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 72: Straight Up Tuesday Tip 6 - John Warren Answers "What are some common mistakes I can look to avoid when calculating my after repair value and proposed rents?"
What are some common mistakes I can look to avoid when calculating my after repair value and proposed rents? Connect with Mark and Tom…
Straight Up Chicago InvestorEpisode 71: The Illinois REALTORS' Advocacy for Housing Providers and Why Chicagoland Investors Should Care
We all know about the numerous laws either being proposed or already enacted affecting housing providers and investors. Groups like the Illinois Realtors…
Straight Up Chicago InvestorEpisode 70: What's Around the Corner in the Chicago Real Estate Market with Ryan Smith
Ryan Smith is not an optimist, but a realist. With a stark numbers-based opinion, Ryan provides his thoughts on Chicago's housing market, the strength and the…
Straight Up Chicago InvestorEpisode 69: Straight Up Tuesday Tip 5 - Rosario Terracciano Answers "How can I make my offer more attractive in this hot market?"
How can I make my offer more attractive in this hot market? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 68: Chicago MultiFamily Apartment Investing With Lee Kiser
Lee Kiser is the co-founder of Kiser Group, a member of the Forbes Real Estate Council, and a wealth of knowledge in the Chicago market (and a local…
Straight Up Chicago InvestorEpisode 67: Chicagoland Rehab Financing Without Using Hard Money or 203k Loans
Possibly the biggest consideration when taking on a rehab project is how to finance the deal. We've all considered hard money, FHA has their 203K loan program…
Straight Up Chicago InvestorEpisode 66: Straight-Up Tuesday Tip 4 - Eric Workman Answers "Besides rate and term, what other items I should ask about when talking to different lenders?"
Besides rate and term, what other items I should ask about when talking to different lenders? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email…
Straight Up Chicago InvestorEpisode 65: Figuring Out the Short Sale Process and Other Non-Traditional Closes with Gina Diaz
One of the most important team members that real estate investors rely on is their attorney. Not all closings are created equal and Gina Diaz explains some of…
Straight Up Chicago InvestorEpisode 64: King of Chicagoland; Easy Makes You Soft
With nearly 30 years of experience as a broker, Frank Montro, the King of Chicagoland, shares his reflections on how the industry has changed from the early…
Straight Up Chicago InvestorEpisode 63: Straight-Up Tuesday Tip 3 - Chance Badertscher Answers "What are some items I should look out for during Attorney Review?"
What are some items I should look out for during Attorney Review? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 62: How a Single Mom Created A Real Estate Empire Across Chicagoland
Be honest with yourself...how many excuses do you tell yourself? Farrah Ali was a single mom in debt, working full time, but did not let that deter her from…
Straight Up Chicago InvestorEpisode 61: Understanding the Economics and Risks of Chicago's Pension Crisis
What does Chicago look like from an economist' perspective and why should investors care? Today, Dr. Joseph Pagliari explains some of his economic thesis…
Straight Up Chicago InvestorEpisode 60: Straight-Up Tuesday Tip 2 - Rosario Terracciano Answers "What are some common mistakes that cause investors to overpay for an investment property?"
What are some common mistakes that cause investors to overpay for an investment property? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the…
Straight Up Chicago InvestorEpisode 59: Chicago's Very Own Cost Segregation Expert - Kevin Cawley
The word "taxes" inspires fear from all types of investors, but especially in Chicago. From income tax, to property tax, we're paying a lot. Depreciation is…
Straight Up Chicago InvestorEpisode 58: Multi Family Investing in Chicago's Northwest Side with Gloria Weikert
One of the most important allies to an investor is the broker they work with. Gloria Weikert runs the X-Plus team and has a specialty in helping clients buy…
Straight Up Chicago InvestorEpisode 57: Straight-Up Tuesday Tip 1 - Eric Workman Answers "How does an acquisition lender structure my financing when I'm looking to flip a property?"
