EPISODE · May 28, 2026 · 1H 4M
Episode 455: The Facts Behind The Red Hot Chicago Market with Jason Wagner
from Straight Up Chicago Investor · host Mark Ainley and Tom Shallcross
Jason Wagner, Managing Broker of Greystone Realty, returns to discuss the state of the Chicago Real Estate market and the power of buy and hold investments. Jason starts by discussing buyer expectations and demand in today's market. He dives into the data behind Chicago property value appreciation and rent growth across different neighborhoods! Jason shares client success stories involving house hacks, using leverage responsibly, and adding value to create meaningful equity gains. He closes with top advice for new investors and an extremely bullish outlook on select neighborhoods and Chicago as a whole! 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] 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 ============= Guest: Jason Wagner, Greystone Realty Link: Jason's Instagram Link: SUCI Ep 402 - Jason Wagner Link: Wagner Report Link: Wonderful Togbey (Network Referral) Link: The 10X Rule (Book Recommendation) Guest Questions: 01:07 Housing Provider Tip - Understand and adhere to flood disclosure requirements on leases. 03:03 Intro to our guest, Jason Wagner! 09:31 Buyer demand in today's market. 15:28 Property appreciation and lack of inventory. 22:10 Chicago neighborhoods that Jason is bullish on! 33:42 The power of rent growth and appreciation. 36:43 The latest on the Wagner Report. 47:26 Top lessons learned as a young investor! 50:35 Top Chicagoland neighborhoods and areas with upside! 53:42 Jason's bullish outlook on Chicago real estate. 55:09 What is your competitive advantage? 55:34 One piece of advice for new investors. 56:05 What do you do for fun? 58:38 Good book, podcast, or self development activity that you would recommend? 59:00 Local Network Recommendation? 60:38 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2026.
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Episode 455: The Facts Behind The Red Hot Chicago Market with Jason Wagner
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