Shows / Straight Up Chicago Investor
Straight Up Chicago Investor
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…
Episodes
Straight Up Chicago InvestorEpisode 132: Straight Up Tuesday Tip 26 - Jake Fugman Answers How to Break Down a 3-Unit Househack in Hermosa
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…
- Straight Up Chicago Investor
Episode 131: From Immigrant to Thriving Chicago Real Estate Broker Via the Power of Marketing with Aram Ghazaryan
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…
- Straight Up Chicago Investor
Episode 130: Chicago Mortgage Lending in this Inflationary Environment with Chris Puleo
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…
- Straight Up Chicago Investor
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?
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…
- Straight Up Chicago Investor
Episode 128: How to Successfully Deconvert Chicago Condos, With Sean Connelly
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…
- Straight Up Chicago Investor
Episode 127: Scaling From W2 Employee to over 1,400 Units in Chicago's South Side with David Pezzola
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…
- Straight Up Chicago Investor
Episode 126: Straight Up Tuesday Tip 24 - Danny Mantis and Matt Halper Answer "How is inflation effecting the Chicagoland market?"
How is inflation affecting the Chicagoland market? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com…
- Straight Up Chicago Investor
Episode 125: How Aldermen Effect Zoning and Development in Chicago with Nicholas Katsafados
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…
- Straight Up Chicago Investor
Episode 124: Scaling Your Real Estate Business in Chicago with Aaron Galvin
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…
- Straight Up Chicago Investor
Episode 123: Straight Up Tuesday Tip 23 - Rosario Terracciano Answers "What should buyers expect in 2022?"
What should buyers expect in 2022? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Rosario…
- Straight Up Chicago Investor
Episode 122: A Case Study on Three Chicagoland Deals in a Low-Inventory Environment with John Warren
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…
- Straight Up Chicago Investor
Episode 121: Breaking Down Why Chicago Public Housing Failed with Professor Brad Hunt
Dr. Brad Hunt of Loyola University's Department of History joins the show to educate us on the complicated history of Chicago's Public Housing developments and…
- Straight Up Chicago Investor
Episode 120: Straight Up Tuesday Tip 22 - Perry Farella Answers "What are the new 2022 conventional and FHA loan limits?"
What are the new 2022 conventional and FHA loan limits? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
- Straight Up Chicago Investor
Episode 119: How Blockchain is Impacting Chicago Real Estate with Simon Enwia
Thinking about buying Real Estate or a Yacht in the Metaverse? Want to learn more about the Metaverse, Blockchain, and other innovations that will impact your…
- Straight Up Chicago Investor
Episode 118: From Derivatives Trading to Chicago Real Estate Investing and Brokering with Lawrence Dunning
New development strategies, hot Chicago areas, derivative financing trading, long-term holds, and an Englishman! This episode is packed with nuggets across the…
- Straight Up Chicago Investor
Episode 117: Straight Up Tuesday Tip 21 - Blake McCreight Answers "As a buyer, how can I find wholesalers, get them to work with me, and what should I expect throughout the process?"
As a buyer, how can I find wholesalers, get them to work with me, and what should I expect throughout the process? Connect with Mark and Tom…
- Straight Up Chicago Investor
Episode 116: CAA's Advocacy and Education for Chicagoland Housing Providers with Tom Benedetto
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…
- Straight Up Chicago Investor
Episode 115: The Current State of Chicago's Northside Real Estate Market with Managing Broker Brie Schmidt
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…
- Straight Up Chicago Investor
Episode 114: Straight Up Tuesday Tip 20 - Perry Farella Answers "How are lenders handling ADU requests from investors looking to add a legal unit to an existing property?"
How are lenders handling ADU requests from investors looking to add a legal unit to an existing property? Connect with Mark and Tom…
- Straight Up Chicago Investor
Episode 113: Refugee Tenant Placement in Chicago With World Relief Organization (WRO)
World Relief Organization (WRO) Chicagoland is a humanitarian organization whose focus is to aid refugees and immigrant families in finding housing and…
- Straight Up Chicago Investor
Episode 112: Spotting Chicago Development Trends and Opportunities with Chicago Cityscape's Casey Smagala and Steven Vance
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…
- Straight Up Chicago Investor
Episode 111: Straight Up Tuesday Tip 19 - Blake McCreight Answers "What is a wholesaler and as an investor why should I care?"
