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Straight Up Chicago Investor

Business & Economics Podcasts

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.

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.

Location:

United States

Description:

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.

Language:

English


Episodes

Episode 116: CAA’s Advocacy and Education for Chicagoland Housing Providers with Tom Benedetto

1/20/2022
On today’s episode, our guest Tom Benedetto explains how the Chicagoland Apartment Association (CAA) is a strong voice in the fight for fair and lawful protection of Housing Providers across Chicagoland. Tom shares CAA’s mission statement, the issues they are currently tackling, and the biggest challenges in the push for advocacy. Lastly, Tom closes with the goals that CAA has for the near future and how investors can get involved to support the fight. Listen in and if you find value in...

Duration:00:38:17

Episode 115: The Current State of Chicago’s Northside Real Estate Market with Managing Broker Brie Schmidt

1/13/2022
Wondering if it’s time to jump into the Chicago Real Estate Market? Brie Schmidt provides a recap of the 2021 market and dives into the current trends and expectations for 2022. Brie explains how low inventory has impacted the market and how buyers have had to readjust their expectations. She also discusses lending challenges on properties in her area of expertise, Chicago’s North Side. Brie drops street-level knowledge on neighborhoods and how buyers in different life stages are choosing...

Duration:00:55:53

Episode 114: Straight Up Tues Tip 20

1/11/2022
How are lenders handling ADU requests from investors looking to add a legal unit to an existing property? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Perry Farella of Prime Lending | Perry's Blog ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Duration:00:12:09

Episode 113: Refugee Tenant Placement in Chicago With World Relief Organization (WRO)

1/6/2022
World Relief Organization (WRO) Chicagoland is a humanitarian organization whose focus is to aid refugees and immigrant families in finding housing and rebuilding their lives in Chicago. As a Chicagoland housing provider, there is not only good that you can do by partnering with WRO, but you can also benefit from a stream of applicants with specified subsidies. Today WRO’s own Susan Sperry and Nathan White talk about the organization’s mission, services, challenges with resettling families,...

Duration:00:37:47

Episode 112: Spotting Chicago Development Trends and Opportunities with Chicago Cityscape’s Casey Smagala and Steven Vance

12/30/2021
So what happened in the Chicago real estate market in 2021 and where are we headed in 2022? Our guests today, Casey Smagala and Steven Vance both of Chicago Cityscape, are here to share data you won’t want to miss. Casey and Steven explain how their data aggregation software allows them to efficiently analyze neighborhoods and identify paths of progress. They present which areas in Chicago with planned developments that they are bullish on, and also provide insight on Additional-Dwelling...

Duration:00:45:11

Episode 111: Straight Up Tues Tip 19

12/28/2021
What is a wholesaler and as an investor why should I care? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Blake McCreight of Express Property Solutions ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.

Duration:00:10:06

Episode 110: The Future of Real Estate with Neal Bawa

12/23/2021
Regardless of which real estate assets you fancy, you are about to experience massive disruption in the upcoming years. That’s according to the mad scientist of multifamily and returning guest Neal Bawa (previously on episode 26). Neal drops a fascinating outlook on the retail sector, particularly shopping malls and their post-COVID recovery. He also shares why he believes cap rates will continue to compress, and the drastic effects of tokenization and 3D printing will have on REI. Listen...

Duration:01:00:36

Episode 109: How to Tackle Large Scale Developments in Chicago with Matt Katsaros

12/16/2021
You know how you see larger developments on major intersections and wonder “who’s doing that?” Well the answer is people like today’s guest Matt Katsaros. Matt started his real estate career as a top-performing commercial broker at Kise before transitioning to a director of acquisitions at Pangea. Those extraordinary experiences primed him for investing in Chicago and he has found his best returns to be in the development space. Matt provides tremendous insights into the unique due...

Duration:00:51:45

Episode 108: Straight Up Tues Tip 18

12/14/2021
What closing costs and credits can I expect on my HUD statement? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Perry Farella of Prime Lending | Perry's Blog ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.

Duration:00:16:36

Episode 107: Lessons From a 300k Rehab on My Near West Side Househack with Alex Martinez

12/9/2021
You may have already listened to our househacking from hell episode (Episode 89). Today, we don't have tenants stealing cars or anyone overdosing, but we do have typical obstacles faced with a first-time househack; all compounded with the fact that this project included a gut rehab. Our guest today, Alex Martinez, dove in head first, encountered numerous challenges, and has not only lived to tell about it, but he now owns a wonderful 3-unit building and accumulated more experience than most...

