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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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Episode 43: Househacking, Scaling, and Large Multifamily Deals With one of Chicago’s Best Power Couples
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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…
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#305: Investing, Real Estate, and Cross-Pollinating Niches- with Janine Yorio
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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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Episode 42: Understanding Both the Updated RTLO and ADU Ordinance with Bob Floss
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In today’s episode, attorney Bob Floss dives further into the current RLTO ordinances and how the proposed ordinance affects investors, landlords, and tenants alike. With so much changing day to day, it can be challenging to keep track of best practice. This is why it’s necessary to have solid legal representation on your team when dealing with ten…
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#304: Investments, Recessions, Value-Adding, and More! -with Joe Muratore
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Joe Muratore is the co-CEO of Grace-ada Partners. Grace-ada is a commercial real estate investment firm that specializes in Large-Scale Value-Add Commercial Real Estate in California’s Central Valley. More specifically, Grace-ada focuses on Central Valley office buildings and shopping centers and currently has over $150 million in assets under owne…
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Episode 41: What We Learned in 2020 and What’s On the Docket for SUCI
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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 localized knowledge into its current state (which we view as a success). In this episode, Mark and Tom give a quick state of the union of the podcast and also dive into what they learned over 40 epi…
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#303: Asset Classes, Downticks, COVID Impacts, and More! -with Ajay and Manu Gupta
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Ajay and Manu Gupta are the CEOs and managing directors of Indus Communities. Indus was founded on a simple, yet powerful idea: to transform neighborhoods and lives. Since 2002 their team has been committed to making neighborhoods stronger and safer by revitalizing communities in the greater Houston area. As a family-owned business, we have made a …
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Episode 40: Navigating Chicago’s Eviction Process with Tom Raleigh
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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 understanding what you can and can’t do is more confusing than ever, so having an ally who understands the rules and will fight for you is paramount. Listen to our hosts ask Tom some FAQs about …
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#302: Mineral, Water, Solar, Wind, and Timber Assets- with Yoann Hispa
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Yoann Hispa is the CEO and co-founder of Landgate.com. LandGate is an open Property Rights Marketplace that provides free listings of mineral assets, wind, water, solar, timber, cell tower rights, and more. Prior to founding Landgate, Yoann was President of Optimix Energy Corp where he worked as COO for Private Investors, Private Equities, and smal…
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Episode 39: Scaling a Multi-Million Dollar Real Estate Business in Chicago
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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 over the past 8 years. Sean provides his advice on investing in certain southside markets as a new investor and if you’re not doing volume, why it’s so important to control your material cost…
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#301: Increasing Revenue, Transitioning to Large Assets, and Much More! - with Matt Faircloth
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Matt Faircloth is a Real Estate Investor and founder of the Derosa Group. Under Matt’s leadership, DeRosa has completed over 30 million in real estate transactions including apartments, mixed-use buildings, office buildings, fix and flips, and tax lien investments. Matt has extensive expertise in connecting passive investors to lucrative investmen…
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Episode 38: Can’t Find Deals on the MLS? The Cook County Land Bank has Hundreds of Distressed Properties Waiting for Investors
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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 provides an overview of the CCLB, a socially responsible wholesaler working with investors to turn dilapidated properties into newly remodeled homes. Rob describes CCLB’s acquisition process, …
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#300: Multifamily Investing, Partners, and So Much More! - with Mike Vann
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Mike’s early real estate experience comes from the family construction business where he worked his way through college and was able to gain the skills necessary to manage all aspects of construction and project management. After college, Mike entered the corporate world and has had a successful 20+ year career in Medical Sales with the last 15 yea…
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Episode 37: The NBOA - Your Ally and Voice as a Chicagoland Housing Provider
