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

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