Lancaster Investments

Lancaster Investments

Lancaster Investments was established in 2014 by Jon Lancaster after decades building a network of automobile dealerships. The firm operates as the single-family office for that wealth and maintains a Jon Lancaster Family Foundation as a separate philanthropic vehicle. The office targets early-stage venture opportunities through direct co-investments and fund commitments. It also deploys capital into real estate, including multifamily and mixed-use projects. Confirmed holdings include Cross Hill Heights in Madison and Deer Springs in Las Vegas. Geographic reach centers on Wisconsin, Iowa, Ohio and Nevada. Partnerships with gener8tor and the Wisconsin Technology Council support local deal sourcing and ecosystem activity. Team size and total deployment figures remain undisclosed. The firm lists no additional offices beyond its Madison headquarters. Jon Lancaster serves as managing director; Tracy Yaktus handles project development and investor relations. Ownership of the underlying dealership network creates a permanent capital base that does not rely on external fundraising cycles. This structure allows flexible allocation between venture positions and direct real-estate ownership without LP reporting obligations.