Straight Up Chicago Investor

Episode 375: Learn How To Build A Chicago Portfolio Without Quitting the W2 with Nate Fernandez


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

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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: [email protected]

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.

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