🦊/Companies

InsureTax

Techstars '21Plug and Play Ventures

Tel Aviv, IL · Founded 2021 · 11 employees on LinkedIn · 5 known investors

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1,031 people in our graph share verified history with the InsureTax team — schools, employers, funds. One of them is your warm intro.

Ana Andreescuunlockedknows Guy Kohn · together at HP Software (overlapped)
×2knows the team · via Reichman University
knows the team · via Ben-Gurion University of the Negev
×6knows the team · via Techstars
knows the team · via ironSource
knows the team · via Plug and Play Ventures

InsureTax provides IRS audit insurance for small businesses, covering tax adjustments, penalties, interest, and legal defense costs up to $250,000 per tax return. The product is backed by Lloyd's of London and uses AI-driven underwriting to deliver same-day quotes and rapid claims processing.

Also known as Insure Tax · Insure.tax

Founders & leadership

InsureTax was founded in 2021 by Guy Kohn.

GKGuy Kohn
Guy KohninFounder · Chief Executive OfficerHe brings over 15 years of technology experience, including leadership roles at HP and ironSource.

Investors · 5

Also in the syndicate · 2

Hustle & TrustPlug and Play

Funding

SEC filings, press & company announcements

Source: company announcements and press reports — follow each round's link for the claim.

Company profile

researched Aug 2026

InsureTax is an insurtech company offering IRS audit insurance for small and mid-sized businesses in the United States. Policies are triggered by a formal IRS audit notice (for example IRS Letters 566, 525 or 2205) and provide an immediate cash payout tied to average additional collections — tax adjustments, penalties and interest — together with coverage for professional defense costs up to the policy limit. Covered items include adjustments from disallowed deductions or unapproved credits, reclassification of independent contractors as employees, IRS penalties and accrued interest, professional representation fees, and legal expenses if a dispute escalates to tax court. Coverage is limited to federal income tax audits conducted by the IRS — correspondence, office and field audits — and excludes state tax, VAT, sales tax and payroll tax audits. By default the policy covers returns for the prior three years, reflecting the IRS statute of limitations.

Policies are underwritten by certain underwriters at Lloyd's of London, led by managing agent Tokio Marine Kiln, Syndicate 510 (AA- rated), with InsureTax acting as a coverholder in the Lloyd's network. The company positions the product as tax liability protection previously available mainly to large corporations, now packaged for businesses under roughly $50 million in revenue or assets. Monthly premiums are quoted in the $30-$250 range for businesses under $50M in assets or gross receipts, with entry-level coverage described as starting at $1 per day.

The company was founded in 2021 and lists 11-20 employees. Its stated market is the roughly 37 million U.S. SMEs exposed to tax scrutiny.

Founding story

Founded in 2021 by a team of entrepreneurs who identified that large corporations could buy tax insurance while small businesses, which lack in-house tax departments, remained exposed to the cost of IRS audits. CEO and co-founder Guy Kohn, an information systems engineer who previously worked at HP and ironSource, co-founded the company to bring Lloyd's-backed tax risk protection to smaller firms.

Business model

InsureTax underwrites and distributes an insurance product rather than advisory services: it operates as a Lloyd's coverholder, binding policies underwritten by underwriters at Lloyd's led by Tokio Marine Kiln, Syndicate 510, and administers quoting, compliance checks and claims through its own platform.

Revenue derives from insurance premiums on IRS audit insurance policies, quoted as recurring monthly premiums typically between $30 and $250 for businesses under $50M in assets or gross receipts, with flexible payment options and coverage marketed from $1 per day.

Traction

The company reports being a Lloyd's coverholder with policies in market and a distribution focus on CPAs and brokers. A third-party directory lists 11-20 employees. In connection with its seed round it announced a partnership with Tokio Marine Kiln and the addition of ffVC partner Alex Katz to its board.

Latest developments

InsureTax operates a live quoting site for IRS audit insurance underwritten at Lloyd's through Tokio Marine Kiln Syndicate 510, and markets dedicated programs for small businesses, CPAs and insurance brokers, including a CPA Co-Pilot Program.

