What if your exit wasn’t the end—but the beginning of your best investments?
In this episode, Captain Curt sits down with his coworker and longtime friend Nathan Leathers, a business owner who successfully exited his company and turned his profits into a growing Section 8 real estate portfolio. Nathan’s journey is proof that you don’t need to chase trends—you just need a plan, patience, and the guts to follow through.
They talk business exits, buying back time, and why Nathan chose cash-flowing properties over luxury developments. He also shares what it’s like to own a Cirrus jet, how aviation changed his perspective on life, and why grounded investments matter more than flashy ones.
This episode is a powerful reminder that real freedom is quiet, intentional, and built to last.
Timestamps
00:00 – Generational wealth through real estate
05:34 – Early entrepreneurship and sales background
10:57 – Burnout and selling Kitchen Guard
16:39 – Real estate as a higher-level game
22:11 – Delaying fatherhood for financial goals
27:01 – Legacy planning for his daughter
30:35 – Structuring inheritance with intention
33:44 – Teaching financial discipline to kids
37:48 – Parenting challenges and values
41:25 – Dating your wife and family alignment
46:12 – Family dynamics and shared goals
51:38 – Why he chose Section 8 investing
CONNECT WITH US:
Instagram: @thecaptaincurt
TikTok: @thecaptaincurt
YouTube: https://www.youtube.com/@thecaptaincurt_
Website: www.captaincapital.com
Invest With Curt: Start Here: https://www.captaincapital.com/invest
CONNECT WITH NATHAN LEATHERS:
Instagram: https://www.instagram.com/nateleatherss/
TAGS:
#BusinessExit #Section8Investing #RealEstateFreedom #CirrusJetLife #PassiveIncomePath
CONNECT WITH US:
Instagram: @thecaptaincurt
TikTok: @thecaptaincurt
YouTube: https://www.youtube.com/@thecaptaincurt_
Website: www.captaincapital.com
Invest With Curt: Start Here: https://www.captaincapital.com/invest
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