What is a wholesaler and as an investor why should I care? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
- Straight Up Chicago Investor
Episode 110: The Future of Real Estate with Neal Bawa
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…
- Straight Up Chicago Investor
Episode 109: How to Tackle Large Scale Developments in Chicago with Matt Katsaros
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…
- Straight Up Chicago Investor
Episode 108: Straight Up Tuesday Tip 18 - Perry Farella Answers "What closing costs and credits can I expect on my HUD statement?"
What closing costs and credits can I expect on my HUD statement? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
- Straight Up Chicago Investor
Episode 107: Lessons From a 300k Rehab on My Near West Side Househack with Alex Martinez
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…
- Straight Up Chicago Investor
Episode 106: Restoring Pilsen's Old World Architecture Since 1998 with Gordy Payne
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…
- Straight Up Chicago Investor
Episode 105: Straight Up Tuesday Tip 17 - Sharad Mehta Answers "What are tactical steps to follow when sending, responding, and tracking mailers?"
What are tactical steps to follow when sending, responding, and tracking mailers? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
- Straight Up Chicago Investor
Episode 104: From Unpaid Intern to Running the City of Chicago's Building Department
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…
- Straight Up Chicago Investor
Episode 103: How to Handle Mold in Chicago with Greg Bukowski and Devin Renberg
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…
- Straight Up Chicago Investor
Episode 102: Straight Up Tuesday Tip 16 - Sharad Mehta Answers "How do I pull information and begin a direct mailing campaign?"
How do I pull information and begin a direct mailing campaign? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
- Straight Up Chicago Investor
Episode 101: Investing in Will County: Mokena, Frankfort, and New Lenox with Jason Marcordes
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…
- Straight Up Chicago Investor
Episode 100: A Group of Straight Up Chicago Investors Celebrate The Live Recording of Episode 100
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…
- Straight Up Chicago Investor
Episode 99: Straight Up Tuesday Tip 15 - Jared Kott Answers "What are some tips on how to best screen workforce housing tenants?"
What are some tips on how to best screen workforce housing tenants? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
- Straight Up Chicago Investor
Episode 98: What is Happening to Chicago Property Taxes?
As this episode airs, several of the Chicago townships have already been reassessed, leaving many owners with an unpleasant increase in property taxes…
- Straight Up Chicago Investor
Episode 97: Chicago Permits and Zoning 101 with Samuel Pavlovcik
Samuel Pavlovcik is a distinguished self-certified architect who specializes in working with investors in Chicago and the surrounding villages and suburbs…
Straight Up Chicago InvestorEpisode 96: Straight-Up Tuesday Tip 14 - Jared Kott Answers "How can I successfully operate properties in C/D areas?"
How can I successfully operate properties in C/D areas? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
- Straight Up Chicago Investor
Episode 95: Navigating the Ins and Outs of Affordable Housing
After being routinely recognized as a successful multifamily broker, Kyle Shoemaker set out to create a rare brokerage that focuses solely on affordable…
- Straight Up Chicago Investor
Episode 94: CICs New Leader Takes Chicago Housing To New Level
The Community Investment Corp, or the CIC, has been a stalwart in Chicago since the 1970s and has reinvented the way owners can create affordable housing units…
- Straight Up Chicago Investor
Episode 93: Straight-Up Tuesday Tip 13 - Sharad Mehta Answers "How do I leverage processes and automation to scale my REI business?"
How do I leverage processes and automation to scale my REI business? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
- Straight Up Chicago Investor
Episode 92: From Student/Tenant to 1,200 Units in Hyde Park
What's your unit goal? Is it 20...maybe 50? Well today's guest explains how his company amassed 1200 units solely in Hyde Park, (not including their north side…
- Straight Up Chicago Investor
Episode 91: It's Your Team That Will Make You Millions in Chicago - Brian Lignelli Knows From Experience
You cannot grow without adequate funding. When it comes to private funds, there are so many questions asked as a new investor. Brian Lignelli takes the time…
- Straight Up Chicago Investor
Episode 90: Straight-Up Tuesday Tip 12 - Eric Workman Answers "What factors go into determining commercial financing?"
