Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

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Real Estate Nate shares how he has accumulated 26-units with healthy cash flow all while having a demanding W2 job!

Nate shares lessons learned from his first few deals and compares small vs large multifamily buildings. He explains how he and his wife leverage their high-income W2 jobs to propel their real estate investments and hedge associated risks. Nate dives into his consulting business involving CRM system implementation. Nate closes with tips on financing 5+ unit buildings and emphasizes the importance of building a great team to set yourself up for REI success!

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

Guest: Nate Fernandez, Optimum Process Partners

Link: Nate's Instagram

Link: Nate's LinkedIn

Link: NBOA Chicago

Link: West Suburban Building Owners Association

Link: Extreme Ownership (Book Recommendation)

Link: SUCI Ep 196 - John Warren

Guest Questions

02:51 Housing Provider Tip - Power through difficult deals and keep the end goal in mind!

04:48 Intro to our guest, Nate Fernandez!

09:06 Lessons learned from Nate’s first deal!

16:17 Comparing 2-4 unit vs 5+ unit buildings.

20:16 Hedging risk with proper planning.

23:33 Setting up a property management system.

27:02 Nate’s system implementation consulting business and areas of focus.

30:43 Navigating pre-sale inspections.

35:57 Nate’s goals by 40!

38:05 Leveraging a W2 job to propel real estate investments!

40:55 How to finance 5+ unit buildings.

45:11 What is your competitive advantage?

45:53 One piece of advice for new investors.

46:19 What do you do for fun?

46:57 Good book, podcast, or self development activity that you would recommend?

47:50 Local Network Recommendation?

49:10 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.

Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

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Corey Oliver, CEO of Strength in Management, is back three years later to share additional insights on managing in C/D neighborhoods.

Corey starts by discussing recent compression of cap rates and investment financials in Chicago C/D class neighborhoods. He gets granular on the process for placing and managing CHA tenants. Corey breaks down how he sets investment return expectations for out of state investors looking to invest in lower income neighborhoods. Corey closes with exciting news about his upcoming development project which includes city grants and tax credits!

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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: Corey Oliver, Strength in Management

Link: NBOA Chicago (Network Referral)

Link: Corey's Original Episode 175

Guest Questions

02:38 Housing Provider Tip - Understand the risks of hydro-jetting old sewer lines!

04:07 Intro to our guest, Corey Oliver!

09:49 Cap rates and expense ratios in challenging neighborhoods!

15:16 Rent increase on subsidized housing tenants.

17:55 Managing CHA tenants.

32:00 Setting expectations on C/D class investments!

42:18 Corey’s upcoming development project!

61:21 What is your competitive advantage?

61:37 One piece of advice for new investors.

62:02 What do you do for fun?

62:43 Good book, podcast, or self development activity that you would recommend?

63:48 Local Network Recommendation?

64:08 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.

Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

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How can Chicago investors fund rehabs for 2-4 unit properties?

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: Perry Farella of First Community Mortgage

Link: Perry Farella - First Community Mortgage

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Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.