The Progressive

The Progressive Corporation, founded in 1937 and headquartered in Mayfield, Ohio, is a leading provider of personal and commercial auto insurance, residential property insurance, and specialty property-casualty insurance in the United States. The company's Personal Lines segment focuses on personal auto insurance as well as coverage for recreational vehicles such as motorcycles, ATVs, and watercrafts. Its Commercial Lines segment offers a variety of auto-related insurance products tailored for small businesses and specialized commercial vehicles, including liability and physical damage coverage. Additionally, Progressive provides residential property insurance for homes, condos, and renters, along with personal umbrella and flood insurance. The company markets its insurance products through independent agencies and directly via the internet and telephone, maintaining a balanced distribution strategy. With nearly 20 million personal auto policies in force, Progressive is recognized as one of the largest auto insurers in the country, emphasizing financial stability and innovation to meet customer needs effectively.

7 past transactions

Tomo

Series B in 2025
Tomo is a fintech startup dedicated to revolutionizing the residential mortgage and home-buying process through its subsidiaries, Tomo Mortgage and Tomo Real Estate. The company offers a modern real estate portal that leverages artificial intelligence, visual insights, and data to streamline the home-buying experience. Its platform emphasizes data-driven solutions, automation, and third-party API integrations, allowing clients to complete real estate transactions more efficiently than traditional methods. By addressing the complexities of home ownership, Tomo aims to simplify and enhance the overall experience for buyers.

Octane

Series D in 2021
Octane is a financing platform focused on facilitating lifestyle purchases, such as powersports vehicles, RVs, and outdoor power equipment. The company aims to enhance the buying experience by integrating advanced technology and innovative risk strategies. Octane provides value at every stage of the customer journey, from inspiring enthusiasts through its editorial brands to offering a suite of e-commerce tools that enable instant online prequalification for financing. Additionally, it connects customers with partner dealerships for a streamlined closing process and delivers exceptional support throughout the loan servicing phase. Operating as a remote-first organization, Octane collaborates with over 35 original equipment manufacturers and 4,000 dealer partners across the United States, making significant strides in the industry and earning recognition as one of America's fastest-growing private companies.

Protective Insurance

Acquisition in 2021
Protective Insurance is an insurance company that specializes in providing coverage for the transportation industry. It offers a range of services, including fleet truck insurance and workers' compensation insurance, tailored to meet the unique needs of transportation businesses. By focusing on this sector, Protective Insurance aims to deliver comprehensive insurance and underwriting solutions that support the operational requirements of fleet operators and their employees.

Varo Bank

Series D in 2020
Varo Money, Inc. is a digital bank based in San Francisco, California, that offers a range of online banking products and services, including bank and savings accounts, checking accounts, and overdraft protection. Established in 2015 and known for being the only U.S. consumer fintech with a national bank charter, Varo aims to serve as a comprehensive banking partner for millions of Americans, especially those seeking better financial solutions. The company combines fintech innovation with the security of a chartered bank, providing tools and insights to enhance financial resilience for its customers. Varo's platform also includes features such as spending analysis, real-time budgeting, cash flow forecasts, direct deposits, and online bill payments, all designed to empower users to make informed financial decisions and improve their overall financial well-being.

Upstart

Series D in 2019
Upstart is a peer-to-peer online lending platform that utilizes artificial intelligence and machine learning to enhance the lending process. Founded in 2012 and based in San Mateo, California, the company focuses on providing fixed-rate personal loans by employing a proprietary underwriting model that evaluates factors such as education, area of study, and employment history, allowing it to identify borrowers with limited credit backgrounds. Upstart connects consumer loan demand with its network of AI-enabled bank partners, facilitating a streamlined borrowing experience. The platform supports a variety of loan offerings, including personal loans, automotive financing, home equity lines of credit, and small-dollar loans, enabling banks to achieve higher approval rates and reduced loss rates while enhancing customer satisfaction through a digital-first approach.

ARX Holding

Acquisition in 2015
ARX Holding Corp Offers property and liability coverage services.

G & L Internet Bank

Venture Round in 2000
G & L Internet Bank, a gay and lesbian Internet bank.
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