FLYWHEEL FUND INVESTS IN SECONDSIGHT'S$1.2 MILLION SEED ROUND
Bloomington, IN – Flywheel Fund, a member-managed venture capital fund run by The Mill, recently announced a $75,000 investment in SecondSight, an AI-Driven Cyber Insurance Operating System. The investment will support SecondSight as it accelerates its product development and further establishes itself as a leader in the Insurtech industry.
This follow-on investment builds on Flywheel's initial backing of SecondSight in 2022.
“We are thrilled to deepen our partnership with SecondSight and its talented team as they continue to revolutionize Insurtech space,” said Eric Steele, Managing Partner at Flywheel Fund. “Since our initial investment, the team has significantly grown their customer pipeline and secured strategic partners & contracts– we’re excited to continue supporting their growth as they scale.”
Founded in 2020 by Reuben Vandeventer, SecondSight transforms cyber insurance by delivering precision and efficiency across the entire value chain—from risk assessment to portfolio strategy. The platform empowers brokers to optimize risk placement and enables carriers to manage portfolios with greater intelligence and control.
“We are excited to continue working with Flywheel as we enter this next stage of growth,” said Reuben Vandeventer, Founder and CEO of SecondSight. “Their continued belief in our vision and founder-friendly approach have played an important role in our progress so far.”
With this new round of funding, SecondSight will accelerate product innovation and expand its AI-driven capabilities, solidifying its position as the leading platform for cyber insurance. This investment will enable SecondSight to deliver even greater precision, scalability, and capital efficiency to brokers, carriers, and reinsurers, while preparing for its Series A raise in 2025.
About SecondSight
SecondSight transforms cyber insurance with purpose-built AI and intelligent workflows—helping brokers, carriers, and reinsurers scale growth, enhance risk precision, and unlock capital efficiency. For more information, visit https://www.secondsight.ai/
About Flywheel Fund
Flywheel Fund is a member-managed capital fund that invests high-growth tech startups based in Indiana. With a focus on early-stage, the firm provides capital, expertise, and resources to help companies scale and achieve their long-term goals. For more information, visit https://flywheelfund.vc/.
