show episodes
 
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 importa ...
 
There are a lot of real estate podcasts out there, most of which focusing on the residential fix and flips or wholesaling, but Kevin Bupp believes there's a smarter way to build long term cash flow and generational wealth. On the Real Estate Investing For Cash Flow podcast, you'll learn firsthand how the most successful commercial real estate investors in the world have learned to leverage their multifamily and commercial properties to create a steady stream of passive income. We'll spend ti ...
 
The Mobile Home Park Investors Podcast is the world’s first podcast dedicated to mobile home park investing. This weekly podcast explains the intricacies of this unique real estate niche and details why an investor would want to own a mobile home park, either directly or through a real estate fund. Current manufactured housing community owners will find this podcast helpful in improving their mobile home park’s operations and profitability. The Podcast is hosted by Jefferson Lilly and Brad J ...
 
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show series
 
What does Chicago look like from an economist’ perspective and why should investors care? Today, Dr. Joseph Pagliari explains some of his economic thesis related to Illinois’ long term fiscal issues that are top of mind for so many investors. He provides options Illinois might have to address these issues, but are they specific to only Chicago or a…
 
What are some common mistakes that cause investors to overpay for an investment property? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Rosario Terracciano | ClickInvest ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.…
 
Brent Sprenkle is a real estate expert and senior managing director at Berkadia. Berkadia is a leader in the commercial real estate industry, offering a robust suite of services to the multifamily and commercial property industry. Berkadia was formed in 2009 as a joint venture of Berkshire Hathaway and Leucadia National Corporation (now Jefferies F…
 
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 one of Real Estate’s greatest benefits, and there is a way to maximize that benefit immediately. Cost Seg Kev is here today to explain what cost segregation is and how it can be used to offset …
 
Gene Trowbridge is a nationally recognized securities attorney. Gene has been in the commercial and investment real estate business continuously since 1972 and in the legal profession since 1996.  He is a member of the California Bar. And as the founding partner of Trowbridge Law Group LLP, Gene’s law practice concentrates on the syndication of com…
 
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 investment properties. In today’s episode, Gloria gives some insight on what it takes to win deals in a competitive market that go past just offering more money; breakdowns of different neighbo…
 
Mike Conlon is CEO and majority owner of Affordable Communities Group (ACG), LLC based in Cary, NC. ACG currently owns 22 manufactured home communities totaling 4,000+ spaces in Alabama, Georgia, Florida, Maryland, North Carolina, Ohio, and West Virginia with a market value exceeding $110 million. Mike has also bought, rehabbed, and sold 20 mobile …
 
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 the Chicago Association of Realtors is one of those people on the front lines. Not everyone knows the role of CAR, so Kris explains what they do and his role in the machine as well as other g…
 
Tom Burns is a surgeon and Real Estate Investment Expert. Tom is an orthopedic surgeon in Austin, Texas. He is a graduate of the University of Texas at Austin and Southwestern Medical School in Dallas. He received sports medicine training at the prestigious Steadman Hawkins Fellowship in Vail, Colorado and he is a physician for the United States Sk…
 
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 in Illinois, it offers a wide variety of housing options and investment strategies. Broker and investor, Mike Zwemke, takes us through his experiences of getting started and scaling in the ar…
 
Donna Serdula is the creator of LinkedIn-Makeover.com and one of the most sought out LinkedIn experts. Donna pioneered the concept of LinkedIn profile optimization and is the author of LinkedIn Profile Optimization for Dummies. Through her Website, LinkedIn-Makeover.com, Donna and her team of over 20 writers, help thousands of LinkedIn users strate…
 
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 episode she shares her journey of emigrating from communist Romania to truly experiencing the American Dream through real estate. She addresses several hot topic items including early mistakes,…
 
Darin Garman is the president of Heartland Investment Group. Darin is a published author, former bank owner, and currently owns and manages a $50+ million-dollar portfolio. He is widely recognized as one of America’s top “Go to Guys” for all things multi-family investing. His experience spans more than 30 years and is hyper-focused on investments i…
 
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. Listen in as we address the entire workflow from screening the applicants, to the move in, and everything that happens in between. Section 8 can be a great investment strategy, but it’s imperativ…
 
Dick Anagnost is the president and CEO of Anagnost Investment Group. Dick has been recognized as a transformational leader and a dynamic force in the ongoing renaissance of Manchester, New Hampshire as he continues on his mission to revitalize the state’s largest city and change its skyline. Dick has over 40 years of demonstrated achievements in in…
 
