David Lanciotti and Del Denney of The Land Trust Company explain why all real estate investors should understand and consider utilizing Land Trusts!

David and Del jump right in by explaining the basics and complexities associated with land trusts. They dive into the challenges that may arise when transferring properties into land trusts. The duo provides real life examples of how a land trust can help protect housing providers from lawsuits and help maintain privacy. This show is loaded with valuable tips on asset protection and privacy to help you bulletproof your portfolio!

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: David Lanciotti and Del Denney, The Land Trust Company

Link: High Performance Playbook (Del's Book!)

Link: Deep Work (Book Recommendation)

Link: Bunkhouse Logic (Book Recommendation)

Guest Questions

01:51 Housing Provider Tip - Vet tenant’s income before agreeing to a payment plan.

05:31 Intro to our guests, Del and David!

07:30 The Ins and Outs of Land Trusts.

16:41 The downsides of a Land Trust.

22:03 Deep Dive on Trusts and Probate!

29:55 When does it not make sense to set up a Trust?

33:38 The process and costs for setting up a trust.

38:55 What is your competitive advantage?

39:27 One piece of advice for new investors.

39:55 What do you do for fun?

40:30 Good book, podcast, or self development activity that you would recommend?

42:33 Local Network Recommendation?

43:01 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.

Tom Raleigh, Founding Attorney of Halsted Law Group, returns after being on Episode 40 to talk evictions!

Tom jumps right in by breaking down the eviction process and the timelines in 2025. He gives great tips on getting ahead of the process and emphasizes the importance of staying on top of tenants and not waiting too long to file the eviction case. Tom hits us with rapid fire eviction stats including neighborhoods and even streets where his office has had the most eviction filings. He closes with top insights on complying with Fair Housing and tenant screening to avoid eviction court altogether!

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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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: Tom Raleigh, Halsted Law Group

Link: Tom Raleigh's LinkedIn

Link: Meditations (Book Recommendation)

Link: Shawn Ryan Show (Podcast Recommendation)

Guest Questions

02:27 Housing Provider Tip - Dial in your tenant screening process to prevent issues!

04:17 Intro to our guest, Tom Raleigh!

5:01 The Eviction Process in 2025.

12:48 How can landlords get ahead in the eviction process?

21:56 Rapid fire stats on Tom’s eviction filings!

30:40 Housing Section of the CARES Act.

39.28 10 Day Notice for Cause.

47:36 Tips for Landlords to avoid Fair Housing violations.

55:41 What is your competitive advantage?

56:15 One piece of advice for new investors.

56:32 What do you do for fun?

56:58 Good book, podcast, or self development activity that you would recommend?

57:38 Local Network Recommendation?

58:38 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.

What can I do to maximize my tax returns?

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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: Michael Procaccio, Pro Financial Services Group Inc.

Link: Build Your Team | Straight Up Chicago Investor Podcast

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Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.