Rockland Investments LLC is a single family investment office based in Chicago.

Established in 2000, Rockland deploys capital and manages longstanding business interests on behalf of the family, whose tradition of entrepreneurship began in the 1960s.

Investment decisions are made directly by our principals, allowing us to focus on ventures for which aligned values, flexible capital, and a long-term perspective on partnership add the greatest value.

Direct Investments

Rockland is an active investor and board member in a select set of private companies serving markets across 7 countries. Rockland primarily targets real estate-related ventures with high growth potential, while opportunistically evaluating ventures in other verticals. Current holdings span early-stage and established companies across self-storage, moving and delivery, compute infrastructure, and insurance.

Fund Investments

Rockland’s fund platform supports investment managers with deep expertise and compelling private market theses. We prioritize partnerships with relationship-oriented firms investing in early stage, growth, and lower mid-market companies across verticals.

Asset Management

Rockland manages a multi-state US self-storage portfolio developed through the family’s legacy business. These facilities are owned directly by Rockland or longstanding joint venture entities, which Rockland serves as General Partner.