Kyle Wegg went from South Side Chicago and cannabis farms in Northern California to Bitcoin-funded BRRRRs, out-of-state partnerships, and industrial outdoor storage deals.
In this episode, he shares the wins, the losses (including a failed Thailand project), and the lessons that shaped how he invests today.
00:00 Intro
01:22 Kyle’s Early Life & Hustle
06:35 Personal Development & Mindset
11:51 Bitcoin + Creative Financing
18:42 Scaling with Out-of-State Partners
30:46 Building Credibility with Partners
33:45 Investing Overseas (Thailand)
35:42 What Went Wrong in Thailand
36:04 Coming Back to the US & Using Bitcoin
45:25 Industrial Outdoor Storage (IOS) 101
57:43 Kyle’s Advice for New Investors
59:17 Kyle’s Mortgage & Funding Business