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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 159: From Successful BRRRR to Major Project Hurdles in Chicago’s Western Suburbs with Zach Gring

8/11/2022
From successful BRRRR to a delayed, over-budget project, Zach Gring shares lessons learned from his investing journey! Zack starts by explaining how he established an asset class to focus on and the reasons for his criteria. He talks through a successful BRRRR project in Batavia and speaks to managing the rehab of a tenant-occupied property. He also shares some lessons learned from his delayed project in Glen Ellyn. Throughout this episode, Zach shares the importance of establishing a...

Duration:00:46:27

Episode 158: Straight Up Tues Tip 34

8/9/2022
What is builder's risk insurance and as an investor why do I need to be aware of builder's risk insurance? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Josh Steigelmann, State Farm Insurance ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Duration:00:07:52

Episode 157: Investing in Chicago Midterm Rentals with Rishi Bajaj

8/4/2022
After staying in an Airbnb while on vacation, Rishi Bajaj realized how we can leverage this strategy and used midterm rentals to multiply his rental income! Rishi shares how he got the idea to venture out into the niche space of midterm rentals. He talks about furnishing, costs, and additional considerations when comparing midterm rentals to traditional long-term rentals. He dives into why he sees value and has been investing in some south side neighborhoods and also shares the...

Duration:00:58:09

Episode 156: A Decade of Grinding and Succeeding on Chicago’s Northside with Joe Smazal

7/28/2022
It first took Joe Smazal of Interra Realty six years to sell $100M of multifamily real estate. Six months into 2022, Joe has already sold $100M of assets THIS YEAR ALONE! Joe explains how he left his stable day job to become a Chicago commercial broker, and the growing pains and hustle required to get started. He then speaks to the importance of developing relationships for increased deal flow and identifying areas of focus to become a trusted expert in your market. In classic SUCI fashion,...

Duration:00:48:57

Episode 155: Straight Up Tues Tip 33

7/26/2022
What are some of the useful technologies/apps that can help you scale your REI business? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Bolanle Ogunmakin, Quality Builders Link: Episode 76: Big Business Processes Make a Powerful Small Business with Jonathan Klemm ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Duration:00:13:41

Episode 154: Scaling From a Duplex to a $100 Million Portfolio in Chicago’s North and Northwest Side with Jeff Weinberg

7/21/2022
Jeff Weinberg of Drexel Properties joins us to discuss the importance of systems and relationships when scaling a large Chicago Real Estate portfolio. Jeff kicks things off by talking about his start in real estate and leaving his W2 job to pursue his passion full time. He jumps into the mindset and strategies that will help in scaling a portfolio. Jeff drops street level knowledge on the North and Northwest side and explains why he is bullish on Chicago. Throughout the show, Jeff...

Duration:00:55:12

Episode 153: Building Wealth via Long-Term Real Estate Investments in Chicago with Bill Himmelstein

7/14/2022
Bill Himmelstein of Tenant Advisory Group drops in to share great insight on long-term investing and reminds us that real estate is not a “get rich quick” but rather a “get wealthy slowly” investment. Bill starts by talking about his start in real estate and his experience with multi-family investing. He gets granular by speaking to the effect of rising interest rates on the market and also explains investing with partners. Bill emphasizes the importance of living below your means and...

Duration:00:54:23

Episode 152: Straight Up Tues Tip 32

7/12/2022
What is the NBOA Summer Soiree and how can investors benefit from this event? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Mike Glasser of NBOA Link: https://www.straightupchicagoinvestor.com/podcast/episode-37-the-nboa---your-ally-and-voice-as-a-chicagoland-housing-provider ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Duration:00:11:44

Episode 151: Dissecting Property Taxes on your Chicagoland Properties with Cook County Assessor Fritz Kaegi

7/7/2022
Ever wonder how your Cook County properties are assessed and how taxes are calculated? Cook County Assessor Fritz Kaegi presents valuable info on property taxes and the overall mission of his office! Fritz starts by sharing his background and how it allowed him to seamlessly step in and improve processes as the Assessor. He talks about his office’s responsibilities and some of the common misconceptions the public may have. Fritz elaborates on the massive amount of data involved with...

Duration:00:52:46

Episode 150: Mastering Multi-Family to Propel Your Chicagoland Investments with Rod Khlief

6/30/2022
As many may already know, Rod Khleif is a multifamily real estate investor, business consultant, and high-performance coach. In today’s show, Rod focuses heavily on being prepared to take action as opportunities arise during a changing market like the one we are in today! Rod starts off by speaking about the huge loss he experienced during the last housing crash and how he was able to bounce back stronger. He elaborates on the anticipated recession and on what investors should be doing to...

