Straight Up Chicago Investor

Episode 386: How to Invest in DuPage County with Katie and Rob Hayes


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Properties for Sale on the North Side?  We want to buy them. Email: [email protected]

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Katie and Rob Hayes are investors and realtors with nearly 2 decades of experience acquiring and managing investment properties!

The duo starts by sharing their background including investing in Florida before transitioning to the Chicago Western Suburbs. They share lessons learned from investing in lower cost areas and why they pivoted to higher class assets. Rob and Katie share golden nuggets on marketing to owners for deal flow and on operating short-term rentals. They close out with a positive outlet on Downer’s Grove and why investors should be considering it!

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: [email protected]

Guests: Katie and Rob Hayes, Platinum Partners Realtors

Link: Team Hayes Realtors Facebook

Link: Rob's LinkedIn

Link: CAREIA Investor's Group

Guest Questions

03:03 Housing Provider Tip - Utilize Starbucks gift cards to easily express gratitude towards tenants and vendors!

04:33 Intro to our guests, Katie and Rob Hayes!

09:54 Jumping from Florida to local investments!

14:30 Considerations when investing in lower price point areas.

17:45 Investments leading up to the housing crash.

23:47 Getting a real estate license during the housing crash.

29:05 Creating deal flow in a low inventory market.

34:40 Representing and adding value to buyers in this market.

39:17 Dialing back acquisitions and strategizing for retirement!

44:35 Short-term rentals in Chicago suburbs.

54:40 Advice for couples who invest together!

57:15 What is your competitive advantage?

58:31 One piece of advice for new investors.

59:45 What do you do for fun?

60:34 Good book, podcast, or self development activity that you would recommend? 

61:42 Local Network Recommendation? 

63:05 How can the listeners learn more about you and provide value to you?

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Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.

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