How does an acquisition lender structure my financing when I'm looking to flip a property? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the…
Straight Up Chicago InvestorEpisode 56: Fighting for Good Chicago Housing Policy with Kris Anderson
Chicago is known for complex and restrictive landlord and tenant policies, but there are dozens of people fighting for change and protection. Kris Anderson of…
Straight Up Chicago InvestorEpisode 55: Understanding The Diverse Opportunities and Multiple Pockets of Elgin
Elgin has a long history of being one of the most significant cities located just outside of Chicago. Spanning two counties and one of the largest populations…
Straight Up Chicago InvestorEpisode 54: Traveling West of the West Loop, and Other Areas of Chicago that Top Producing Agent Lumi Ispas Shares is Bullish On
Lumi Ispas has been a determined and successful investor, broker, and coach in Chicago for two decades. She's lost it all and gained it all back. In today's…
Straight Up Chicago InvestorEpisode 53: CHA Section 8 Roundtable - Part 1
Many fear what they don't understand. That's exactly why we put together this round table discussion with two other great CHA section 8 property managers…
Straight Up Chicago InvestorEpisode 52: Saving Thousands of Dollars With the Appropriate Tax Strategy and Deductions
It's March and taxes are top of mind! However, by only reactively focusing on taxes during this one part of the year, you are potentially leaving money on the…
Straight Up Chicago InvestorEpisode 51: Becoming "Brick Rich" on the Northside; Owning 74 Doors by Age 29
Would you trade salary for knowledge? John Westbrook spent time straight out of college working for one of Chicago's largest property managers to build-up his…
Straight Up Chicago InvestorEpisode 50: Building a Chicago Empire with Andrew Holmes
For our 50th episode we thought we'd give everyone a special treat... Andrew Holmes is one of the most well-known names in Chicago Real Estate Investing…
Straight Up Chicago InvestorEpisode 49: Moving Fast and Weathering Storms with Investor and ClickInvest Co-Founder Rosario Terracciano
For the past 15+ years, Rosario Terracciano has been cutting his teeth with a lot of hard learned lessons. In today's episode, he shares some early mistakes he…
Straight Up Chicago InvestorEpisode 48: The Doctor of Motor Row - David Shifrin
For everyone working a W2 job, our guest today, David Shifrin, is a great example of how to incorporate real estate into your long-term plan without having to…
Straight Up Chicago InvestorEpisode 47: Building Generational Wealth Through 1031 Exchanges with Lauren Speidel
The term "1031 Exchange" is ubiquitous, but do you really know what it is or how to even engage in one? Lauren Speidel of Exeter1031 is a subject matter expert…
Straight Up Chicago InvestorEpisode 46: Why Invest in Smaller Multifamily Properties in the North and Northwest Suburbs of Cook County - Anthony Citriglia
Chicagoland is an enormous market with a ton of sub markets. Anthony Citriglia of Essex Realty's submarket covers many of the near north and near northwest…
Straight Up Chicago InvestorEpisode 45: Community Investment Corporation (CIC) - Chicago's Non for Profit Lender, with Jack Crane
For over 35 years, Jack Crane has been providing expertise on financing the acquisition and rehabilitation of commercial real estate. The majority of those…
Straight Up Chicago InvestorEpisode 44: Understanding The Intricacies of Various Mortgage Products With Chris Puleo
How many ways are there to finance buying a property? Way more than I'm aware of which is why our guest Chris Puleo is here. With his robust 20+ year career…
Straight Up Chicago InvestorEpisode 43: Househacking, Scaling, and Large Multifamily Deals With one of Chicago's Best Power Couples
Have you ever looked at your significant other and wanted to build an empire with them? That's exactly what Nicky and RJ De Leon have been doing since the…
Straight Up Chicago InvestorEpisode 42: Understanding Both the Updated RTLO and ADU Ordinance with Bob Floss
