Episode 387: This Is How You Make Money In Chicago In Your Early 20s with Alex Diaz

from Straight Up Chicago Investor · host Mark Ainley and Tom Shallcross

Properties for Sale on the North Side? We want to buy them. Email: [email protected] Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com ============= Alex Diaz explains how he left his day job as a barber to successfully flip and wholesale real estate for a living at 24 years of age! Alex starts by sharing how he made the jump from being a barber to wholesaling real estate. He explains how he acquired his first property; a househack sourced off-market! Alex provides tactical advice on marketing directly to sellers to create deal flow. He talks about lessons learned from flipping and gets granular on the real estate market in Aurora and the surrounding suburbs. This is another motivating show with an investor thriving at a young age! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! ============= Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Alex Diaz, Bluestone Property Solutions Link: Alex Diaz's Instagram Link: SUCI Ep 335 - Aram Ghazaryan Link: The Art of the Deal (Book Recommendation) Guest Questions 03:16 Housing Provider Tip - Maintain and understand misusage of water hose spigots! 05:09 Intro to our guest, Alex Diaz! 10:38 Alex's first house hack sourced off-market! 14:24 Jumping into wholesaling and direct-to-seller marketing. 26:20 Marketing strategy and the 101 on Montgomery, IL. 29:11 Benefits of being around like-minded investors. 35:10 Lessons learned from flipping! 39:24 Alex's geographic areas of focus. 44:06 What is your competitive advantage? 44:31 One piece of advice for new investors. 45:14 What do you do for fun? 45:31 Good book, podcast, or self development activity that you would recommend? 46:04 Local Network Recommendation? 46:23 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.

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This episode is 48 minutes long.

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This episode was published on July 17, 2025.

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