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Straight Up Chicago Investor

Straight Up Chicago Investor

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Are you a real estate investor in Chicago or someone looking to invest in the Chicagoland Market? If so, this podcast is for you! We break down the neighborhoods, different sides of the city, and surrounding suburbs so you can understand the uniqueness of investing in Chicago real estate. The hosts and guests are Chicago investors and Property Managers who are making it happen in and around the Windy City. We share information, winning strategies, obstacles, success stories, and most importantly, lessons learned. If you are looking for ground level information and want to learn what has worked and not worked in Chicago, you are in the right place.Copyright of Straight Up Chicago Investor 2021. Economía Exito Profesional Finanzas Personales
Episodios
  • Episode 435: 36th Ward: Future of Chicago with Alderman Gil Villegas
    Feb 26 2026

    Gil Villegas is the alderperson of Chicago's 36th ward and has focused on generating opportunities for economic and business development to best serve the constituents of his ward!

    Alderman Villegas starts by discussing how zoning changes can be utilized to create win-win situations for investors and members of a community or ward! He talks about how he and his fellow members of City Counsel were able to influence the city's approved budget with the needs of their constituents at the forefront. Alderman Villegas breaks down why he chose to withdraw his Ward from the Northwest Housing Ordinance. He closes with an extremely bullish outlook on Chicago leaving us motivated to continue doubling down on our great city!

    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

    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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    Guest: Alderman Gil Villegas, City of Chicago's 36th Ward

    Link: Alderman Villegas' Facebook

    Link: Alderman Villegas' Instagram

    Link: The 48 Laws of Power (Book Recommendation)

    Link: NBOA Chicago (Network Recommendation)

    Guest Questions:

    03:31 Housing Provider Tip - Understand lease renewal notices to remain compliant!

    05:28 Intro to our guest, Alderman Villegas!

    07:19 Zoning changes to create affordable housing.

    18:48 City council's involvement with the city's approved budget.

    25:45 How Aldermen work together to make positive impacts!

    35:05 Drawbacks of the Northwest Housing Ordinance.

    43:34 How Aldermen utilize facts and community input to make decisions.

    45:39 Exciting developments in the 36th ward!

    48:28 Alderman Villegas' outlook on Chicago.

    51:41 What is your competitive advantage?

    52:11 One piece of advice for new investors.

    54:26 What do you do for fun?

    55:46 Good book, podcast, or self development activity that you would recommend?

    56:08 Local Network Recommendation?

    56:31 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 2026.

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    1 h
  • Episode 434: Interesting Lease Renewal Statistics and Strategies with Mark Ainley
    Feb 24 2026

    What are the common mistakes made when handling lease renewals?

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    Connect with Mark and Tom: StraightUpChicagoInvestor.com

    Guest: Mark Ainley, Straight Up Chicago Investor and GC Realty

    Email the Show: StraightUpChicagoInvestor@gmail.com

    Link: Build Your Team | Straight Up Chicago Investor Podcast

    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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    Production House: Flint Stone Media

    Copyright of Straight Up Chicago Investor 2026.

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    Aún no se conoce
  • Episode 433: Chicago Building Code Violations with Zack Limbaugh
    Feb 19 2026

    Zack Limbaugh of the Limbaugh Law Firm returns to dive deep on code violations including top pitfalls to avoid!

    Zack starts by explaining the 101 on buying properties with building code violations! He discusses top lending considerations when attempting to finance a property with violations. Zack dives deep on common code violations, how owners get notified, and how to mitigate your risk! Throughout the show, Zack provides insights on handling various code violation scenarios to give you an edge against the competition!

    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

    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

    =============

    Guest: Zack Limbaugh, The Limbaugh Law Firm

    Link: Zack's LinkedIn

    Link: SUCI Ep 333 - Zack Limbaugh

    Link: SUCI Ep 79 - Gary Davidson

    Link: Essentialism (Book Recommendation)

    Guest Questions:

    02:35 Housing Provider Tip - Understand the true costs of not allowing pets in your rentals!

    04:44 Intro to our guest, Zach Limbaugh!

    10:23 Buying a property with code violations.

    16:48 Lending considerations for violations exist.

    23:52 Protecting yourself against fines for code violations!

    31:03 Ensuring violations are found during due diligence.

    43:15 Common violation tickets to watch out for!

    50:35 Crazy code violation stories!

    51:17 What is your competitive advantage?

    51:32 One piece of advice for new investors.

    51:39 What do you do for fun?

    51:51 Good book, podcast, or self development activity that you would recommend?

    52:03 Local Network Recommendation?

    52:18 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 2026.

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    55 m
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