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Straight Up Chicago Investor Podcast Episode 280: Investing in Premier Chicago Neighborhoods as a Busy Professional with David Shifrin and Rob Sikkel

Straight Up Chicago Investor Podcast Episode 280: Investing in Premier Chicago Neighborhoods as a Busy Professional with David Shifrin and Rob Sikkel

In a recent episode of the Straight Up Chicago Investor Podcast, David Shifrin, also known as the "Doctor of Motor Row," returns alongside his real estate agent Rob Sikkel to discuss how David has expanded his multifamily portfolio over the past two years. Together, they break down David's acquisition of five multifamily buildings and share how a strong buyer-agent relationship has fueled this growth.

One of the most exciting moments discussed is their homerun deal in Bucktown, where they capitalized on a double lot by splitting it and selling half for a significant profit. They also dive into the West Town neighborhood, offering investors key insights on its potential, as well as advice on renovation items that provide the most value without breaking the bank.

David and Rob don’t shy away from the challenges of today’s market. They touch on navigating higher interest rates and the importance of leveraging equity to maintain growth. David’s resilience and strategic thinking have helped him adapt to Chicago's dynamic real estate landscape, and he offers valuable tips for both seasoned and new investors.

If you’re interested in hearing more about building a successful real estate portfolio, be sure to check out this episode and don’t forget to leave a review or share it with others who might benefit from the insights!

Watch Straight Up Chicago Investor Podcast Episode 280 in Full Here

Questions We Answer In this Show:

Q. How to Build Lasting Relationships 

  1. Video

Q. Investors are Heading South

  1. Video

Q. How to Choose the Right Business Partner

  1. Video

Show Notes:

  • 03:49 Housing Provider Tip - Ensure you’re prepared for freezing and thawing cycles during the spring season.

  • 05:17 Intro to our guests, David Shifrin and Rob Sikkel.

  • 08:04 David’s investing strategy!

  • 09:45 Building a great buyer-agent relationship!

  • 17:02 Double lot, homerun deal!

  • 28:51 The property search process.

  • 31:47 Breaking down West Town!

  • 34:45 Insights on renovation!

  • 37:30 Dealing with higher interest rates and tapping into equity.

  • 40:44 Outlook on Chicago.

  • 42:04 What is your competitive advantage?

  • 42:58 One piece of advice for new investors.

  • 44:34 What do you do for fun?

  • 46:09 Good book, podcast, or self development activity that you would recommend?

  • 47:02 Local Network Recommendation?

  • 48:35 How can the listeners learn more about you and provide value to you?

Connect with Mark and Tom: StraightUpChicagoInvestor.com

Email the Show: StraightUpChicagoInvestor@gmail.com

Guest Name: David Shifrin & Rob Sikkel

Guest Company: Elite Chicago Properties and At Properties

Guest Link: https://www.elitechicagoproperties.com/

Other Links for show notes:

SUCI Ep 48 - David Shifrin 1st Episode

Rob Sikkel (Realtor)

Jodi Dougherty (Network Referral)

Show Sponsors:
Moovers Chicago

Perry Farella

Chicago Investor Resources Shared

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