Who We Are and Who You Get
Hi, I’m Matthew Perry — Co-founder of Oak and Iron Property Watch, father of a 12 year old daughter and a 7 year old son, a husband of sixteen years, Army veteran, and lifelong Connecticut resident. I grew up in Naugatuck and joined the Army in 2006, serving six years as a Chinook helicopter flight engineer, including a year in Afghanistan. That time taught me a lot — about responsibility, attention to detail, and what it means to have someone’s back. After the military, I spent eight years as a lead mechanic on corporate jets for Bombardier, where I sharpened my technical skills and leadership ability — but I knew I wanted something more. I didn’t start this business just to be my own boss. I started it to take control of my time, to build something lasting, and to spend more meaningful moments with my family before my kids grow up. Just as important, I want to be of service to those who need my passion and my skills as well.
My family would probably describe me as firm but funny — a hard worker who’s always ready to protect and provide. I’m proud of that. I believe in community, mutual respect, and trustworthy service — and I built Oak and Iron on those same values. At Oak and Iron Property Watch, we believe a home is more than walls and a roof — it’s a place filled with memories, hard work, and meaning. We founded this company to help people protect not just their investment, but the stories and legacy tied to it. Our approach is simple: be attentive, be reliable, and bring peace of mind to every client we serve. We’re here to build relationships. We’re here to continue our commitment to our local communities, and to be the steady presence you can count on when you’re away.
															Whether you own multiple homes, list an Airbnb or VRBO, manage real estate investments, or simply want the reassurance that your property is secure, Oak and Iron Property Watch offers tailored solutions that give you confidence—without the stress. Our commitment to trust, professionalism, and meticulous care makes us the go-to partner for clients who expect more than the ordinary.
"Peace of mind for your properties, wherever life takes you."
Why Clients Trust Oak and Iron
Professional Property Checks
Our team brings decades of relevant experience, ensuring every detail is carefully managed.
Customized Solutions
Services are tailored to your unique needs, whether for investment properties, second homes, or unoccupied listings.
Proactive Protection
We identify and address potential issues before they become problems, helping you to preserve the integrity of your home.
Discreet Professionalism
Our respectful, confidential approach guarantees peace of mind without unnecessary interruptions or stress.