Full profile — market position, technology, go-to-market, geography, history, risks & controversies

Market position

The company describes its offering as the first IRS audit insurance built specifically for small businesses, contrasting it with tax insurance historically available only to large corporations and with CPA errors-and-omissions coverage, which it argues does not protect the business owner against the broader financial impact of an audit. Trade press has characterized it as an AI-powered tax liability insurance provider for SMEs.

Differentiators cited by the company are an immediate cash payout on receipt of an IRS audit notice rather than reimbursement-only cover, AA- rated Lloyd's paper via Tokio Marine Kiln Syndicate 510, AI-based underwriting producing same-day quotes, SMB-scale pricing, and integration into CPA and broker workflows.

Technology

A proprietary AI platform performs tax risk assessment and underwriting to generate same-day quotes, supported by automated compliance checks and rapid claims processing. AI-driven risk analysis is also used to structure coverage terms.

Go-to-market

Direct online quoting from the company website alongside partner-led distribution: an accountant network and a CPA Co-Pilot Program designed to fit into CPA and tax workflows, and relationships with insurance brokers. Following its seed round the company stated a strategic focus on building broker and CPA relationships to increase market visibility and adoption.

U.S. small and mid-sized businesses with under $50 million in revenue or assets, plus two intermediary channels: certified public accountants and tax professionals, and commercial-lines insurance brokers seeking to add tax protection products to their portfolios.

Geography

Coverage is limited to U.S. federal income tax audits, and the company lists a New York contact address at the Empire State Building, 20 W 34th St. A third-party directory lists its headquarters as Delaware, United States.

History

The company was founded in 2021. It announced the initial closing of a Series Seed round led by ff Venture Capital, with Techstars, Plug and Play and Hustle & Trust participating, alongside a partnership with Lloyd's managing agent Tokio Marine Kiln; ffVC partner Alex Katz joined the board. It subsequently launched its consumer-facing site offering quotes for IRS audit insurance and channel programs for CPAs and insurance brokers.

Risks & controversies

The product carries explicit limits: the cash payout is tied to average tax adjustments for a business's size and is not a guarantee of full reimbursement; coverage applies only to federal income tax audits and excludes state tax, VAT, sales tax and payroll tax audits; and payouts are capped by the policy limit and subject to policy terms and exclusions. As a coverholder, the company depends on continued capacity from its Lloyd's underwriters.

Compiled by commissioned research from 8 cited public sources — announcements, filings, and press listed under research sources below.

Key figures

latest reported
Addressable market cited by companyJan 202337,000,000 U.S. SMEs
Employee countJan 202611-20
HeadcountAug 202611

Company-reported or press-reported figures, each dated to when it was claimed — not independently audited.

Timeline · 3

launches, deals, and filings
Jan 2023
Initial closing of Series Seed round led by ff Venture Capital

InsureTax announced the initial closing of a Series Seed financing round led by ff Venture Capital, with participation from Techstars, Plug and Play and Hustle & Trust. The amount was not disclosed.

source ↗

Jan 2023
Alex Katz of ffVC joins board of directors

Alex Katz, a partner at ff Venture Capital with CPA and tax law experience, joined the InsureTax board of directors in connection with the seed round.

source ↗

Jan 2023
Partnership with Tokio Marine Kiln in the Lloyd's market

InsureTax partnered with Tokio Marine Kiln, a managing agent in the Lloyd's market, to support its tax liability insurance product for U.S. SMEs.

source ↗

Dated company events from announcements, filings, and press; legal rows summarize public dockets and regulator releases.

In the news

Research sources · 8

primary sources listed

8 public sources were cited for this profile; the first-party ones are listed here.

Frequently asked questions

What does InsureTax do?
InsureTax sells Lloyd's-backed IRS audit insurance to U.S. small businesses, using AI-driven risk analysis for underwriting.
Who founded InsureTax?
InsureTax was founded by Guy Kohn in 2021.
Who are InsureTax's investors?
InsureTax's investors include Techstars, Ff Venture Capital, Plug and Play Ventures.
Where is InsureTax headquartered?
InsureTax is headquartered in Tel Aviv, IL.