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Pie Insurance Holdings
Pie Insurance Holdings offers workers' comp and commercial auto for small businesses.
Pie Insurance Holdings
John Swigart founded Pie Insurance in 2017 after a 13-year stint at Esurance, where he helped grow written premium from $30M to $1.3B before Allstate acquired it for $1 billion in 2011. Pie sells workers' compensation and commercial auto insurance directly to small businesses and through a network of local, regional, and national insurance agencies. Pie's strategy centers on data-driven underwriting: its technology produces quotes in three minutes and promises savings of up to 30% versus traditional competitors. The company writes workers' comp in 39 states plus Washington, D.C., and targets small businesses across all sectors. Confirmed investors include those who participated in the $615 million-plus total raised, though Pie does not name them on its website. The senior leadership team includes CFO Audra Foglietta, a 20-year Chubb veteran who joined in October 2023; CTO Chris Lankford, who previously led engineering at NEXT Trucking; and Chief Underwriting Officer Rick Poulin, who oversaw workers' comp at Travelers. Pie has not disclosed an AUM or total deployment figure beyond the $615 million in capital raised. Pie's structural differentiator is its direct-to-small-business distribution model paired with a partner-agent channel — a hybrid approach that lets it scale without owning a large sales force. The company does not disclose whether it operates as a single-family office or a standalone insurtech, and its ownership structure remains private.
General information
Firm type
Asset Manager
Year founded
2017
AUM
Undisclosed
Location
Region
North America
Country
United States
City
Washington
Corporate office
Washington, DC, United States
Principals
John Swigart
Co-founder and CEO
Audra Foglietta
Chief Financial Officer
Chris Lankford
Chief Technology Officer
Rick Poulin
Chief Underwriting Officer
Lauri Putt-Needleman
Chief People Officer
Carla Woodard
Senior Vice President, Claims
Sector focus
Frequently asked questions
Who runs investment decisions at Pie Insurance Holdings?
John Swigart, co-founder and CEO, oversees all aspects of the company, including strategic capital allocation. The firm does not publicly disclose a separate investment committee.
How does Pie Insurance source proprietary deal flow?
Pie originates business through its own direct-to-customer online platform and through partnerships with insurance agencies. The company does not publicly describe a separate deal-flow function for external investment.
Is Pie Insurance structured as a single family office or does it operate more like a venture firm?
Pie Insurance is not a family office. It is an insurtech company that has raised venture capital and growth equity to fund its insurance operations. Its public posture is that of a private company, not an allocator of family wealth.
Does Pie Insurance participate in fund commitments or only direct deals?
Pie Insurance does not appear to invest in external funds or make direct equity investments outside of its own insurance operations. The firm's disclosed capital raises have been used to support its core insurance business.
What investment stages does Pie Insurance typically target?
Pie Insurance does not invest in external companies. It is a private company that raises capital to grow its own insurance underwriting and distribution platform.
Which sectors does Pie Insurance explicitly avoid?
Pie Insurance writes workers' comp and commercial auto for a broad range of small businesses. The firm does not publicly list excluded industries, though its underwriting criteria may exclude higher-risk sectors.
How is Pie Insurance related to its investors?
Pie Insurance has raised over $615 million from undisclosed investors. The firm does not name its backers on its website, and its relationship with them is limited to equity and growth funding.
Profile maintained by Altss using OSINT (open-source intelligence), regulatory filings, licensed data partners, and verified direct submissions. Read the methodology. Last updated: . Continuous refresh with full update cycles at least every 30 days.
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