Bold Penguin and Pie Insurance Unite to Integrate and Simplify Quoting Workers’ Comp Insurance

Partnership brings one-click access to premier small commercial quoting platform for Pie’s independent agents


COLUMBUS, OHIO, August 3, 2022 – Insurance technology company Bold Penguin and Pie Insurance (“Pie”), an insurtech company specializing in workers' comp insurance for small businesses, announce the launch of Pie on the Bold Penguin Terminal. 

In establishing this connection, Bold Penguin and Pie will be bringing more options to agents using Bold Penguin’s Terminal, and making the quoting and binding process effortless for independent agents appointed with Pie. 

“At Pie, we aim to work with partners that share our strong belief in the power of technology, and its ability to make small business insurance more affordable and simple,” said Dax Craig, president and co-founder of Pie. “Bold Penguin has built a world-class, digitally connected platform that provides insurance agents with the tools they need to quickly quote and bind policies on behalf of their clients. By offering Pie to Bold Penguin's widespread network of agents, we’ll be able to deliver on our mission of empowering small businesses to thrive more efficiently than ever before.” 

“Bold Penguin is focused on transforming the small commercial insurance industry by simplifying processes, expanding access, and driving digital adoption. Pie’s focus on offering affordable workers’ comp insurance to small business owners perfectly aligns with Bold Penguin's strength in simplifying online quote and bind. This new integration will enable us to offer workers’ comp to independent agencies in the 38 states and Washington D.C. where Pie operates, supporting our goals while helping Pie meet theirs. It’s a natural partnership,” said Karnina Szymanski, Bold Penguin’s President of Insurance. 

About Pie Insurance 

Pie Insurance is leveraging technology to transform how small businesses buy and experience commercial insurance, with the goal of making it affordable and as easy as pie. Pie’s intense focus on granular, sophisticated pricing, and data-driven customer segmentation enables Pie to match price with risk accurately across a broad spectrum of small business types, which allows Pie to offer more affordable insurance to small business owners. Since 2017, Pie has received over $300M in funding and partnered with over 2,800 agencies nationwide.

About Bold Penguin 

Bold Penguin is where technology enhances the human touch in commercial insurance. With a heavy focus on agents, Bold Penguin upgrades the user experience for businesses, creates an easy tool for agents, and offers a streamlined process of underwriting for carriers. Bold Penguin was founded in 2016 by a group of entrepreneurs who spent their early days working with Allstate, Nationwide and Progressive alongside regional carriers and established insurance agencies. For more details, please visit

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