Episode 374: Taking On Opportunity In Chicago's Toughest Neighborhoods with Corey Oliver

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 ============= Corey Oliver, CEO of Strength in Management, is back three years later to share additional insights on managing in C/D neighborhoods. Corey starts by discussing recent compression of cap rates and investment financials in Chicago C/D class neighborhoods. He gets granular on the process for placing and managing CHA tenants. Corey breaks down how he sets investment return expectations for out of state investors looking to invest in lower income neighborhoods. Corey closes with exciting news about his upcoming development project which includes city grants and tax credits! 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: Corey Oliver, Strength in Management Link: NBOA Chicago (Network Referral) Link: Corey's Original Episode 175 Guest Questions 02:38 Housing Provider Tip - Understand the risks of hydro-jetting old sewer lines! 04:07 Intro to our guest, Corey Oliver! 09:49 Cap rates and expense ratios in challenging neighborhoods! 15:16 Rent increase on subsidized housing tenants. 17:55 Managing CHA tenants. 32:00 Setting expectations on C/D class investments! 42:18 Corey's upcoming development project! 61:21 What is your competitive advantage? 61:37 One piece of advice for new investors. 62:02 What do you do for fun? 62:43 Good book, podcast, or self development activity that you would recommend? 63:48 Local Network Recommendation? 64:08 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 was published on May 15, 2025.

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