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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 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

Episode 139: Leveraging Technology to Efficiently Manage your Chicago Property Portfolio with Kerri Davis

5/5/2022
Looking for a user-friendly, innovative property management software? Today’s guest Kerri Davis dives deep into how her software Fortress can help you take your investment management to the next level. Kerri jumps right in by explaining the shortcomings of other management softwares and how Fortress addresses those concerns. She talks about when it makes sense for an investor to transition to management software and describes the typical workflow within the Fortress interface. Kerri proudly...

Duration:00:44:44

Episode 138: Straight Up Tues Tip 28 - Mike Scanlon Talks Through How He Sourced An Off Market Househack Deal

5/3/2022
Mike Scanlon walks us through the numbers, rationale, and challenges of a recent househack in Elgin. Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Mike Scanlon from The Axon Group (EXP Realty) ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Duration:00:14:40

Episode 137: Revitalizing Chicago’s Bronzeville Neighborhood via a $4 Billion Dollar Development with Morgan Malone

4/28/2022
Ever wonder what goes into planning a multi-billion dollar equitable development and how those principles can be applied to your investing? Morgan Malone joins us to break down how this can be accomplished while maintaining the character of a neighborhood. Morgan provides a history of the Bronzeville Lakefront Planned Development and a behind-the-scenes look into overcoming challenges associated with planning such a large-scale development. Morgan explains the multiple parties involved in...

Duration:01:01:29

Episode 136: From Failed Chicago Flip to a $90M in Multifamily Portfolio with John Casmon

4/21/2022
Return guest (Episode 15) John Casmon drops in to share golden nuggets on how he separates himself from the competition in this tight market! John starts off by reminding us of his humble real estate beginnings which came via a house hack in the North Center neighborhood of Chicago. He explains how his flipping experience helped propel his growth despite facing adversity. John provides tips on how investors can create opportunities and separate themselves from their competition in this...

Duration:00:58:41

Episode 135: Straight Up Tuesday Tip 27 - Jake Parker and Andy Friedman Answer "What is a Condo Deconversion and How Can Investors Benefit From Purchasing a Deconversion Opportunity?"

4/19/2022
What is a condo deconversion and how can investors benefit from purchasing a deconversion opportunity? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Jake Parker & Andy Friedman from Kiser Group ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Duration:00:13:32

Episode 134: Building Affordable Housing Through Modular Construction in Chicago with Josh Braun

4/14/2022
Interested in Modular Housing? Josh Braun explains modular housing and how he’s been able to be a pioneer in Chicago Modular Housing Construction. Josh starts off by talking about his start in real estate and his early interactions with the City’s Building Department. He discusses the specs of his different finished products and lessons learned that have helped him evolve his business. Josh shares how he was able to be a pioneer in Chicago’s modular construction housing space. He closes by...

Duration:00:57:02

Episode 133: Leveraging Your IRA to Fund Your Chicago Real Estate Investments with Adam Sypniewski

4/7/2022
Did you know that you can raise or deploy funds found in IRAs to invest in Real Estate? Adam Sypniewski joins us to break down how this can be accomplished. Adam kicks things off by defining an IRA and explaining the limitations when withdrawing IRA funds. He dives into the different ways investors can leverage their IRA funds or someone else’s funds to invest in real estate. Adam talks about rules and regulations along with things to consider when using IRA funds in partnerships. He closes...

Duration:00:46:37

Episode 132: Straight Up Tuesday Tip 26 - Jake Fugman Answers How to Break Down a 3-Unit Househack in Hermosa

4/5/2022
Jake Fugman walks us through the numbers, rationale, and challenges of a recent househack in Hermosa that our listeners can learn from. Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Jake Fugman, The Axon Group (EXP Realty) ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Duration:00:16:04

Episode 131: From Immigrant to Thriving Chicago Real Estate Broker Via the Power of Marketing with Aram Ghazaryan

3/31/2022
Want to know how to take your real estate marketing to the next level to grow your business? Our guest Aram Ghazaryan provides insight on how to differentiate yourself from your competition! Aram explains his tremendous story of how he got into real estate at the young age of 21 and methods used to achieve great success after 5 years in the business! He shares how to consistently put out engaging social media content and the importance of connecting with followers on an emotional level. He...

