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Straight Up Chicago Investor

Straight Up Chicago Investor

De: 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 445: Understanding 2-4 Unit Appraisals
    Apr 14 2026

    How do I best prepare for an upcoming appraisal?

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    Connect with Mark and Tom: StraightUpChicagoInvestor.com

    Guest: Tom & Mark, Straight Up Chicago Investor

    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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    20 m
  • Episode 444: Leveraging Tax Strategy to Boost ROI with Ryan Bakke
    Apr 9 2026

    Ryan Bakke turns to discuss the power of smart business acquisitions and tax strategy to skyrocket returns and keep more money in your pocket!

    Ryan starts by reminding us the tax benefits of short-term rentals and real estate professional status. He explains the process of buying businesses including defining a buy box, identifying opportunities, and improving operations upon acquisition. He dives deep on lessons learned from operating businesses and tips on how to improve efficiencies through off-shore staffing. The show closes with great insights on assessing return on equity and investment to ensure your capital is working as hard as possible.

    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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    Guests: Ryan Bakke, Tax Strategy 365

    Link: SUCI Ep 244 - Ryan Bakke

    Link: Ryan's Instagram

    Link: Influence (Book Recommendation)

    Link: SUCI Investor Meetups Page

    Guest Questions:

    01:24 Housing Provider Tip - Understand the maintenance and life span of hot water heaters.

    03:34 Intro to our guest, Ryan Bakke!

    06:42 Leveraging short-term rentals for tax benefits.

    11:26 Efficiently delegating to grow your business.

    22:37 How to hire off-shore employees.

    28:32 The process of buying a business.

    32:03 Defining a "buy box" for a business.

    39:07 Lessons learned from buying businesses.

    46:08 Ryan's take on ROI and Chicago's future!

    53:28 What is your competitive advantage?

    53:37 One piece of advice for new investors.

    53:46 What do you do for fun?

    53:59 Good book, podcast, or self development activity that you would recommend?

    54:17 Local Network Recommendation?

    54:35 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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    58 m
  • Episode 443: Adaptive Reuse & Ground Up Development with Adam Friedberg
    Apr 2 2026

    Adam Friedberg, CEO of Mavrek Development, joins us to discuss the ins and outs of large-scale developments in Chicago.

    Adam starts by explaining how he started in real estate and hustled early on to learn development and value-add construction. He breaks down pitching development deals to investors and various methods for raising money. Adam talks about projects during COVID and how his team pivoted given the unforeseen circumstances. He gets granular on how to most efficiently cut construction costs without negatively impacting the quality of the final product. In typical SUCI fashion, Adam explains why he is doubling down on Chicago investments and why you should too!

    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

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

    Guests: Adam Friedberg, Mavrek Development

    Link: Adam's LinkedIn

    Link: SUCI Ep 421 - Alec Greenberg

    Link: Abundance (Book Recommendation)

    Link: Crain's Chicago

    Guest Questions:

    01:50 Housing Provider Tip - Simplify property management by setting expectations!

    03:16 Intro to our guest, Adam Friedberg!

    06:41 How to learn value-add construction in real estate.

    10:35 Taking down commercial projects in Oak Park.

    23:18 Pitching large development deals to investors!

    27:10 Lessons learned from developments in 2020.

    30:53 Acquiring The Saint Grand development.

    37:20 Getting lean on construction costs.

    44:14 Upcoming Mavrek developments!

    55:31 Adam's bullish outlook on Chicago!

    57:53 What is your competitive advantage?

    58:00 One piece of advice for new investors.

    58:15 What do you do for fun?

    58:53 Good book, podcast, or self development activity that you would recommend?

    59:34 Local Network Recommendation?

    60:33 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 y 3 m
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