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Straight Up Chicago Investor

Straight Up Chicago Investor

By: Straight Up Chicago Investor
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About this listen

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. Career Success Economics Personal Finance
Episodes
  • Episode 381: How Chicago’s Powerhouse Lender Renovo Financial Was Built with Kevin Werner
    Jun 19 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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    Kevin Werner, CEO of Renovo Financial, has over 20 years of experience building and scaling successful lending companies!

    Kevin discusses his start in the lending business including his first company that did not survive the Great Financial Crisis. He shares lessons learned from lending through the Housing Crash and how those insights coupled with great relationships lead to the inception of Renovo Financial. Kevin gives the philosophy that has led to Renovo’s explosive growth the last decade including thriving through the uncertainty of COVID. Throughout the show, Kevin drops powerful outlooks on business, customer service, and relationships that you’ll want to remember and implement!

    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: Kevin Werner, Renovo Financial

    Link: Kevin's LinkedIn

    Link: All-In Podcast

    Link: King of Capital (Book Recommendation)

    Guest Questions

    01:51 Housing Provider Tip - Understand the power of being decisive and taking action!

    03:18 Intro to our guest, Kevin Werner!

    10:44 Getting a loan business off the ground in the 90s.

    15:28 Lending through the Housing Crash!

    34:21 The business model of lending business.

    45:27 Renovo’s explosive growth through COVID into 2025!

    60:18 Kevin’s parenting philosophy and outlook on Chicago!

    63:24 What is your competitive advantage?

    64:20 One piece of advice for new investors.

    64:53 What do you do for fun?

    66:04 Good book, podcast, or self development activity that you would recommend?

    66:53 Local Network Recommendation?

    68:38 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.

    Show More Show Less
    1 hr and 11 mins
  • Episode 380: Innovation in Modular Housing With Rory Rubin
    Jun 12 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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    Rory Rubin shows us first hand how S.I. Container Builds is bringing high quality, low maintenance steel dwellings to help solve the housing supply shortage!

    Rory jumps right with a recap of modular housing and the advantages it brings over traditional brick and wood housing structures. She shares lessons learned after 7 successful years of leading S.I. Container Builds. Our video viewers get to see an awesome container building constructed for Navy Pier and Rory breaks down some complex projects. This episode showcases the innovation within modular housing and Rory makes it clear that container builds are quality housing stock that everyone should strongly consider!

    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: Rory Rubin, S.I. Container Builds

    Link: The Art of Happiness (Book Recommendation)

    Link: Tim Swanson (Network Referral)

    Link: SUCI Ep. 351 - Richard Koenig

    Guest Questions

    03:11 Housing Provider Tip - Communicate your move-out procedure and expectations to your tenants!

    04:41 Intro to our guest, Rory Rubin from SI Container Builds!

    06:46 Recapping the 101 on container builds!

    09:45 Advantages of container builds.

    17:30 Lessons learned from 7 years of modular building!

    21:30 Complex container builds!

    25:25 Navy Pier Container and Affordable Housing!

    28:09 What is your competitive advantage?

    28:33 One piece of advice for new investors.

    29:21 What do you do for fun?

    29:33 Good book, podcast, or self development activity that you would recommend?

    29:55 Local Network Recommendation?

    30:21 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.

    Show More Show Less
    33 mins
  • Episode 379: Preparing Your Property To Add an ADU
    Jun 10 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 I prepare my existing property to add an ADU?

    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: Prashanth Mahakali, PMPC

    Link: Episode 21: Leveraging an Architect for Chicago Permits, Building Violations, & Nonconforming and Illegal Units, with Prashanth Mahakali

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    Production House: Flint Stone Media

    Copyright of Straight Up Chicago Investor 2025.

    Show More Show Less
    12 mins
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