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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.
View all episodes
By Steven CohenIn 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.