G Squared

G Squared, established in 2011, is a venture capital firm headquartered in Chicago, Illinois. The company invests in growth-stage, venture-backed companies across various sectors, including consumer internet, fintech, insurtech, mobility tech, and SaaS. G Squared partners with world-class entrepreneurs tackling significant challenges and provides both primary capital for growth and transitional capital for liquidity. The firm has invested in prominent companies such as 23andMe, Coursera, Instacart, and Lyft, as well as emerging disruptors like Asana, Brex, and Flexport. G Squared manages multiple funds, with its latest, G Squared V, investing between $2.5 million to $50 million per company.

Larry Aschebrook

Founder, Managing Partner and Chairman

Ward Davis

Principal

Richard Harris

Partner

Spencer McLeod

Partner

Tyson Morgan

Partner

Eric Richardson

Principal

Past deals in InsurTech

Cover Genius

Series E in 2024
Cover Genius, established in 2012, operates a global insurance distribution platform that safeguards customers of e-commerce businesses. Its key products, XCover and RentalCover, deliver personalized insurance solutions in any country, language, and currency. The company's platform integrates end-to-end insurance and warranty capabilities, offers dynamic product recommendations, and optimizes pricing. Notably, it facilitates real-time claim payment, ensuring customers receive prompt protection against uncertainties. With headquarters in Sydney, Australia, Cover Genius maintains offices across North America, Europe, Asia, and the Philippines.

Cover Genius

Series D in 2022
Cover Genius, established in 2012, operates a global insurance distribution platform that safeguards customers of e-commerce businesses. Its key products, XCover and RentalCover, deliver personalized insurance solutions in any country, language, and currency. The company's platform integrates end-to-end insurance and warranty capabilities, offers dynamic product recommendations, and optimizes pricing. Notably, it facilitates real-time claim payment, ensuring customers receive prompt protection against uncertainties. With headquarters in Sydney, Australia, Cover Genius maintains offices across North America, Europe, Asia, and the Philippines.

Alice

Series C in 2021
Alice is a Brazilian healthcare company that is transforming health insurance through a comprehensive, technology-driven approach. The company has developed an end-to-end healthcare system that combines advanced technology and data analytics with proprietary primary care services. Alice focuses on creating strong connections between individuals and their healthcare teams, facilitating personalized care and improving clinical outcomes. Its offerings include assistance with appointment scheduling, health plan monitoring, and recommendations for specialist visits, all aimed at enhancing accessibility to healthcare services. By implementing value-based agreements with health providers, Alice delivers a superior healthcare experience while reducing costs for its clients.

Cover Genius

Series C in 2021
Cover Genius, established in 2012, operates a global insurance distribution platform that safeguards customers of e-commerce businesses. Its key products, XCover and RentalCover, deliver personalized insurance solutions in any country, language, and currency. The company's platform integrates end-to-end insurance and warranty capabilities, offers dynamic product recommendations, and optimizes pricing. Notably, it facilitates real-time claim payment, ensuring customers receive prompt protection against uncertainties. With headquarters in Sydney, Australia, Cover Genius maintains offices across North America, Europe, Asia, and the Philippines.

Wefox

Series B in 2019
Wefox is a technology company specializing in the insurance sector. It operates a digital platform that connects insurance providers, brokers, businesses, and customers, facilitating access to various insurance solutions. The company focuses on indirect sales, partnering with intermediaries to expand its market reach. Wefox's platform offers services such as policy management, claims settlement, and quotation generation for a range of insurance types, including health, liability, and disability.

Metromile

Secondary Market in 2019
Metromile, Inc. is a digital insurance platform based in San Francisco, California, specializing in pay-per-mile car insurance. The company provides real-time, personalized auto insurance policies that cater to the needs of modern drivers, utilizing data science to offer pricing that reflects actual mileage rather than traditional estimates. Metromile's services include the Metromile Pulse, a wireless device that connects to the car's onboard diagnostics port to track mileage, location, and driving behavior. This data collection supports the company's automated claims process and complimentary smart driving features, resulting in average savings of 47% compared to previous insurance costs. Additionally, Metromile licenses its technology platform to insurance companies globally, enabling them to enhance operational efficiency, automate claims, and reduce fraud losses. Originally founded as Fair Auto, Inc. in 2011, the company rebranded to Metromile in 2012.

Wefox

Series B in 2019
Wefox is a technology company specializing in the insurance sector. It operates a digital platform that connects insurance providers, brokers, businesses, and customers, facilitating access to various insurance solutions. The company focuses on indirect sales, partnering with intermediaries to expand its market reach. Wefox's platform offers services such as policy management, claims settlement, and quotation generation for a range of insurance types, including health, liability, and disability.
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