Real Estate Investor and Property Management Expert managing a portfolio of 50+ residential units. He specializes in operational efficiency, tenant relations, and rental renovations.
Jack O’Connor is a "boots-on-the-ground" operator who has built a substantial portfolio of single-family and small multi-family rentals over the last 18 years. He writes from the trenches of property management, offering practical advice on everything from screening tenants and handling evictions to executing BRRRR strategies and managing Airbnb listings. Jack’s expertise lies in the operational side of investing: how to maximize cash flow, reduce maintenance costs, and automate systems to avoid burnout. His content is gritty and realistic, aimed at landlords who want to treat their portfolio as a scalable business rather than a hobby, emphasizing the crucial balance between profitability and habitability.