on our roadmap of new launches and enhancements, aimed at building a best-in-class insurance experience. Reporting to the Head of Product, this role will be critical in ensuring that Thimble becomes the one-stop-shop for all small business insurance needs.

Our Product team owns both day-to-day execution of product deliverables as well as strategic thinking about the future roadmap. We are looking for a leader to inspire and mentor team members as well as negotiate and manage conflicting priorities and expectations across our other departments. It is essential that this person has a sense of the tradeoffs required when making product decisions and is comfortable moving quickly and independently when data is ambiguous.

The right person for this role will be a resourceful self-starter who can deliver on objectives with little oversight, and be comfortable telling competing stakeholders “no” when warranted. Success in this role will be measured by the ability to deliver projects that make a meaningful, measurable difference to Thimble’s objectives.

Responsibilities

Work with Thimble Leadership to create a roadmap that aligns our product with our OKR’s
Directly manage a team of PM’s, designers, and content strategists
Deliver frontend, backend, and structural enhancements that grow our business
Provide post-launch analytics of the health of the product
Work hand in hand with engineering to manage the Sprint process
Work closely with internal and external stakeholders to ensure that their needs are met
Leverage data to continuously improve existing features and functionality
Launch entire new lines of business / insurance

What We’re Looking For

6+ years of product experience in an environment where features and improvements were constantly shipped
Insurtech experience highly preferred; insurance experience required
Experience managing a team, including but not limited to, PMs and designers
Experience working closely with both onshore and offshore engineers in an Agile environment
Proven success negotiating requirements and project milestones with peers and executive leadership team members in a confident and compelling manner
Comfort and resourcefulness with data – experience in assessing which data points are needed for the health and quality of your products and how to go about getting the data you don’t have
Working knowledge of building consumer products and backend tools in both native app and web environments (experience with Flutter development preferred)
Proven experience shipping features or whole products that had a material, positive impact on a business
Startup experience strongly preferred; entrepreneurial spirit is a must
Thick skin – you’re comfortable taking criticism and you’re not afraid to double down on your arguments when the data supports them

What Success Looks Like

Creating and execution of a roadmap that aligns with the company goals and maximizes output given bandwidth constraints, showing flexibility to adapt to an ever-changing, dynamic environment
Meet OKR’s for LTV, new user growth, retention, and compliance
Demonstrate the ability to work closely with engineering, both US based and overseas
Support our insurance, marketing, broker, customer service, and business development teams, working with designers and engineers to create and implement solutions that give partner teams the autonomy and tools required to enable their success

What You’ll Do in 30 Days

Learn insurance at Thimble, from industry and technical perspectives, inside and out
Become comfortable with the Thimble platform
Get to know your team and understand their skills and challenges
Meet with Thimble’s department heads and understand their needs
Get familiar with Thimble’s OKR’s and the current roadmap

What You’ll Do in 60 Days

Finalize a roadmap for the remainder of 2024. Balance strategic long-term projects with more tactical tweaks and bug fixes
Work with engineering to optimize the current software development process
Establish a cadence of meetings to ensure business owners’ concerns are being heard
Begin planning the 2025 roadmap

What You’ll Do in 90 Days