Dave Winston

Dave Winston

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About Dave

Dave Winston is the leader of Caldwell’s Industrial Practice and the leader of the Dallas office. With 20 years of executive search experience, Dave has successfully completed searches for board directors, chief executive officers, presidents, chief operating officers, chief financial officers, and a broad range of functional vice presidents, and has placed these executives in start-up firms, small and medium-sized public and private firms, and major corporations.


Dave joined Caldwell from Heidrick & Struggles, where he was the regional managing partner for the Americas of the Industrial Practice and partner-in-charge of the Dallas office. He was previously co-founder of a Boston-based boutique recruiting firm focused on venture-backed startups and served in advisory positions to several technology companies. Prior to his career in executive search, Dave was an owner and chief operating officer for a startup company that provided an outsourced supply chain for perfusionists and hospitals performing cardiac surgery procedures.

Before embarking on his corporate career, Dave spent 20 years serving his country as an officer in the US Marine Corps. He held numerous flying assignments, served as the chief of global programs for the Special Operations Command, and served on the staff of Marine Weapons and Tactics Squadron One.


Dave holds a bachelor’s degree in accounting from Villanova University.

More About Dave

Dave serves on the board of Heroes on the Water, a not-for-profit organization that helps wounded warriors relax, rehabilitate, and reintegrate through kayak fishing and the outdoors. A National Association of Corporate Directors (NACD) Board Leadership Fellow, Dave also serves on the advisory board of the North Texas Chapter of the NACD. He is a member of the Helicopter Association International, holds an FAA commercial rotary-wing instrument pilot certificate, is a former 20-year U.S. Soccer Federation referee, and has completed eight triathlons.

Recent Feedback

The team knew exactly what to look for and didn’t give up until we got there. Along the way everybody was focused and responsive.” – Nick Scarsella, President & CEO, Crestview Aerospace

Recent News

Webinar: Unraveling the Complexity of the Defense Production Act of 1950. Caldwell, in association with Mike Tryon, JD, LL.M., former Commander Defense Contract Management Agency – International, recently hosted a webinar that provided a primer on the Defense Production Act (DPA). During the 60 minute presentation, Mike helped unravel the complexity of DPA as it relates to identifying, pursuing, and winning US government contracts for which your business may qualify. -read more-

Leading in a Crisis: How to think outside the box when there is no box. We’ve all heard the expression “think outside the box.” But what do you do when there’s no box, no frame of reference, or no paradigm to shift? -read more-

Navigating Uncharted Waters in Uncertain Times. Pragmatic governance during the COVID-19 Pandemic. As COVID-19 continues to spread disruption to the cadence of daily life around the globe, “the new normal” is a fast-evolving concept. -read more-

Strategic Insights for Hiring a Private Equity CFO. A survey on which attributes truly matter in the CFO chair. The signature of the private equity business model has always been a relentless focus on building value and wasting neither time nor resources on things that won’t add meaningful return on investment. -read more-

Activist Investors: Has Your Board Unwittingly Rolled Out the Red Carpet for Them? Activists seem to be a daily news item, and any company – successful or struggling – can attract activists. Within this environment, corporate boards need to be committed to functioning as a strategic asset of the corporation, rather than as a passive and homogeneous collection of long-tenured directors. Yet many boards either do not seem to appreciate the importance of this goal – or to know how to achieve it. -read more-

Waterman Hurst: 96% of Corporate Leaders Agree: Gender Pay Gap Must Be Fixed. The momentum is building, you read and hear about it almost daily. More board, CEO and top-level jobs are going to women in almost every industry and the drumbeat about the gender pay gap is loud and clear. But is this more of a media movement than a real fix? Will the momentum die before 50/50 leadership is achieved and before women and men are paid the same? -read more-

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