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In today’s episode, our guest Mike Glasser, President of the Neighborhood Builders Owner Alliance, explains how neighborhood housing provider advocacy groups are fighting for fair and lawful protection for investors in and around Chicago. Mike lays out the current advocacy campaign against the proposed CRTLO, the differences between the CRLTO and t…
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Real Estate Investing for Cash Flow with Kevin Bupp
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#299: Asset Classes, Collections, the Pandemic, and so much more! -with Charles Carillo
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This week’s episode of the Real Estate Investing for Cashflow Podcast features Charles Carillo. Charles Carillo is a licensed Florida real estate professional; an Eagle Scout and he first became a multifamily real estate investor in 2006. He is originally from a small town in Connecticut and moved to Florida in 2012. While he was growing up, his fa…
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Episode 36: Inaugural SUCI Thanksgiving Episode - What to be Thanking for in Chicago
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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 Thanksgiving, we want to take a quick moment to reflect on all the great things and opportunities we have in this great city of Chicago. A rich history, epic sports franchises, an extensive park networ…
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#298: Agriculture, Investing Abroad, Co-ops, and So Much More- with Evie Brooks
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This week’s episode of the Real Estate Investing for Cashflow Podcast features Evie Brooks. Evie is a Real Estate Investment Educator, Keynote Speaker, Investor, Coach, Mentor, Entrepreneur, and former Advanced Trainer for “Rich Dad Poor Dad”, who now specializes in “All Things Panama”, including real estate and organic agriculture investments. Wit…
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Episode 35: Diving into Belmont Cragin, North Austin, and the Northwest Side Building Coalition with Jon Womack
41:28
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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 Austin. Jon dives into what the investment landscape looks like in these areas, including tenant expectations of finishes and his general investment strategies. One of the key differentiator…
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#297: Visions, Growth Strategies, Sales During COVID, and Opportunities- with Jason Walter
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This week’s episode of the Real Estate Investing for Cashflow Podcast features Jason Walter. Jason has extensive experience in both land development and land brokerage. From 2003-2007 he headed acquisitions for land development projects totaling more than $300 Million in 31 different states. In 2007 Jason founded Carolina Land Realty and by 2012, J…
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Episode 34: Hustling From a Househacker to over 40 Units in the Western Burbs in 2 Years!
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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, he’s been able to scale his portfolio in the western suburbs to over 40 units. In today’s episode he talks about househacking, BRRRR strategy execution, and scaling into larger buildings. He al…
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Real Estate Investing for Cash Flow with Kevin Bupp
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#296: Setting Big Hairy Audacious Goals, Pandemic Positives, The Power of Family, and Much More – with Jason Yarusi
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This week’s episode of the Real Estate Investing for Cashflow Podcast features Jason Yarusi. Jason is the founder of Yarusi Holdings, a multifamily investment firm with over 800 units under management. The firm specializes in repositioning multifamily properties through operational efficiencies, moderate to extensive renovations, and complete rebra…
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Episode 33: Block by Block in Bronzeville and Kenwood with Ted Stratman
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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 adjacent neighborhoods? Ted Stratman is one of the leading brokers in Chicago and in this episode he lays out invaluable block by block knowledge - including what rents have done over the last twelv…
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#295: Real Estate Post COVID and the Future of Hospitality and Office Sectors – with Jillene Helman
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This week’s episode of the Real Estate Investing for Cashflow podcast features Jillene Helman. Jilliene is CEO and Co-Founder of RealtyMogul. She's responsible for the company’s strategic direction and operations. Jilliene has underwritten over $5 billion of real estate and was previously a Vice President at Union Bank, where she spent time in Weal…
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Episode 32: The Streets and Boulevards of Logan Square and Its Surrounding Neighborhoods with Luke Blahnik
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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 investors need to know to successfully invest in Logan Square. He explains what attracted him to the area as well as the future prospects for growth despite the massive run up over the past 10 years.…
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Real Estate Investing for Cash Flow with Kevin Bupp