In today's episode, attorney Bob Floss dives further into the current RLTO ordinances and how the proposed ordinance affects investors, landlords, and tenants…
Straight Up Chicago InvestorEpisode 41: What We Learned in 2020 and What's On the Docket for SUCI
As we wrap up 2020, a huge thank you to all our listeners and active participants that have helped transform this podcast from a simple idea of sharing…
Straight Up Chicago InvestorEpisode 40: Navigating Chicago's Eviction Process with Tom Raleigh
Tom Raleigh, of Halsted Law Group, breaks down the current environment for landlords as it relates to the eviction process. COVID has shaken things up, and…
Straight Up Chicago InvestorEpisode 39: Scaling a Multi-Million Dollar Real Estate Business in Chicago
In today's episode, Sean Connolly talks about his not so usual journey of scaling to a multi- million dollar portfolio and the lessons and tools he's acquired…
Straight Up Chicago InvestorEpisode 38: Can't Find Deals on the MLS? The Cook County Land Bank has Hundreds of Distressed Properties Waiting for Investors
Are you looking for distressed deals? The Cook County Land Bank (CCLB) has plenty and they go right under most investor's noses! In today's episode, Rob Rose…
Straight Up Chicago InvestorEpisode 37: The NBOA - Your Ally and Voice as a Chicagoland Housing Provider
In today's episode, our guest Mike Glasser, President of the Neighborhood Builders Owner Alliance, explains how neighborhood housing provider advocacy groups…
Straight Up Chicago InvestorEpisode 36: Inaugural SUCI Thanksgiving Episode - What to be Thanking for in Chicago
First and foremost, a huge thank you to all our listeners! Please continue to be active members of our community and help spread the good word! This…
Straight Up Chicago InvestorEpisode 35: Diving into Belmont Cragin, North Austin, and the Northwest Side Building Coalition with Jon Womack
Jon Womack of Third City Properties has been investing in the Chicago market for four years focusing on the northwest neighborhoods of Belmont Cragin and North…
Straight Up Chicago InvestorEpisode 34: Hustling From a Househacker to over 40 Units in the Western Burbs in 2 Years!
With the right mindset, anything can be achieved. Shantanu Kamra is living proof, having moved to the US 8 years ago and Chicagoland just about 2 years ago…
Straight Up Chicago InvestorEpisode 33: Block by Block in Bronzeville and Kenwood with Ted Stratman
Are you interested in multifamily buildings in the southside of Chicago? Are you looking to know the ins and outs of Bronzeville along with some of its…
Straight Up Chicago InvestorEpisode 32: The Streets and Boulevards of Logan Square and Its Surrounding Neighborhoods with Luke Blahnik
Luke Blahnik of Flor Blahnik, is a true real estate entrepreneur (and owner of Avondale Bowl!). In this episode, Luke provides block by block insights…
Straight Up Chicago InvestorEpisode 31: Understanding and Appealing Property Taxes in Cook County
"You have to watch out for your property taxes," has been said in numerous episodes. On today's episode we bring a tax appeal expert to explain how to…
Straight Up Chicago InvestorEpisode 30: What You Need to Know to Successfully Invest in Aurora
In this week's episode, Sean Morrissey of Chicago Realty Group LLC breaks down investing in and around Aurora, focusing on the downtown redevelopment taking…
Straight Up Chicago InvestorEpisode 29: Revitalizing Pullman with Chicago Neighborhood Initiative (CNI)
Ciere Boatright is the VP of Real Estate and Inclusion at CNI and has managed the planning and development of over $350 Million in new investment in southside…
Straight Up Chicago InvestorEpisode 28: How to Buy Bank-Owned Properties in Chicago
There are over 125,000 RE/MAX agents in the US, and in 2019 not one of them sold more properties than REO expert Ryan Smith. That's right, our guest is #1 out…
Straight Up Chicago InvestorEpisode 27: Taking It Down to the Bricks in Pilsen and Little Village
Jason Marcordes, owner of Landmark Property Management, provides insight into how Pilsen has evolved and why he thinks it still has a runway for growth. Jason…
