Episode 392: Cost Seg Kev Explains How Chicago Rehabbers Can Be Saving Tens Of Thousands Dollars

Aug 7, 2025

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Kevin Cawley, aka Cost Seg Kev, is a Senior Account Executive at CSSI Services - a firm with over 55,000 cost segregation studies completed since 2003.

Cost Seg Kev starts by reviewing the 101 on cost segregation and how it can be used to offset your tax liability. He dives into the benefits of real estate professional status and recent tax code changes by the presidential administration. He also touches on frequently asked questions on cost segregation studies and closes with how he built his business and reputation!

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

Guests: Kevin Cawley, CSSI Services

Link: CSSI Cost Segregation Calculator

Link: SUCI Ep 59 - Cost Seg Kev

Link: James Mahon (CPA Referral)

Link: At Your Command (Book Recommendation)

Guest Questions

02:46 Housing Provider Tip - Go above and beyond to acknowledge tenants after management mistakes.

05:00 Intro to our guest, Cost Seg Kev!