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#294: How to Leverage Commercial Real Estate Investments to Get You Out of Your Dreaded W2 Job – with Brian Hamrick
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This week's episode of the Real Estate Investing for Cashflow Podcast features Brian Hamrick.& Brian Hamrick is the owner of Hamrick Investment Group, which controls over $32 Million in assets, including Multifamily and apartments, Self-Storage, Office, and performing and Non-Performing Notes. Brian currently asset manages 370 apartment units in Gr…
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Episode 31: Understanding and Appealing Property Taxes in Cook County
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“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 proactively protect your investment against increasing property taxes. Tim Jacobs of KSN Law dives deep into the complex world of Illinois property taxes and about the multiple ways you can appeal pr…
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#293: Mastering the Art of Commercial Real Estate Investing – with Dan Genzel
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This week’s episode of the Real Estate Investing for Cashflow Podcast features Dan Genzel. Dan has nearly 20 years of experience over a variety of commercial asset classes and has participated in more than $100 Million worth of investment transactions. Dan's experience runs the spectrum including industrial properties, student housing, condo conver…
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Episode 30: What You Need to Know to Successfully Invest in Aurora
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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 place to bring the old riverboat city back into the spotlight. Aurora is full of diverse opportunities, including tax credits, and unique zoning discrepancies that allow the clever investor the…
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#292: Being Versatile in Business Ventures - with Scott Lewis
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This week's episode of the Real Estate Investing For Cashflow podcast features Scott Lewis. He is the co-founder and Chief Executive Officer of Spartan Investment Group, LLC (SIG) and has led several successful real estate projects ranging from single-family flips to ground-up development of self-storage. To date, SIG operates over 5500 storage uni…
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Episode 29: Revitalizing Pullman with Chicago Neighborhood Initiative (CNI)
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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 neighborhoods. Today, Ciere walks us through several of those projects, with a focus on CNI’s successful revitalization of Pullman. Ciere explains CNI’s approach towards creating jobs and aff…
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Real Estate Investing for Cash Flow with Kevin Bupp
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#291: Investing in the Distressed Note Space, Long Term Effects on the Real Estate Markets, & How to Be Prepared to Capitalized on the Opportunities Coming Our Way – with Dave Van Horn
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David’s chief responsibilities include the oversight of the Company’s strategic planning, business development, and fundraising functions. His expertise is derived from over 30 years of residential and commercial real estate experience as a licensed Pennsylvania realtor, investor, title company partner, and commercial fundraiser. In addition to his…
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Episode 28: How to Buy Bank-Owned Properties in Chicago
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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 of 125,000. In this episode, Ryan Smith and his partner Mike Harvey discuss REO properties, how to work with REO agents, and the difference between foreclosure and pre-foreclosure. Ryan and M…
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#290: Shifting from Multifamily Investments over to Mobile Home Parks and Self Storage – with Paul Moore
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After graduating with an engineering degree and an MBA from Ohio State, Paul entered the management development track at Ford Motor Company in Detroit. After five years, he departed to start a staffing company with a partner. They scaled and sold the company to a publicly traded firm five years later. After a brief “retirement”, Paul began investin…
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Episode 27: Taking It Down to the Bricks in Pilsen and Little Village
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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 dives into tenants expectations and several nuances that come with investing in one of the oldest neighborhoods in the city. Aside from Pilsen, we touch on surrounding neighborhoods such as L…
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Episode 26: Neal Bawa's Thoughts on Chicago, Opportunity Zones, and Current Economic Conditions
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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 episode, Neal dives into the key advantages and disadvantages of investing in Chicago compared to other major metros. He also provides his thoughts on opportunity zones, including the major benef…
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Real Estate Investing for Cash Flow with Kevin Bupp
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#289: What will Happen to the Hardest Hit Sectors (Hospitality & Retail) & Will They See a Full Recovery Post-Covid?