Duration:00:53:44

Episode 106: Restoring Pilsen’s Old World Architecture Since 1998 with Gordy Payne

12/2/2021
From toilets falling through ceilings, to gentrification, Gordy Payne has seen it all as a hands-on owner in Pilsen. Gordy took a chance on Pilsen due to its proximity to downtown and made a name for himself for his ability to restore beautiful vintage buildings. He fully committed to the community, and for this, the community has treated him well. Gordy provides a summarized oral history of Pilsen over the last two decades while pointing out rehab gotchas, investor nuggets, and local...

Duration:00:46:35

Episode 105: Straight Up Tues Tip 17

11/30/2021
What are tactical steps to follow when sending, responding, and tracking mailers? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Sharad Mehta of REsimpli ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.

Duration:00:13:33

Episode 104: From Unpaid Intern to Running the City of Chicago’s Building Department

11/24/2021
Today, Tom and Mark have an excellent conversation with Judy Frydland, who served as the commissioner of buildings for the City of Chicago from 2015-2020. A lot happened under her leadership including the streamlining of the permit process to make it simpler and more efficient than ever to get work done. Listen in on her story for some excellent advice on life and business and where Chicago is going from here. If you like today’s episode, be sure to leave us a review and share it with a...

Duration:00:51:33

Episode 103: How to Handle Mold in Chicago with Greg Bukowski and Devin Renberg

11/18/2021
MOLD! It’s the scary four-letter word that investors never want to hear and it does not belong in a healthy property. However, a basic understanding of mold and its misconceptions in the marketplace will make you a better investor. After having a bad experience with a mold company, investor Greg Bukowsi saw a need in the market and made it his mission to assist similar investors with mold issues. In today’s episode, Greg and Devin explain what causes mold, why the Chicago market is ripe for...

Duration:00:43:03

Episode 102: Straight Up Tues Tip 16

11/16/2021
How do I pull information and begin a direct mailing campaign? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Sharad Mehta of REsimpli ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.

Duration:00:17:17

Episode 101: Investing in Will County: Mokena, Frankfort, and New Lenox with Jason Marcordes

11/11/2021
Will County is one of the fastest growing counties in Illinois, and when compared to Cook County, it offers a faster growth rate and a lot more room for development and expansion. As a second generation property manager and investor, Jason Marcodes from Landmark Property Manager, not only grew up in Will County, but grew up in the business. Today he outlines the economic growth in the far south and southwest suburbs while providing valuable data regarding population expansion in Mokena,...

Duration:00:43:12

Episode 100: A Group of Straight Up Chicago Investors Celebrate The Live Recording of Episode 100

11/4/2021
In our first live recording, we celebrate 100 episodes by asking questions to the audience (see how many answers you know) and also answering multiple questions from attendees. We discuss our favorite parts of the podcast, lessons learned from interviewing multiple Chicago rockstars, whom we still want to interview, and the future of the Straight Up Chicago Investor Podcast. A sincere thank you to all who have listened, supported, and shared our content. We strongly believe in this...

Duration:00:24:48

Episode 99: Straight Up Tues Tip 15

11/2/2021
What are some tips on how to best screen workforce housing tenants? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Jared Kott of Marblestone Properties ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.

Duration:00:09:41

Episode 98: What is Happening to Chicago Property Taxes?

10/28/2021
As this episode airs, several of the Chicago townships have already been reassessed, leaving many owners with an unpleasant increase in property taxes. Returning guest Tim Jacobs of KSN Law (appeal.tax), joins us to discuss what he’s seen in the Chicago townships that have been reassessed, and what he feels will happen in several townships about to be reassessed. Tim walks through the basics of how to look up your assessed value, calculate your taxes, and most importantly how to appeal your...

Duration:00:43:21

Episode 97: Chicago Permits and Zoning 101 with Samuel Pavlovcik

10/21/2021
Samuel Pavlovcik is a distinguished self-certified architect who specializes in working with investors in Chicago and the surrounding villages and suburbs. Today Samuel walks us through the different permits in Chicago, the nuances of Chicago’s permitting process, and also what to expect when applying for a zoning variance. Samuel presents a candid overview consisting of expected wait times, gotchas to avoid, and what investors need to know and provide based on his experience of processing...

Duration:00:46:40