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What would you do if your company went under, not once, but twice? That’s exactly what happened to John Casmon, and it became the turning point that led him into real estate. In this episode, Steven sits down with John Casmon as he shares how he went from house hacking a duplex to leading over $150 million in multifamily apartment deals. He talks honestly about the fear, the doubt, and what it took to shift from using only his savings to partnering with others through syndications. If you’ve ever wondered how to build wealth without becoming a full-time landlord, this conversation will give you a real look at what’s possible.
John Casmon is the founder of Casmon Capital and a seasoned multifamily real estate investor who has led over $150 million in apartment deals. With a background in marketing and leadership roles at major companies like General Motors and top advertising agencies, John transitioned into real estate after facing unexpected job losses. He previously held executive roles in development, acquisitions, and finance at firms like Atria Senior Living, Tower Realty Trust, and Olympia & York, overseeing billions in real estate transactions. Today, he helps busy professionals invest passively in real estate and shares his expertise through his podcast, Multifamily Insights, public speaking, and coaching.
Connect with John:
Website: https://casmoncapital.com/
Email: [email protected]
Grab his free guide: https://casmoncapital.com/7questions
Tune in to his podcast: https://tinyurl.com/57akyx9s
Episode highlights:
(0:00) Intro
(1:26) John’s background and first steps in real estate
(3:49) How losing his job led to a mindset shift
(5:14) The problem with having all your equity tied up
(8:09) Hiring a mentor and learning syndication
(12:42) Why his old colleagues didn’t invest with him
(17:42) Don’t assume who can invest
(25:05) Overcoming imposter syndrome and raising capital
(30:55) The “waiting for paint to dry” story that changed everything
(34:55) What it looks like to be a passive investor in multifamily
(41:39) Why real estate is a long game worth playing
(49:39) John’s journey from podcast to summits and coaching
(57:25) Final advice: take action and don’t wait for perfection
(57:47) Where to find John and his resources
(58:16) Outro
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For more resources and guides, check these out:

• Investor 101 https://www.aritacapital.com/investor-101-resource/#
• Due Diligence Resource https://www.aritacapital.com/dd-checklist-resource/

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