Osprey seeks to invest capital in niche-dominant, small- to mid-market companies/properties in a diversified fashion. Osprey holds equity positions in business services, commercial real estate, multi-family real estate, retail and manufacturing sectors.

Hoffmann Commercial Real Estate

HEADQUARTERS|St. Louis, Missouri

Hoffmann Commercial Real Estate is headquartered in St. Louis, MO and is an established real estate holding company.Read more

DHR International

HEADQUARTERS|Chicago, Illinois

Founded in 1989, DHR International is a leading, privately held provider of executive search solutions with over 50 wholly-owned offices spanning the globe.Read more

Orange Line Oil

HEADQUARTERS|Los Angeles, California

Founded in 1970, Orange Line has grown to be one of the largest independent lubricants distributors in California, Arizona and Nevada.Read more


HEADQUARTERS|Chicago, Illinois

Founded in 1996, JobPlex was created initially to serve the middle management executive search market.Read more

Elevate Partners

HEADQUARTERS|Chicago, Illinois

At Elevate Partners, we help your business succeed through leadership.Read more


HEADQUARTERS|Naples, Florida

Sunmaster strives to furnish and install the best ornamental metal, canvas and storm products in the industry.Read more


HEADQUARTERS|Naples, Florida

Adelheidi's offers delicious organic and gluten free gelato and baked goods without sacrificing taste.Read more

Peregrine Capital

HEADQUARTERS|Chicago, Illinois

Peregrine Capital is a private investment fund that is managed by the principals of Osprey.Read more

Naples Princess

HEADQUARTERS|Naples, Florida

For 25 years, Naples Princess Cruises has been celebrating the breathtaking beauty of southeast Florida as a popular Naples attraction.Read more

Hoffmann Executive Suites

HEADQUARTERS|Naples, Florida

Located in Naples, FL Hoffmann Executive Suites stands out as one of the best locations for an executive's office.Read more

Red/Blue Line Insurance

HEADQUARTERS|Wilmette, Illinois

Red Line Insurance and Blue Line Insurance are captive insurance companies incorporated in the state of Missouri.Read more

Air Hoffmann

HEADQUARTERS|Chicago Executive Airport (Palwaukee, Illinois)

Air Hoffmann is an aviation services company that provides flexible point-to-point travel for today’s business leaders.Read more

Washington Vines

HEADQUARTERS|St. Louis, Missouri

Washington Vines is a premier wine which took life after converting a 70 acre golf course into a fruitful vineyard.Read more

Hoffmann Leasing Corporation

HEADQUARTERS|Chicago, Illinois

Hoffmann Leasing Corporation is a capital equipment leasing company that provides capital for businesses to obtain equipment in an efficient and cost effective manner.Read more

Retail Dynamics Incorporated

HEADQUARTERS|Chicago, Illinois

Retail Dynamics Incorporated is a venture capital firm providing small business start-ups the necessary capital to grow into a successful enterprise.Read more

Williams Bay

HEADQUARTERS|Chicago, Illinois

Williams Bay is a private investment firm that delivers superior results to investors and businesses in which we invest.Read more

The Bevy Restaurant

HEADQUARTERS|Naples, Florida

The Bevy is a premier restaurant located in the heart of downtown Naples. Read more

Timeless Restaurant

HEADQUARTERS|Naples, Florida

Created by Naples veteran Chef, David Nelson, Timeless – An MHK Eatery is Naples, Florida’s first “food marketplace” and offers a contemporary twist on classic, comfort foods, prepared with locally sourced, seasonal ingredients.Read more