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 table. Aaron Zimmerman, a Chicago investor and CPA, provides great insights into how to best work with a CPA, the importance of maintaining good records, overlooked deductions, and proactive …
 
Thomas Jorglewich is the president and CEO of Toben Partners. Toben partners is a Christian centered real estate investment and management company guided by Biblical principles and a servant’s heart. They specialize in strip and neighborhood shopping centers ranging from 10,000 to 50,000 square feet in size. Quotes: “I’m in the mode now where I’m t…
 
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 foundational knowledge of the industry. John has since transformed this knowledge into a substantial portfolio of multifamily buildings on the Northside. John explains how he plans for the lo…
 
Philip Morgan is the CEO of the Morgan Group. As Chief Executive Officer, Philip is responsible for leading MORGAN's strategic planning and growth across all business activities, including development, acquisitions, construction, and property management. Since joining MORGAN, Philip has been involved in the development and acquisitions of over 7,00…
 
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. Andrew explains his incredible journey, from his early days as a hustling agent, to how he structured his first few investment deals. Andrew dives into specifics on how he finds deals, what attrib…
 
Spencer Cullor is a multifamily investor and syndicator. Spencer holds expertise in commercial, multifamily, and residential real estate.  He also spent several years as a homebuilder before moving over to the investment side.  Using his skills in project management, capital raising, financial analysis, construction, and contract management, he has…
 
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 made about buying, working with contractors, estimating ARVs and leasing. He shares how he weathered the sub-prime crisis and emerged stronger - co-founding Clickinvest and ultimately repres…
 
Jay Several is a real estate investor and developer. Jay is the Principal of Several Properties Group, a Cherry Hill, NJ-based developer and asset manager of value-add retail properties. Several Properties develops and manages properties in Pennsylvania, New Jersey, and New York. Jay is involved in every aspect of the development process for each p…
 
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 give up your current career. David Shifrin wanted a way to marry his professional career as a plastic surgeon to his interests in becoming a real estate investor. This path led him to Motor R…
 
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 and breaks it down for you today. She’ll explain the different parties involved, what the criteria are and what you need to know before having the necessary conversations. Our hosts, Tom and…
 
Brian Carberry is the senior managing director and editor of apartment guide & rent.com. Brian has more than 15 years of experience as a content creator and award-winning journalist and is currently the senior managing editor of Apartment Guide and Rent.com. His work has been featured on CNN, Search Engine Land, Campaign Monitor, and a number of ot…
 
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 suburbs and he breaks down exactly what those markets are like; how they differ from Chicago; and how they differ from each other. Following the post-war boom, cheaper access to cars, and the de…
 
Kyle Herring is a public adjuster and partner at Strategic Claims Consultants. Kyle has nearly 2 decades of experience as a public adjuster and has worked on major disasters across the country. This is one of those topics that a lot of investors don’t think about until disaster strikes. I think we can all agree, owning investment property is a grea…
 
For over 35 years, Jack Crane has been providing expertise on financing the acquisition and rehabilitation of commercial real estate. The majority of those years have been spent as Sr. VP of lending at CIC where he is responsible for carrying out the mission to be a leading force in both neighborhood revitalization and affordable housing. From lend…
 
Adrian Washington is the CEO and founder of the neighborhood development company. Adrian has more than 30 years of experience in urban real estate development, construction, and management.  Since founding NDC in 1999 he has led the development of over 1 million square feet of real estate in the Washington DC area with an active pipeline of another…
 
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, Chris has seen it all and explains a plethora of different popular products. With so much interest in househacking, of course we talk about the FHA product and calculating the self sufficiency…
 
Larry Lieberman is the president and founder of the Barrington Group. For more than 40 years, The Barrington Group's company philosophy has been to provide excellent quality maintenance service, good clean, well-manicured grounds, well-prepared apartments, friendly courteous professional staff members, and a genuine real concern for the health, saf…
 
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 early days of their relationship. Today, they tell their story from start to current day, diving into how they had all those hard conversations about deciding on the first location, getting on th…
 
Janine Yorio is head of the real estate group at Republic. Republic is a leading alternative investment platform open to all investors and has closed over $150 million in investments in 200+ companies throughout 100 countries. Republic is backed by both strategic capital partners and traditional venture capital firms including Binance and Passport …
 
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