What factors go into determining commercial financing? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
- Straight Up Chicago Investor
Episode 89: My Tenants Stole My Car; The Chicago House Hack from Hell with Joey Pochinskas
In episode 85, David Geen said househacking is the Stephen Curry cheat code of real estate. Many folks agree and have leveraged this strategy to kick off…
- Straight Up Chicago Investor
Episode 88: You Can't Get Any More Chicago Than This - First-Generation American Sal Becovic and his 2,000 Rogers Park Units
Like many families in Chicago, Sal's family came from the old world and settled in a turbulent part of the city at a turbulent time. As he's now standing on…
- Straight Up Chicago Investor
Episode 87: Straight Up Tuesday Tip 11 - Eric Workman Answers "What steps can I take to maximize my appraisal?"
What steps can I take to maximize my appraisal? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com…
- Straight Up Chicago Investor
Episode 86: Self Storage - No Toilets or Tenants - with Chicag Expert Fernando Angelucci
Fernando Angelucci has spent the last decade becoming one of the largest wholesalers in the Chicagoland area. Fernando successfully scaled his wholesaling…
- Straight Up Chicago Investor
Episode 85: Bigger Pockets Host and Expert Investor David Greene Visits Straight Up Chicago Investor
Nationally-recognized real estate rockstar David Greene of Bigger Pockets and Keller Williams holds nothing back! David provides his thoughts on the BRRRR…
- Straight Up Chicago Investor
Episode 84: Straight Up Tuesday Tip 10 - John Warren Answers "How can I put my best foot forward when making offers and how can I show experienced agents that I am serious?"
How can I put my best foot forward when making offers and how can I show experienced agents that I am serious? Connect with Mark and Tom…
- Straight Up Chicago Investor
Episode 83: How to Acquire, Fund, and Develop Distressed Properties in Chicago
Malcolm Gladwell popularized the idea that it takes 10,000 hours to master something. Well, if that's the case, Mike Olszewski has likely mastered his craft…
- Straight Up Chicago Investor
Episode 82: Flipping Houses in Chicago's Northwest Side
Knowing a couple neighborhoods intimately is better than a hundred superficially. That's exactly what the Property People did in Chicago's northwest…
- Straight Up Chicago Investor
Episode 81: Straight Up Tuesday Tip 9 - Rosario Terracciano Answers "What is ClickInvest and why should I care?"
What is ClickInvest and why should I care? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest…
- Straight Up Chicago Investor
Episode 80: Real Estate Investing 101 in Naperville with Josh Mitchell
From the downtown riverwalk, to larger lots and Suburban living, Naperville is a diverse market drenched with opportunity. Today's guest, Josh Mitchell, has…
- Straight Up Chicago Investor
Episode 79: "I Got A Guy" - Keys to Building a Strong Chicago Network with Gary Davidson
All the nuggets you've learned from previous episodes won't add up to squat if you do not have the appropriate team in place. So how do you build that…
- Straight Up Chicago Investor
Episode 78: Straight Up Tuesday Tip 8 - Chance Badertscher Answers "What are the steps and my responsibilities as an investor to get from attorney review to the closing table?"
What are the steps and my responsibilities as an investor to get from attorney review to the closing table? Connect with Mark and Tom…
- Straight Up Chicago Investor
Episode 77: Screening, Operating, And Understanding Chicago's West Side
Roman Viere manages and operates over 900 apartment units, and the majority of these units are in Austin. Austin is geographically Chicago's largest…
- Straight Up Chicago Investor
Episode 76: Big Business Processes Make a Powerful Small Business with Jonathan Klemm
Like many real estate professionals, Jonathan Klemm transitioned from a W-2; what is remarkable about him is his background working with Walsh Construction…
- Straight Up Chicago Investor
Episode 75: Straight Up Tuesday Tip 7 - Rosario Terracciano Answers "What are proactive steps to ensure I'm ready to pull the trigger when the right property presents itself?"
What are proactive steps to ensure I'm ready to pull the trigger when the right property presents itself? Connect with Mark and Tom…
- Straight Up Chicago Investor
Episode 74: Investing for Intergenerational Wealth in Evanston with Jaimie Steinher of Essex Realty
With the Lake, a world-class University, and a plethora of transportation, Evanston is an extremely attractive and diverse marketplace for many investors…
- Straight Up Chicago Investor
Episode 73: Understanding the Cost and Maintenance of Chicago Porches with Mr. Porch
For many Chicagoans, the porch has been the focal point of countless memorable times. Since Covid, the importance of "outdoor spaces" in real estate has…