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CHICAGO'S #1 REAL ESTATE INVESTING PODCAST


Straight Up Chicago Investor Podcast Episode 198 Part 2: 2023 Tax Strategies for Chicagoland Real Es...

Tax planning is a crucial aspect of real estate investing that can significantly impact your bottom line. To provide insight into optimal tax planning, Michael Procaccio, a tax advisor and Chicagoland investor, joins this podcast episode.Michael begins by discussing his accounting career and how he became involved in investing in franchises. He then goes on to explain the latest changes to the tax code that investors can take advantage ...

Straight Up Chicago Investor Podcast Episode 198: 2023 Tax Strategies for Chicagoland Real Estate In...

Tax season can often be a stressful time for many individuals, but with the right planning and advice, it can also be a time to increase your bottom line. This is where Michael Procaccio, a tax advisor and Chicagoland investor, comes in to provide his insightful expertise on optimal tax planning.In this full episode video, Michael delves deep into the world of tax planning and highlights the different strategies individuals can use to m...

Straight Up Chicago Investor Podcast Episode 197: Four Mistakes To Avoid When Underwriting Multifami...

Multifamily property underwriting can be a complex process with many factors to consider. As an underwriter, it's important to be aware of common mistakes that can lead to inaccurate valuations or inefficient use of time and resources. Here are four mistakes to avoid when underwriting multifamily properties:1. Relying too heavily on historical data2. Overlooking physical and operational risks3. Ignoring environmental factors4. Under...

Straight Up Chicago Investor Podcast Episode 196: Going A-to-Z on a Sight Unseen Purchase and Gut Re...

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Are you considering buying a multifamily building without physically seeing it? John Warren’s experience with his purchase and gut renovation in Cicero can give you an insight into what to expect.Underwriting and estimating rehab costs are the very first steps in making an offer. John Warren shares that it’s important to factor in the potential costs and risks involved in such a purchase. Once the purchase is made, a Cicero ...

Straight Up Chicago Investor Podcast Episode 196: Going A-to-Z on a Sight Unseen Purchase and Gut Re...

Are you considering buying a multifamily building without physically seeing it? John Warren’s experience with his purchase and gut renovation in Cicero can give you an insight into what to expect.Underwriting and estimating rehab costs are the very first steps in making an offer. John Warren shares that it’s important to factor in the potential costs and risks involved in such a purchase. Once the purchase is made, a Cicero ...

Straight Up Chicago Investor Podcast Episode 195: Building $300k in Networth Through House Hacking (...

Victoria Barkate joins us to discuss how she has quickly scaled her rental property portfolio as a W2 employee!Victoria starts by explaining her decision to move to Chicago specifically to invest in real estate. She talks about how she decided which neighborhoods to invest in and how she has utilized partnerships to scale She dives into the ins-and-outs of her first couple house hacks including things that went well and challenges she f...

Straight Up Chicago Investor Podcast Episode 194: Understanding Chicago Garages W/Vince Sliwa

The Straight Up Chicago Investor Podcast is back with another great episode, this time focusing on understanding Chicago garages with Vince Sliwa. In Episode 194, Vince Sliwa dives deep into the factors investors should consider when deciding to invest in garages in the Chicago area. He covers topics like selecting the right location, doing your due diligence, and making sure you pick the right investment for you. Along with his ex...

Straight Up Chicago Investor Podcast Episode 193: The 2023 Guide to The Chicago Eviction Process wit...

Jessica Ryan, Head of KSN’s Landlord/Tenant Department, joins us to educate Chicago Landlords on the eviction process and best practices!Jessica begins by explaining the first step in the process; properly serving a 5-day notice. She talks about utilizing process servers for notices and summarizes the filing fees associated with an eviction. Jessica then gives a detailed breakdown of the phases of an eviction including time frames...

Straight Up Chicago Investor Podcast Episode 192: Scaling Up In Albany Park, Lincoln Square, and Ra...

Nick Yassan, President of Rany Management, grew up in a family of real estate investors and has been instrumental to growing his company’s real estate portfolio! Nick begins by explaining how he was involved in real estate from an early age and the competitive advantage that it has given him. He shares what the 2008 housing crash was like and how that impacted his real estate investing. Nick jumps into his investing philosoph...

Straight Up Chicago Investor Podcast Episode 191: Understanding Your Insurance Premium and Potentia...

Are you overwhelmed when you look at your rental property insurance premium? Do you have difficulty understanding what the costs are associated with? If so, you’re not alone. Many people struggle to comprehend the various components of their insurance premium. In this blog post, we’ll explore your insurance premium, so you can better understand what goes into your premium and what you should be looking out for as an investor...
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