Duration:00:51:45

Episode 130: Chicago Mortgage Lending in this Inflationary Environment with Chris Puleo

3/24/2022
Return guest Chris Puleo drops in to share a lending market update! Chris starts off by commenting on the volatility in the market and looks back on how the pandemic shaped what is happening today. He explains “bait and switch” and the questions you should be asking your mortgage lender. Chris dives deep into the different loan programs available in today’s market. Chris also delivers Chicago-specific advice on how to navigate the loan process when dealing with non-conforming units! If you...

Duration:00:50:18

Episode 129: Straight Up Tuesday Tip 25 - Ron Plonis and Jeff Leibovich Answer "What are the Many Factors Investors Must Consider if they are Looking to Sell in This Hot Market?

3/22/2022
What are the many factors investors must consider if they are looking to sell in this hot market? (And buyers need to know this info as well!) Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Ron Plonis & Jeff Leibovich from Kiser Group ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Duration:00:13:46

Episode 128: How to Successfully Deconvert Chicago Condos, With Sean Connelly

3/17/2022
Ever wonder what it takes to convert a condo building into rental apartments? Sean Connelly of 33 Realty explains the ins and outs of deconverting condos as an investment strategy. Sean starts by defining basic terms and the strategy associated with deconverting condos. He then dives into the more technical aspects of underwriting and handling negotiations with owners and associations. Sean closes out the episode by forecasting the future of condo deconversions in Chicago and explains why...

Duration:00:46:40

Episode 127: Scaling From W2 Employee to over 1,400 Units in Chicago’s South Side with David Pezzola

3/10/2022
Think it’s possible to scale to 80 rental units while working a W2 job? We know it sounds tough, but our guest David Pezzola explains how he did that and then continued on to build a massive portfolio! David shares insights on how was able to grow and manage his large portfolio while having his W2 job. He then talks about his post W2 investment journey including his acquisition strategy and lessons learned. David closes out with why Chicago is the “mutual fund” of cities and why he...

Duration:01:00:42

Episode 126: Straight Up Tuesday Tip 24 - Danny Mantis and Matt Halper Answer "How is inflation effecting the Chicagoland market?"

3/8/2022
How is inflation affecting the Chicagoland market? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Danny Mantis & Matt Halper from Kiser Group ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Duration:00:10:21

Episode 125: How Aldermen Effect Zoning and Development in Chicago with Nicholas Katsafados

3/3/2022
Thought about taking down a mixed-use building to improve your neighborhood’s streetscape? Not sure where to start? Our guest Nicholas Katsafados explains how he found a niche in mixed-use buildings and what other things he is doing to contribute to redevelopment in his neighborhood! Nicholas provides insight on how investing in mixed-use buildings differs from other types of buildings. He talks about neighborhoods and Wards along with the political implications. Nicholas elaborates on the...

Duration:00:53:02

Episode 124: Scaling Your Real Estate Business in Chicago with Aaron Galvin

2/24/2022
Wondering who is partnering with big developers to sell and lease their finished product? Our guest Aaron Galvin explains how his company is capturing a large market share in this space! Aaron provides insight on how his company’s focus on people and relationships has led to tremendous growth. He talks about the mistakes he made while growing his business and how he had to learn to “elevate and delegate”. Aaron elaborates on the importance of building a team that is aligned in its core...

Duration:00:54:07

Episode 123: Straight Up Tuesday Tip 23 - Rosario Terracciano Answers "What should buyers expect in 2022?"

2/22/2022
What should buyers expect in 2022? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Rosario Terracciano from Clickinvest Link: AttomData.com ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Duration:00:11:58

Episode 122: A Case Study on Three Chicagoland Deals in a Low-Inventory Environment with John Warren

2/17/2022
Can’t find a deal in this Chicago Real Estate Market? You are not alone! John Warren of Presto Properties joins us to discuss how he acquired his 3 most recent properties. John discusses properties he purchased in Bellwood, Albany Park, and Cicero. He shares how he acquired each deal, the strategy implemented, the nuances, and lessons learned. While breaking down the deals, John elaborates on partnerships, stabilized vs. value-add properties, and how he is growing his team to continue to...

Duration:00:51:30