289 episodes

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.

Straight Up Chicago Investor Straight Up Chicago Investor

    • Business
    • 5.0 • 254 Ratings

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.

    VA Loans, ADUs, and Turning a Funeral Home Into an Airbnb with Andrew Dorazio

    VA Loans, ADUs, and Turning a Funeral Home Into an Airbnb with Andrew Dorazio

    Andrew Dorazion is a former Army officer and accomplished real estate broker, investor, and property manager!
    Andrew jumps right in with a cool story involving a funeral home turned short term rental! He shares tips on finding partners and structuring partnerships to help scale more quickly. Andrew drops valuable nuggets on pumping a building’s NOI through reconfigured floor plans and adding ADUs. He does a deep dive on the Zoning Change Process in Chicago! Throughout the show, Andrew emphasizes the importance of taking action to propel your growth in real estate and any other endeavor!
    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: Andrew Dorazio, Dorazio Real Estate

    Link: BCG Real Estate Group
    Link: Andrew's ADU Blog
    Link: My First Million (Podcast Recommendation)
    Link: Buy Then Build (Book Recommendation)
    Link: SUCI Ep 245 - JD Modrak
    Link: SUCI Ep 224 - Jason Wagner
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    Guest Questions

    02:00 Housing Provider Tip - Maintain AC units as the weather gets warmer!
    03:15 Intro to our guest, Andrew Dorazio!
    03:45 Andrew’s “killer” deal!
    07:28 Andrew’s start in real estate.
    12:11 How to find partners to scale faster?
    17:00 Early mistakes on Short Term Rentals.
    24:04 Ways to reposition an asset.
    35:05 The Process of a Zoning Change!
    44:56 Building Department for requirements for ADUs!
    50:25 What’s next for Andrew and his team?
    53:14 What is your competitive advantage?
    54:03 One piece of advice for new investors.
    55:34 What do you do for fun?
    56:17 Good book, podcast, or self development activity that you would recommend?
    57:48 Local Network Recommendation?
    58:38 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 2024.

    • 1 hr 2 min
    This Is Where Interest Rates Are Going Next...

    This Is Where Interest Rates Are Going Next...

    Where Are Interest Rates Heading and What's Happening in The Capital Markets?
    Connect with Mark and Tom: StraightUpChicagoInvestor.com
    Email the Show: StraightUpChicagoInvestor@gmail.com
    Guest: Eric Workman, Renovo Financial
    Link: Build Your Team | Straight Up Chicago Investor Podcast
    -----------------


    Production House: Flint Stone Media
    Copyright of Straight Up Chicago Investor 2024.

    • 14 min
    Why Your Customer Experience is Falling Short with Joey Coleman

    Why Your Customer Experience is Falling Short with Joey Coleman

    Joey Coleman is a best selling author and founder of a branding firm that specializes in helping businesses retain customers and employees!
    Joey jumps right in by explaining the difference between customer service and customer experience. He explains the best ways to handle routine tenant check ins and disagreements with tenants all through the lens of optimizing customer experience. Joey shares how the Eight Phases to “Never Lose a Customer Again” apply to prospective tenants. Joey closes with an amazing story of how a human-level connection and a small gift resulted in a tremendous business opportunity!
    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: Joey Coleman, Design Symphony

    Link: Never Lose A Customer Again
    Link: Never Lose An Employee Again
    Link: Dan Gingiss (Network Referral)
    Link: Careers | GC Realty & Development, LLC
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    Guest Questions

    03:23 Housing Provider Tip - Run your investment properties like a business and treat your residents like clients.
    03:51 Intro to our guest, Joey Coleman!
    07:04 Customer service vs customer experience!
    14:00 To check in with the tenant or not?
    16:29 Reassuring tenants after move-in.
    23:47 Phases to Never Lose a Customer Again!
    41:10 How to handle disagreements with tenants?
    50:58 Gifts and the $35,000 golf ball!
    56:56 Advice to 20 year old Joey Coleman.
    59:16 What is your competitive advantage?
    59:42 One piece of advice for new investors.
    60:16 What do you do for fun?
    60:57 Good book, podcast, or self development activity that you would recommend?
    62:44 Local Network Recommendation?
    64:00 How can the listeners learn more about you and provide value to you?
    -----------------
    Production House: Flint Stone Media
    Copyright of Straight Up Chicago Investor 2024.

