Straight Up Chicago Investor

Episode 384: From Cold Calling to Billions of Dollars in Loans Originated with Jake Clopton


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Jake Clopton, President of Clopton Capital, has successfully been running his commercial lending business for over 17 years. 

Jake shares how he grinded early in his career to get off the ground, and emphasizes the value of cold calling. He explains the different types of interest rates and provides the current state of rates. Jake speaks about macro-level economics including the stagflationary environment in today’s market. In typical SUCI fashion, he closes out with a bullish outlook on Chicago!

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]

Guest: Jake Clopton, Clopton Capital

Link: Jake Clopton's LinkedIn

Link: Jake Clopton's Instagram

Link: Never Split the Difference (Book Recommendation)

Link: Elevate Energy (Network Referral)

Guest Questions

02:07 Housing Provider Tip - Understand how to prioritize emergency work orders.

04:10 Intro to our guest, Jake Clopton!

12:20 Surviving as a lender during the real estate crash.

19:20 Jake’s “tipping point” deal!

20:21 The state of interest rates.

28:56 Rates on residential real estate.

34:04 Jake’s predictions on rates and the RE market!

41:53 The 101 on Stagflation.

43:50 Jake’s bullish remarks on Chicago!

48:05 What is your competitive advantage?

48:32 One piece of advice for new investors.

49:06 What do you do for fun?

49:17 Good book, podcast, or self development activity that you would recommend? 

50:06 Local Network Recommendation? 

51:40 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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