Pie Insurance: Funding, Investors & Team (Oct 2026)
Pie Insurance is a workers’ compensation insurance company that provides workers’ comp coverage to small businesses through a simple online experience. The company offering A.M. Best A-rated insurance that leverages data analytics, easy-to-use online features, and a seasoned team of insurance experts to revolutionize workers’ comp for small businesses. As a technology-enabled workers’ compensation insurance company, Pie leverages extensive, high-quality data sets to segment and price small business policies, accurately assessing risks and passing savings on to small business owners. It intends to use the funds for the continued growth and expansion of its offering to small business owners and conduct strategic initiatives to form and purchase licensed insurance companies. Pie began selling workers comp insurance policies direct to customers in 2018. The company is led by co-founder and CEO John Swigart.
Pie Insurance has raised $433M across 2 funding rounds on record, the most recent a Series D of $315M announced in Sep 2022.
That round is above the $15M median round size for Financial Services companies tracked on FundedIQ over the last two years.
Pie Insurance Company Profile and Key Stats
Latest funding round on record: Sep 2022.
Pie Insurance Funding Rounds
Pie Insurance raised $118M in a Series C announced in Mar 2021.
1.5 years later, a Series D of $315M was announced in Sep 2022.
Pie Insurance Founders and Leadership Team
Contact details for the Pie Insurance team: 2 of 2 have an email address on file.
Start 14-day free trial →Pie Insurance Funding Compared to Other Financial Services Startups
Pie Insurance's latest round of $315M is above the median round in Financial Services. Medians cover the last 24 months of disclosed rounds.
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Pie Insurance Funding FAQs
What does Pie Insurance do?
Pie Insurance is a workers’ compensation insurance company that provides workers’ comp coverage to small businesses through a simple online experience. The company offering A.M. Best A-rated insurance that leverages data analytics, easy-to-use online features, and a seasoned team of insurance experts to revolutionize workers’ comp for small businesses. As a technology-enabled workers’ compensation insurance company, Pie leverages extensive, high-quality data sets to segment and price small business policies, accurately assessing risks and passing savings on to small business owners. It intends to use the funds for the continued growth and expansion of its offering to small business owners and conduct strategic initiatives to form and purchase licensed insurance companies. Pie began selling workers comp insurance policies direct to customers in 2018. The company is led by co-founder and CEO John Swigart.
How much funding has Pie Insurance raised?
Pie Insurance has raised $433M across 2 rounds on record. The most recent is a Series D of $315M announced in Sep 2022.
When did Pie Insurance last raise funding?
Pie Insurance's most recent funding round on record is a Series D of $315M, announced in Sep 2022.
Who founded Pie Insurance?
FundedIQ lists Dax Craig (Founder) at Pie Insurance.
Who is the CEO of Pie Insurance?
John Swigart is listed as CEO at Pie Insurance.
Where is Pie Insurance headquartered?
Pie Insurance is based in Washington, District of Columbia, United States.
How many employees does Pie Insurance have?
Pie Insurance is in the 251-500 employee band.
How does Pie Insurance's funding compare to other Financial Services startups?
Pie Insurance's latest round of $315M is above the $15M median round size for Financial Services companies on FundedIQ across 5,751 tracked companies over the last two years.
About FundedIQ's Pie Insurance Funding Data
FundedIQ tracks announced funding rounds and refreshes this profile every week. Round dates, stages and amounts are normalised to a single format, converted to US dollars, and de-duplicated: two records of the same round announced days apart are merged, and two genuinely different rounds are kept apart on the amounts they disclose. Amounts shown are the disclosed figures only — a round announced without a number is listed and excluded from the total rather than estimated.
Employee counts are reported bands, not exact headcounts. Founder and executive names carry the job title on record. Anything we do not hold for Pie Insurance is left off this page rather than filled in.
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