    • 1 hr 8 min
    The Chicago Investor’s Guide to Public Relations with Sabrina Wottreng

    The Chicago Investor’s Guide to Public Relations with Sabrina Wottreng

    Sabrina Wottreng is a Chicago-based Publicist and a “Friend of the Pod.” Sabrina’s company specializes in the real estate sector and has helped many Chicago-area real estate teams with their public relations (PR) and communications strategies.
    Sabrina explains how she got started in PR and her introduction into commercial real estate. She dives into the value-add that her company brings to real estate investors and gives tips on building an online presence and reputation. Sabrina emphasizes the importance of LinkedIn, building your network, and even updated headshots if you’re an investor looking to scale. This show is full of amazing tips you likely have not considered and can easily leverage to scale your real estate business. 
    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: Sabrina Wottreng of Sabrina Wottreng Public Relations

    Link: Sabrina's LinkedIn
    Link: SUCI Ep 274 - Marc Rutzen
    Link: SUCI Ep 275 - Mike Kehoe
    Link: SUCI Ep 124 - Aaron Galvin
    Link: The Messy Middle (Book Recommendation)
    Link: Brian McConkey Photography
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    Guest Questions

    03:23 Housing Provider Tip - Consult with your attorney before negotiating with problem tenants.
    05:07 Intro to our guest, Sabrina Wottreng!
    08:18 Sabrina’s start in real estate!
    11:48 Sabrina’s PR services!
    20:08 Importance of reviews and reputation.
    24:58 When should investors start caring about their online presence?
    29:12 Marketing for Investors 101!
    36:17 Building your network as a new investor!
    40:49 Importance of headshots!
    45:36 Sabrina’s value proposition to investors!
    51:18 What’s next for Sabrina?
    52:30 What is your competitive advantage?
    52:50 One piece of advice for new investors.
    53:18 What do you do for fun?
    53:40 Good book, podcast, or self development activity that you would recommend?
    54:22 Local Network Recommendation?
    55:04 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 2024.

    • 58 min
    Diving into DSCR with Eric Workman of Renovo Financial

    Diving into DSCR with Eric Workman of Renovo Financial

    How is DSCR calculated, and how does it affect investors' ability to borrow?
    Connect with Mark and Tom: StraightUpChicagoInvestor.com
    Email the Show: StraightUpChicagoInvestor@gmail.com
    Guest: Eric Workman, Renovo Financial
    Link: Build Your Team | Straight Up Chicago Investor Podcast
    -----------------


    Production House: Flint Stone Media
    Copyright of Straight Up Chicago Investor 2024.

    • 14 min
    Triumphs and Troubles From a Decade of Experience on Chicago’s Southeast Side with Jared Kott

    Triumphs and Troubles From a Decade of Experience on Chicago’s Southeast Side with Jared Kott

    Jared Kott returns to share the ups and downs of his real estate journey that started just over 10 years ago when he left the corporate world!
    Jared gets right into it by talking about the challenges of operating in C/D class neighborhoods! He shares the cold hard truth of dealing with a slip-and-fall incident at one of his properties where he was found guilty in court. Jared provides insights on the trajectory of the Southeast side and on putting emotion aside to deal with non-paying tenants. Jared closes by talking about his adventures in Michigan involving awesome short-term rentals and boat rentals!
    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: Jared Kott, Marblestone Property Group

    Link: SUCI Ep 11 - Jared Kott
    Link: SUCI Ep 79 - Gary Davidson
    Link: 12 Week Year (Book Recommendation)
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    Guest Questions

    02:00 Housing Provider Tip - Shop around for home insurance to get the best value.
    04:02 Intro to our guest, Jared Kott.
    07:03 Reflecting on a decade of experience!
    14:22 Jared’s recent slip-and-fall incident.
    26:23 Trajectory of Chicago’s Southeast Side!
    42:34 Dealing with non-paying tenants.
    48:50 Jared’s Michigan adventures!
    56:25 What is your competitive advantage?
    56:55 One piece of advice for new investors.
    57:22 What do you do for fun?
    57:40 Good book, podcast, or self development activity that you would recommend?
    58:17 Local Network Recommendation?
    58:42 How can the listeners learn more about you and provide value to you?
    -----------------
    Production House: Flint Stone Media
    Copyright of Straight Up Chicago Investor 2024.

    • 1 hr 1 min

Customer Reviews

5.0 out of 5
254 Ratings

254 Ratings

Chris Gilliland ,

Amazing Content!!

New to investing and you guys cut through all the fluff and provide value with real life solutions!!

TucsonR ,

Fantastic show

I love this show. They have tons of interesting topics with really exciting guests. Keep it up!

Kyle Strom ,

Great Resource

Love the show!! - Kyle Strom

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