Verifly Insurance Services

What Verifly Insurance Services does

Verifly Insurance Services, LLC, doing business as Thimble Insurance, is a digital insurance producer and platform targeting micro-businesses, independent contractors, and small businesses in the United States. Founded in 2016 and rebranded from Verifly to Thimble in October 2019, the company distributes general liability, professional liability, business owners policy, commercial property, workers' compensation, cyber, inland marine, commercial auto, event, and surety bond coverage through a proprietary self-serve website, iOS/Android mobile apps, a broker portal, and an embeddable widget/API for partners.

Thimble's core technology is a quote-to-bind platform that delivers instant pricing and digital Certificates of Insurance in minutes rather than the days typically required by traditional carriers, with real-time policy modification, pause, and cancellation. Coverage can be purchased by the hour, day, month, or year, targeting professionals with intermittent or project-based insurance needs. Policies are underwritten by multiple A-rated carrier partners including Markel, National Specialty Insurance Company, Employers Insurance Group, Spinnaker, and Benchmark, allowing Thimble to operate as a managing general agent / digital distributor rather than a risk-bearing insurer.

The company monetizes primarily through usage-based and subscription insurance premiums, supplemented by affiliate referral fees (e.g., $30 per qualified lead via Impact Radius) from partner integrations with QuickBooks, Jobber, Angi, ZenBusiness, and Rocket Lawyer. Following its April 2023 acquisition by Arch Insurance (a subsidiary of Arch Capital Group, Nasdaq: ACGL), Thimble operates as a wholly-owned subsidiary within Arch Insurance North America. Headcount is reported at 11-50 employees across a fully remote US footprint (NY HQ plus Seattle, Phoenix, and Chicago hubs), and the platform has reportedly delivered more than 170,000 policies to small businesses since May 2018 and 250,000+ policies since founding.

Name

Verifly Insurance Services

Legal name

Verifly Insurance Services, LLC

Website

https://thimble.com

Company type

Private

Founded year

2016

Operating status

Operating

Headcount range

11–50 employees

Short description

Verifly Insurance Services (dba Thimble) is a digital insurance platform offering on-demand, by-the-job general liability, professional liability, and small business insurance to US micro-businesses, contractors, and independent professionals via a self-serve website and mobile app.

Ownership category

akta.pro rank

Product category

Small Business Insurance

NAICS

Insurance Agencies and Brokerages (524210), Agencies, Brokerages, and Other Insurance Related Activities (5242)

SIC

Insurance Agents, Brokers & Service (6411)

akta.pro primary industry

Professional Liability (Errors & Omissions) (FSAJADAB)

akta.pro secondary industry

Workers’ Compensation for Small Business & Pay-As-You-Go Programs (FSAJAEAG)

Keywords

• Small business insurance
• On-demand insurance
• General liability insurance
• Professional liability insurance
• Insurtech platform

Headquarters

HQ city

New York

HQ country

United States

HQ region

North America

Offices4 records

Markets served

GTM type

B2B

Offering type

Services

Cost components

Personnel, Technology or R&D, Marketing or Sales, Operations, Infrastructure, Supply Chain

Revenue model

1. Insurance Premium Revenue: Usage-based insurance premiums charged to small businesses for general liability, professional liability, commercial property, workers compensation, and other business insurance products. Customers pay by the job, day, month, or year with no long-term commitment required.
2. Affiliate Partner Referrals: Referral fees from third-party small business service providers (QuickBooks, Jobber, Angi, ZenBusiness, Rocket Lawyer, etc.) featured on Thimble's Partner Perks page; Thimble earns commission when customers sign up for these services.

Pricing tiers

Go-to-market motion1 record

Distribution channels5 records

Marketing channels8 records

Core offering

Verifly Insurance Services, operating as Thimble, sells on-demand small business insurance products — including general liability, professional liability, business equipment protection, business owners policy, commercial property, workers' compensation, cyber, inland marine, commercial auto, event insurance, and surety bonds — to micro-businesses, freelancers, contractors, and event professionals across the United States. Customers obtain a quote in seconds and bind coverage in minutes through a proprietary digital platform (web, iOS/Android apps, broker portal), with the ability to purchase policies by the hour, day, month, or year, manage coverage in real time, and instantly generate Certificates of Insurance.

Product overview

Thimble Insurance is an insurtech platform operated by Verifly Insurance Services that offers flexible, on-demand small business insurance policies. The core offering consists of a modular insurance product portfolio including General Liability, Professional Liability (E&O), Business Equipment Protection, Business Owners Policy, Commercial Property, Workers' Compensation, Cyber Insurance, Inland Marine, Commercial Auto, Event Insurance, and Surety Bonds. These products are distributed through a proprietary digital platform accessible via web and mobile app (iOS/Android), allowing businesses to obtain quotes and purchase coverage by the hour, day, month, or year. Industry-specific packages are available for sectors like pet care and event planning. The platform also offers partner tools including an API, embeddable widget, and Certificate Manager for brokers and agents.

