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

Jul 17, 2025

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Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com

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

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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!

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Connect with Mark and Tom: StraightUpChicagoInvestor.com

Email the Show: StraightUpChicagoInvestor@gmail.com

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!