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Straight Up Chicago Investor


Sep 8, 2022

Kory Dieter is a Chicago-based is a house hacker and professional out of state investor with a portfolio mix that includes SFRs and small multi-families across 5 markets. In today’s episode Kory shares with us how she started her real estate journey with a house hack in Andersonville to how she was able to leave behind her W2 job. Along the way she’s dabbled in a variety of investing strategies, including house hacking, medium term rentals, BRRRR, and 1031 exchanges, with no signs of stopping now!

This episode is full of nuggets on deal acquisition and things to keep in mind when looking for your next investment, whether it’s in Chicago or a different market!

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: StraightUpChicagoInvestor@gmail.com

Guest: Kory Dieter

Link: http://www.naiopchicago.org/

Link: https://www.gcrealtyinc.com/brrrr-investment-strategy-must-knows

Link: https://www.gcrealtyinc.com/blog/house-hacking-101-in-chicago

Link: https://www.straightupchicagoinvestor.com/house-hacking-calculator

Link: https://www.straightupchicagoinvestor.com/podcast/episode-43-househacking-scaling-and-large-multifamily-deals-with-one-of-chicagos-best-power-couples

Sponsors: State Farm and Appeal.tax

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Guest Questions

03:30 House Provider Tip: Be Ready To Address Issues When Tenants First Move In

05:40 Intro to our guest, Kory Dieter!

06:45 Starting with a househack in Andersonville

12:15 The importance of knowing the neighborhood

21:15 Out of State Real Estate Investors Must Have Mindset

25:50 Pro Forma Vs Actual Is Usually Different in Real Estate Investing

27:57 Scaling As A House Hacker

30:58 How To Prepare Your Portfolio For the Future

34:01 Challenges Faced Transitioning From a W2 To Self Employed Real Estate Investor

Wrap Up Questions

42:39 What is Kory’s competitive advantage? 

43:15 One piece of advice for new investors.

53:25 What do you do for fun?

43:42 Good book, podcast, or self development activity that you would recommend? 

45:02 Local Network Recommendation?

45:53 How can the listeners learn more about you and provide value to you?

That’s our show! Thanks for listening!

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Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2022.