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.

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.

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

Simple.

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.

Scalable.

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

Flexible.

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

Why We Do It All

We don’t just serve small businesses, we take the time to learn their stories too. Whether we’re helping them get started or celebrating their wins, we’re always enthusiastic to bring the spirit of small business into everything we do.

Tina Renee W.

Candle Maker, Whiffs on Wheels
Fontana, CA
Est. 2020

Thimble was unique because literally when I was typing in my profession there was a tab for candle maker. I didn't find that on any other insurance platform. Candle maker! They acknowledged me!

Keri L.

Interior Boat Detailer, Anchors Away Boat Detailing
Boston, MA
Est. 2020

I found Thimble when I was searching for liability insurance online. I found that it had the easiest website to navigate around. I got the quote really fast.

Reis T.

Handyman, Charity’s Roof and Gutter Cleaning
Portland, OR
Est. 2018

I like Thimble because it's not only simple insurance but it's easy on my pocket book.

Amber F.

Interior Painter, Painted AF
Fort Worth, TX
Est. 2020

I literally signed up for this insurance in my truck outside of Home Depot. That's a fast moving business for you, because I needed to have insurance, and I was really overwhelmed by all the opportunities and possibilities out there, and I literally did an online search and found Thimble. I read up on it, and in like ten minutes I was already signed up and had insurance.

Hakeem H.

Caterer, DinnerClub Hospitality
Washington, D.C
Est. 2017

When I first got Thimble, I started with just a day policy to fulfill any insurance need that I had for any events. As the company grew I was able to just get monthly policies to cover month to month. And now I'm at the spot where I have annual policy because the business is thriving that well.

Thimble by the Numbers

1,000+

Activities Covered

250K+

Policies Bound

151K+

Small Businesses Covered

75%

First-Time Business Insurance Buyers

4.7/5 stars on Trustpilot

9.8/10 on Delighted

4.8/5 on App Store

Where You’ll Find Us

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

Seattle, WA

New York, NY

Phoenix, AZ

Chicago, IL

Where You’ve Seen Us

“Most Innovative Companies” 2021

“Best Insurance for the Smallest Businesses”

The Official Insurance of Angi

Top 250 Fintech Startups 2021

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.