Differentiator

Problem solved

Functional benefit

Products and services

• General Liability Insurance
• Professional Liability Insurance
• Business Equipment Protection
• Business Owners Policy (BOP)
• Commercial Property Insurance
• Workers' Compensation Insurance
• Cyber Insurance
• Inland Marine Insurance
• Commercial Auto Insurance
• Event Insurance
• Surety Bonds
• Pet Business Insurance
• Event Planner Insurance
• Roofing Contractors Coverage

Quantifiable outcome

• Coverage can be obtained in minutes, with many customers getting insured same day they first seek coverage
• +3 more outcomes

Named customers7 records

Segments8 records

Ideal customer profiles4 records

Technology focussed Yes

API detail

Has API

Yes

API docs

API detail

Core technology

AI maturity

App detail

Integration2 records

Feature3 records

Partnerships

Six partnerships are on record, tiered core, major and minor.

• Markel Insurance CompanycoreTechnology or IntegrationPrimary insurance carrier partner underwriting Thimble policies. Markel Insurance Company (NYSE: MKL) is a Fortune 500 company rated A (Excellent) by A.M. Best for financial strength with a financial size category of XV ($2 billion or greater).
• National Specialty Insurance Company (NSIC)coreTechnology or IntegrationInsurance carrier partner underwriting Thimble policies. NSIC is a subsidiary of State National Insurance Company rated A (Excellent) by A.M. Best for financial strength with a financial size category of X ($500 million to $750 million).
• Employers Insurance GroupmajorTechnology or IntegrationInsurance carrier partner providing coverage for select Thimble policies. Companies in Employers Insurance Group are rated A- (Excellent) by A.M. Best for financial strength with a financial size category of XII ($1 billion to $1.25 billion).
• Spinnaker Insurance CompanymajorTechnology or IntegrationInsurance carrier partner for Thimble policies. Spinnaker Insurance Company is rated A- (Excellent) by A.M. Best for financial strength with a financial size category of VII ($100 million to $250 million).
• Coterie Insurance AgencyminorChannel Partner/ Reseller/ DistributorInsurance agency partner providing additional insurance product offerings through Thimble platform alongside core carrier partners Markel and Employers.
• Benchmark Insurance CompanymajorTechnology or IntegrationInsurance carrier partner underwriting Thimble policies. Benchmark Insurance Company is rated A (Excellent) by A.M. Best for financial strength and A (Excellent) for long-term issuer credit with a financial size category of VIII ($100 million to $250 million).

Scale indicators18 records

Recent moves6 records

Expansion highlights5 records

Emerging players

• Bold Penguin: Bold Penguin is a commercial insurance marketplace and exchange technology provider for small businesses and agents. Adjacent to Thimble's broker portal strategy and SMB commercial distribution, with a more infrastructure / exchange orientation.
• Coterie Insurance: Coterie Insurance is an insurtech MGA offering small commercial insurance with instant quoting via API. Already a channel partner on Thimble's platform, Coterie operates in adjacent SMB digital insurance space and represents a comparable emerging player.
• Insurify: Insurify is a digital insurance comparison platform that has expanded into small commercial and SMB quoting. Comparable digital acquisition model and SMB focus, though historically more consumer-auto weighted.

Direct peers

• Pie Insurance: Pie Insurance is a digital workers' compensation insurer targeting small businesses, combining proprietary underwriting with a tech-led distribution model. Direct overlap with Thimble's small-business focus and shared talent pool (Thimble's new President Ian Westerman came from Pie).
• Simply Business: Simply Business is an online small-business insurance marketplace comparing policies from multiple carriers, with strong U.S. and U.K. presence. Comparable lead-generation and broker-to-carrier model, serving the same micro-business customer.
• NEXT Insurance: NEXT Insurance is a digital insurtech focused exclusively on U.S. small businesses, offering general liability, professional liability, workers' comp, and commercial auto through a fully online platform — a near-direct competitor to Thimble across product, target customer, and go-to-market.
• Hiscox: Hiscox is a specialty insurer with a dedicated U.S. small-business division offering professional liability, general liability, and BOP online. Comparable to Thimble in target customer and digital delivery, with broader global scale.
• CoverWallet: CoverWallet is a digital commercial insurance brokerage that matches small businesses with carrier policies online, offering general liability, workers' comp, and BOP. Closely comparable distribution model and SMB customer profile to Thimble.

Broad incumbents

• biBerk (Berkshire Hathaway): biBerk is Berkshire Hathaway's direct-to-small-business commercial insurance brand offering workers' comp, BOP, and general liability online. A larger, established incumbent with overlapping digital SMB coverage.
• The Hartford Small Business: The Hartford is a major P&C carrier with a substantial small-business division offering workers' comp, general liability, BOP and commercial auto. A broad incumbent competitor with overlapping SMB coverage lines but a much wider portfolio.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat5 records

Key risks6 records

Key highlights7 records

Customer concentration

• Facebookfacebook.com/ThimbleInsurance
• LinkedInlinkedin.com/company/thimble
• Instagraminstagram.com/thimble

Compliance1 record

Revenue estimate

Valuation estimate

Number of profiles

Profiles2 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Verifly Insurance Services