Ian Levinsky NAILBA 45

Ian Levinsky

Co-founder and CEO,

Pathwork

Ian Levinsky is the co-founder and CEO of Pathwork, an AI-native platform purpose-built to modernize life and health insurance distribution. Since launching in 2024, Pathwork has supported over 100 brokerages and leading insurance carriers, and analyzes more than 115,000 cases a year. 

Before founding Pathwork, Ian spent five years at EverQuote, where he built a digital life insurance brokerage from scratch and scaled it to roughly 300 agents before its sale in 2023. He started Pathwork with CTO and co-founder Blake Butterworth, with backing from Costanoa Ventures. Ian grew up in Maine, where his family has run a retail store since 1919, and is a graduate of Tufts University. 

Ian Levinsky's Sessions

Let’s Underwrite in Real Life
Underwriting rarely follows a script in real life, and neither will this interactive lab—walking you through real-world cases and turning it over to the room to debate how you’d handle the file.

Moderators will present the essential facts on each case before opening it up for small-group discussion. You’ll then hear how experienced underwriters, BGA leaders, and technology experts would structure the case, communicate with the field, and navigate carrier conversations—sharpening your instincts on the judgment calls that matter most.

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