Interview with Joshua Dake, CEO of Osprey Landscape Group

11/13/24 • 26 min

For the past 26 years, Josh has worked in the landscape industry. After graduating from Virginia Tech, he relocated to southern California and began his career in the wholesale nursery industry where he served as Director of Operations for a 250 acre growing facility. In 2002, he transitioned into Landscape Management as an Account Manager and Sports Turf Manager at TruGreen LandCare. In 2005, he went to work for Brickman in San Diego where he held positions from Enhancement Manager to Vice President and General Manager for both the LA and San Diego Markets. In 2017 and after the transition to BrightView, Josh was promoted to Senior Vice President of the Southwest and later to Group Senior Vice President of the Southwest and Texas where he oversaw teams of up to 3,000 employees and $400M in revenue.

Josh now serves as CEO of the newly formed Osprey Landscape Group based out of San Diego. Osprey was formed as a holding company in late 2023 and currently operates Pacific Landscape Management in Portland, OR and Pacific Landscape Maintenance in Seattle, WA. Building on Pacific’s strong reputation for quality and culture in the Pacific Northwest, Osprey is continuing it’s expansion across the western United States through organic growth and a strong M&A strategy.

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Interview with Kevin McHale, Principal and President at McHale Landscape Design, Inc.

Kevin McHale, along with his brother Steve, founded McHale Landscape Design in 1981 upon graduation from West Virginia University. Kevin is President of McHale Landscape Design and has served on the University of Maryland Landscape Advisory Board, The Penn St Landscape Advisory Board and as LCA President in 1996 and again in 2006. Kevin was recognized by the LCA last year with the Landscape Leadership Award which is presented to landscape professionals who have shown exceptional leadership and have positively impacted the landscape industry.

McHale Landscape Design is a “Residential Design Build/Estate Gardening Firm” serving the Washington DC market including Northern Virginia, Maryland and the Eastern Shore of Maryland. The company operates 6 locations throughout the region and also maintains a 50 Acre Nursery which caters only to the McHale client base. The firm has won over 400 local and national Landscape Awards. The McHale business model focuses on the “Single Source” philosophy and the company employs “In House” carpentry and masonry crews to assure the clients experience is exceptionally seamless.

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Interview with James Terry, President of Terry's Landscape LLC

James founded Terry’s Landscape in 2011 after working for various commercial landscaping companies and selling lawn maintenance services as a kid. He graduated from Texas A&M University with a bachelor’s degree in soil science and a minor in horticulture. In his role as CEO of Terry’s, James primarily focuses on business strategy, organizational structure, team member development, and client relations. He is truly a visionary entrepreneur with a passion for a strong team culture, well-defined processes, and continual learning.