Straight Up Chicago InvestorEpisode 26: Neal Bawa's Thoughts on Chicago, Opportunity Zones, and Current Economic Conditions
Neal Bawa, the founder of Grocapitus, has built an immense empire of 3,000 units with nearly 40,000 students studying his data driven approach. On today's…
Straight Up Chicago InvestorEpisode 25: Out of State Investing Mistakes in the Chicago Market and How to Avoid Them with Kathy Fettke
Today's episode provides great insights for anyone investing in Chicago, specifically for those unfamiliar with the area. Author, coach, and entrepreneur Kathy…
Straight Up Chicago InvestorEpisode 24: The In's and Out's of Chicago Real Estate Transactions with Attorney Chance Badertscher
Chance Badertscher from Lavelle Law, specializes in Commercial and Residential real estate as well as business formation in and around Chicagoland. In this…
Straight Up Chicago InvestorEpisode 23: Breaking Down South Side Neighborhoods with Chicago's Highest Producing Broker, Noah Birk
Our guest today, Noah Birk, is the highest producing multi-family broker in Chicago since 2014. In this episode, Noah provides great hyper-local insights on…
Straight Up Chicago InvestorEpisode 22: Investing and Underwriting the Outer Northside with Matt Fritzshall
Matt Fritzshall is the President and Founder of Triton Realty Group with over 200MM in transactions under his belt. Matt was highly successful during the Logan…
Straight Up Chicago InvestorEpisode 21: Leveraging an Architect for Chicago Permits, Building Violations, & Nonconforming and Illegal Units, with Prashanth Mahakali
Prashanth Mahakali is the owner of PMPC Architecture firm here in Chicago and an active contributor to Bigger Pockets. He is also an investor and has built his…
Straight Up Chicago InvestorEpisode 20: Great Areas in Chicago To Purchase 2-4 Units with Jake Fugman
After selling a successful logistics company, and actively investing in real estate, Jake Fugman has carved a niche as a high-performing investor-friendly…
Straight Up Chicago InvestorEpisode 19: Top 10 Mistakes We See From Chicago Investors - with Eric Workman of Renovo Financial (Part 2)
Last week we got into the top ten mistakes borrowers make with Renovo Financial. This week, Eric Workman continues counting down the top 10 with numbers 5 all…
Straight Up Chicago InvestorEpisode 18: Top 10 Mistakes We See From Chicago Investors - with Brandon Moulton of Renovo Financial (Part 1)
You've heard their name tossed around on earlier episodes, and now we have Renovo Financial here to address some of the biggest mistakes they see when dealing…
Straight Up Chicago InvestorEpisode 17: Legal Pitfalls to Avoid As A Chicago Real Estate Investor - With Bibek Das
Local real estate and commercial litigator, Bibek Das, has spent the last 20+ years educating and protecting Chicagoland investors and landlords. In this…
Straight Up Chicago InvestorEpisode 16: Northside Property Manager/Investor Breaks Down Types of Investors and Receivership Opportunities
After a successful career in corporate finance, Eric took his skillset (which he originally honed at THE University of Illinois) and transitioned full-time…
Straight Up Chicago InvestorEpisode 15: From Househacking in North Center to $90M in Real Estate Holdings with John Casmon
John Casmon is a successful Chicago househacker turned syndicator and the founder of Casmon Capital Group. In addition, John hosts the Target Market Insights…
Straight Up Chicago InvestorEpisode 14: Multifamily Investing in the Southwest 'Burbs with Brian Kochendorfer
One doesn't accomplish $600,000,000 in real estate transactions without thoroughly understanding the ins and outs of the business and which neighborhoods are…
Straight Up Chicago InvestorEpisode 13: Consistent and Disciplined Action to Arrive at 70 Units in Dupage County with Ben Walhood
There's a reason Ben Walhood has already been a featured guest on numerous high-profile podcasts, including Bigger Pockets, The Best Ever Real Estate Podcast…