Spinning Thimble Logo

Thimble makes insurance simple.

From handymen and photographers to retailers and restaurants, we make it possible for every business, no matter how new or small, to take on their next opportunity.

Jay and Eugene

It’s kind of a funny story.

It all started with… drones? In 2016, Jay Bregman and Eugene Hertz founded Verifly to sell “insurance for a day” to drone operators. Insurance for only when you need it! This was a revolutionary concept, and soon people were asking Jay and Eugene to bring it to all kinds of businesses. They knew the nature of work was changing, so they set out to create products that really “get” entrepreneurs. So, we renamed ourselves Thimble to symbolize protection for all sorts of professions. We’ve now grown to offer a full range of coverages by the job, month, or year for over 300 types of small businesses.

Carpenter at work

We put small businesses in control.

You didn’t start your dream business for the thrill of buying insurance. That’s why we work hard to make insurance easier, faster, and more accessible, whether you just started in your garage this morning or you’re celebrating the 10 year mark. To make that happen, we’ve ditched the insurance industry’s dusty and complicated process to bring you a modern, straightforward experience: no blood, no sweat, no tears.

Our (Not So) Secret Sauce


Fewer questions. More options. Buy a policy online, in the app, or over the phone in minutes. Get to work before the other guys even call you back.


Any size. Every stage. Get coverage by the job, month, or year. Choose how you pay, then upgrade when business really takes off.


Total Control. Seamless edits. Modify, pause, or cancel instantly, whether work slows down or hiring picks up.

Thimble by the Numbers


Professions covered


Policies sold


Businesses strong


Customers are first-time business insurance buyers

Star rating

4.6/5 stars on Trustpilot

Star rating

9.8/10 on Delighted

Star rating

4.8/5 on App Store


Where You’ll Find Us

Our team works remotely across the US and Xiamen, China to bring you the best insurance for small businesses.

Seattle, WA
New York, NY
Phoenix, AZ
Chicago, IL

Where You’ve Seen Us

Fast Company

“Most Innovative Companies” 2021


“Best Insurance for the Smallest Businesses”


The Official Insurance of Angi

CB Insights

Top 250 Fintech Startups 2021

Fast Company

The Best UX Design of 2021


Yes, really. Check it out!

Our Trusted Partners

Thimble offers insurance policies underwritten by Markel Insurance Company (NYSE: MKL), a Fortune 500 company, and National Specialty Insurance Company, a subsidiary of State National Insurance Company. Both are rated “A” (Excellent) by A.M. Best for financial strength. Additionally, Thimble offerings also include insurance products through other partners such as Employers Insurance Group and Coterie Insurance Agency.