Millennial Millionaire Ep. 78 - Christian Osgood

In this episode, host Stephen sits down with Christian Osgood, the founder of Multifamily Strategy, who scaled from a couple of duplexes to over 300 rental units using creative finance and relationship-driven deal flow. Christian shares how he went from a traditional W-2 sales career to full-time investor, how he structured deals with no money down, and the real truths about passive income, cash flow, and building long-term wealth through real estate. Whether you’re a new investor, a business owner with capital, or someone looking to escape the 9-to-5, this is a must-listen. Key Topics Covered: Creative finance simplified Why finding deals matters more than having capital How to buy big buildings with little money Building a business that serves your lifestyle Myths about passive income and financial freedom Timestamps: 00:00 – Intro & Meet Christian Osgood 02:30 – From duplexes to 300+ units 06:20 – What is creative finance (really)? 10:00 – The deal-debt-equity formula 14:15 – Structuring a $2M seller finance deal 18:30 – Building deal flow through conversations 22:40 – Start fast, fix later: Ready-fire-aim strategy 27:00 – Why group coaching leads to more deals 30:45 – What “passive income” actually looks like 34:00 – $50K/mo portfolio: How much is Christian’s? 38:10 – Growing wealth through real estate 42:00 – Property management + scaling systems 45:00 – Smart expansion vs messy growth 48:15 – Your first deal will cost you (and that’s okay) 51:00 – Starting from one house: Step-by-step 54:30 – Christian’s advice to his younger self Connect with Christian: www.multifamilystrategy.com Follow the show for weekly interviews with top entrepreneurs, real estate investors, and creators.