Duration:00:39:21

Episode 149: Revitalizing the “Land of Lincoln” with Aurora Mayor (and potential IL Governor) Richard Irvin

6/23/2022
Mayor of Aurora and gubernatorial candidate Richard Irvin discusses his plan to create jobs, lower crime, and attract businesses if he were to be elected Governor of Illinois. Richards speaks on hot-topic issues including affordable housing, taxes, and crime. He dives deep into his tenure as Mayor of Aurora and how he can translate Aurora’s successful revitalization to the rest of the state as governor. Innovative concepts on reforming the educational and police system are among other...

Duration:00:30:30

Episode 148: Acquiring Distressed Real Estate by “Beating the Streets” in Chicago with Joe Sevcik

6/16/2022
Are you struggling with deal flow in this market? Joe Sevcik drops in to share how Networth Realty is acquiring distressed properties and wholesaling to add value to their investors. Joe covers how his company is grinding it out by hitting the streets to get in front of motivated sellers. He talks about the mindset required to succeed in this space where rejection is commonplace. Joe dives deep into how his company is adding value to their investor clients by project values and construction...

Duration:00:43:01

Episode 147: Straight Up Tues Tip 31 - Perry Farella Breaks Down HUD 203k Loan Options

6/14/2022
What is a HUD 203k loan, when does it make sense for investors to leverage this loan, and where do 203k loans fall apart? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Perry Farella of Prime Lending Link: ttps://perryfarella.com/blog/ ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Duration:00:14:24

Episode 146: How To Manage Your Rehabs and What to Look For In a Chicagoland General Contractor with RJ DeLeon

6/9/2022
RJ Deleon is all things real estate, as he wears the hats of a contractor, investor, and mentor. In today’s show we focus almost exclusively on RJ’s experience as a GC and how investors can best partner with contractors. RJ covers some of the most frequently asked questions investors have for GCs and how he handles different requests from investors. He showcases how his personal investing experience is a huge value-add to his clients and explains how to approach, vet, and manage...

Duration:00:53:12

Episode 145: NFL Tight End Turned Chicago Real Estate Investor with Matt LaCosse

6/2/2022
Ever wonder how professional athletes are investing to set themselves up for life after their sports career? NFL Tight End Matt LaCosse joins us to shine light on this exact journey. Matt starts off by talking about how the skills required to be a professional NFL player translate to real estate investing. He explains why he came back home to Chicago to start his investing career. Matt dives into the lessons learned on his first C- class investment and how that changed his investment...

Duration:00:41:09

Episode 144: Straight Up Tues Tip 30 - Perry Farella Provides Numbers on a Recent Purchase and Rehab Projects He Financed

5/31/2022
Perry Farella provides tangible numbers on a recent purchase and rehab project he financed. Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Perry Farella of Prime Lending Link: ttps://perryfarella.com/blog/ Link: https://www.straightupchicagoinvestor.com/podcast/episode-67-chicagoland-rehab-financing-without-using-hard-money-or-203k-loans ----------------- Production House: Flint Stone Media Copyright of Straight...

Duration:00:13:01

Episode 143: Ins and Outs to Navigating Chicago Short-Term Rentals with Jessica Ryan

5/26/2022
Have you also been considering short-term rentals to increase your NOI?! Jessica Ryan joins us to share valuable knowledge on considerations when planning your short-term rental! Jessica starts off by explaining the main points of the Chicago Shared-Housing Ordinance and how to get a license for a short-term rental. She touches on notice requirements to other tenants, percentage of short-term rental rentals allowed within a building, and other limitations to consider when planning a...

Duration:00:47:46

Episode 142: Generating Infinite ROI From Chicagoland Senior Living Investing with Brandon Schwab

5/19/2022
Wondering how you can invest in a niche asset class to reduce your competition? Brandon Schwab talks about how he is revolutionizing the Chicagoland Senior Living space and making it a very profitable investment. Brandon starts off by talking about his motivation to improve the Senior Living experience and the pitfalls he faced when starting out. He dives deep into the acquisition, rehab, and management of these Senior Living homes. He comments on the nuances of zoning, permitting, and...

Duration:00:51:12

Episode 141: Straight Up Tues Tip 29 - Noah Birk and Aaron Sklar Sit Down to Explain How Investors New To The Multifamily Space Can Catch A Broker's Eye

5/17/2022
As an investor, how do I get the attention of the most successful brokers in the Chicagoland area? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Noah Birk & Aaron Sklar of Kiser Group Link: Episode 23 of Straight Up Chicago Investor ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Duration:00:16:04

Episode 140: Providing Necessary Education for Chicago Investors with CIC’s Jessica Sivels

5/12/2022
Interested in sharpening your education to propel your Chicago Real Estate Investments? Jessica Sivels explains the variety of resources that Community Investment Corporation (CIC) is providing. Jessica provides a brief summary of CIC’s extensive experience and explains how CIC can be a value add to investors given their knowledge of Chicago. She dives deep into CIC’s vast educational resources and how landlords can benefit greatly by investing in their education. Fair housing, property...

Duration:00:47:31