Dirk Wakeham is a proven leader with over 30 years of experience growing and scaling companies across software, SaaS, commercial real estate, financial services, and insurance. Having co-founded and led multiple tech businesses to $1 billion+ exits, Dirk now focuses on investing, advising, and partnering with leadership teams to drive growth, navigate complex challenges, and create lasting value.
With deep hands-on experience in P&L management, strategic planning, M&A, and operational execution, Dirk knows what it takes to build resilient organizations and high-performing teams. He’s passionate about helping companies accelerate customer acquisition, optimize operations, and mentor the next generation of executive talent — whether in fast-growing startups or established enterprises.
Dirk brings a strategic, action-oriented approach to every engagement, combining innovation, accountability, and excellence to help organizations consistently outperform.