Dirk Wakeham

I serve as President & CEO of RealPage, where we're building the AI platform that runs the rental housing business. We manage software that touches roughly 24 million residential units, and our work now centers on putting AI to practical use for property owners and operators...not as a buzzword, but as something that actually moves NOI, occupancy, and the day-to-day work of running a property. Over three decades, I've built and scaled organizations across software, SaaS, commercial real estate, financial services, and insurance. I've co-founded and led multiple technology companies from the ground up to $1B+ exits, and I've grown businesses both organically and through acquisition. What I care about most is the culture underneath the numbers: accountability, candor, and people who want to do the best work of their careers. Alongside operating, I invest in, advise, and sit on the boards of growth-stage companies. I work with leadership teams on the things that decide whether a company makes it ... growth, capital, customer acquisition, and the hard calls CXOs face when markets shift. My hands-on experience spans P&L ownership and strategic planning to M&A due diligence, management assessment, and integration. Whether the company is three people or three thousand, the job is the same: develop strong leaders and build organizations that hold up under pressure and keep delivering. Specialties: Executive Management · SaaS & Software · Commercial Real Estate · AI & Product Strategy · Strategic Growth · M&A & Integration · Talent Development · Operational Excellence