
Dirk Wakeham
PropTech operator, investor, and Vista Managing Director
Dallas, Texas
Joined August 2025
Network
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Summary
PropTech and SaaS operator with repeated CEO/President roles: Dirk has spent his career building, scaling and integrating property-management and multifamily software businesses — from founding LeasingDesk and selling it to RealPage, to leading product and payments platforms at PayLease/Zego. He focuses on product-led growth and operational excellence in PropTech. realpage+2
Value-creation and operating partner at a major software-focused private equity firm: Since 2021 Dirk has been part of Vista Equity Partners' value-creation / operating team (Managing/Operating Managing Director), working with investment teams and portfolio CEOs to improve product, commercial go-to-market and operations across software companies. vistaequitypartners+1
Board director and investor across PropTech and adjacent software businesses: Dirk holds board and advisor roles (e.g., Leonardo247, StarRez and others) and frequently serves as an operating board chair or advisor, bringing hands-on operational experience to governance and growth initiatives. leonardo247+1
Serial operator who transitions companies through M&A and rebrands: Dirk has led businesses through acquisition and integration events (LeasingDesk → RealPage; Zego acquisition and PayLease→Zego rebrand), demonstrating experience in post-acquisition integration and product consolidation. realpage+1