Drew Carpenter

About Drew Carpenter

I\'m the CEO of Sheepdog Property Management — a Denver-based firm built by investors, for…

Experience

1. CEO

   Sheepdog Property Management

   Dec 2024 — Present · Denver, CO, US

   Sheepdog exists to make property ownership more profitable, less stressful, and more efficient for residential investors in Denver.We combine the personal care of a boutique firm with the systems and strategic thinking you\'d expect from a commercial-grade operation. Everything we do—from tenant screening to financial reporting to our investor-backed guarantees—is designed to protect your time, your capital, and your long-term returns.I founded Sheepdog after managing my own portfolio of short, medium, and long-term rentals—and after serving as Managing Director at a nationwide commercial real estate investment firm. That experience showed me just how much smarter and more disciplined residential property management could be.At Sheepdog, we bring that same asset management mindset to residential rentals. I stay hands-on with both strategy and operations—advising clients on rental positioning, market trends, and risk mitigation, and making sure our systems deliver consistent results.If you\'re a Denver investor looking for a property manager who actually thinks like one, that’s what we’re built for.