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Jeremy leads Roll Investment Group's efforts to seek passive alternative investment opportunities in Real Estate and Businesses in the $500k-$25M range. His focus is on low-risk, non-institutional cash flowing equity investments that are managed by experienced syndicators and low-risk secured (collateralized) short-term loan investments. Current in…
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Episode 25: Out of State Investing Mistakes in the Chicago Market and How to Avoid Them with Kathy Fettke
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Today’s episode provides great insights for anyone investing in Chicago, specifically for those unfamiliar with the area. Author, coach, and entrepreneur Kathy Fettke has been featured on The Wall Street Journal, ABC, CNBC, NPR, MarketWatch, among other major media outlets. With over 50,000 members following her advice through her RealWealth Networ…
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Real Estate Investing for Cash Flow with Kevin Bupp
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#288: Niche Investing – Huge Opportunity in the pre-cooling, cold storage, and processing space – with Dr. Jim White
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Our guests for this week’s show is Chairman and CEO of Post Harvest Technologies and Growers Ice Company, Dr. Jim White. Dr. White is a serial real estate entrepreneur and author of Opportunity Investing: How To Revitalize Urban and Rural Communities with Opportunity Funds. He achieved international recognition as CEO of Blount World Trade Corporat…
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Episode 24: The In's and Out's of Chicago Real Estate Transactions with Attorney Chance Badertscher
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Chance Badertscher from Lavelle Law, specializes in Commercial and Residential real estate as well as business formation in and around Chicagoland. In this episode, Chance provides nuggets on how to properly interview a real estate attorney and how an attorney should quarterback your transaction. Chance also goes into the role the attorney plays in…
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Real Estate Investing for Cash Flow with Kevin Bupp
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#287: The Negative Consequences of Rent Control & How to Capitalize on them by Utilizing a Little Known Tenant-In-Common Conversion Technique – with Michael Gallin
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Michael began his real estate career in (TIC) Tenant-in-Common and Condominium development in 1996 and has since developed over 20 apartment buildings and 40 (TIC) projects. His niche specialty is converting rent controlled buildings into market rate condominium units. Growing up in Ventura, California; with a Grandfather who was a real estate deve…
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Episode 23: Breaking Down South Side Neighborhoods with Chicago's Highest Producing Broker, Noah Birk
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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 MFH investing in neighborhoods like South Shore, Auburn Gresham, Washington Park and Englewood. We discuss the impact that the Obama Center and Tiger Woods Golf Course play into the area’s appr…
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Real Estate Investing for Cash Flow with Kevin Bupp
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#286: In this pandemic, can you still make a fortune using AirBnb without owning any property? – with Sean Rakidzich
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Sean is a serial entrepreneur and accidental AirBNB host. After discovering the earning power of short term rentals, Sean, within three years, built a $3 million per year real estate business with no debt or financing. Sean is now the host of the popular YouTube channel AirBNB Automated where he’s taught thousands of people, for free, how to realiz…
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Episode 22: Investing and Underwriting the Outer Northside with Matt Fritzshall
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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 Square boom and in this episode, he'll discuss other Northside markets such as Hermosa and Belmont Gardens that have the potential to be the next Logan Square. Matt also weighs in on the age…
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Episode 21: Leveraging an Architect for Chicago Permits, Building Violations, & Nonconforming and Illegal Units, with Prashanth Mahakali
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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 firm under the notion of smoothly handling all headache permits for his clients. In today’s episode, Prashanth talks in depth on handling building violations, expediting permits, and navigat…
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Real Estate Investing for Cash Flow with Kevin Bupp
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#285: Is Covid-19 making WeWork go Bust & Will the Co-Working and Shared Workspaces Concept Be Able to Survive The Pandemic? – With Mark Gilbreath of www.LiquidSpace.com
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Mark, or “Skipper” as his employees and teammates refer to him as, is an experienced entrepreneur and one of the leading voices in the sharing economy technology landscape, supporting his vision of sustainable, mobile business practices. In his past, Mark was both a successful Real Estate developer as well as a software industry veteran with 20+ ye…
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Episode 20: Great Areas in Chicago To Purchase 2-4 Units with Jake Fugman
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After selling a successful logistics company, and actively investing in real estate, Jake Fugman has carved a niche as a high-performing investor-friendly agent. In this episode, Jake provides a ton of market knowledge and deep insights into many desirable and upcoming Chicago neighborhoods, including Hermosa, Belmont Gardens, Portage Park, Marshal…
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Real Estate Investing for Cash Flow with Kevin Bupp
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#284: Is Covid-19 the final nail in the coffin in the death of American malls? – With Matt Lasky from Equity.net
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Matt is the managing partner at Equity Velocity Funds, a boutique real estate private equity fund based in Columbus, Ohio. There he is responsible for deal sourcing, structuring, analysis, and post acquisition strategic planning. His focus is on value-add and opportunistic healthcare & retail assets. Equity’s current portfolio consists of approxima…
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Episode 19: Top 10 Mistakes We See From Chicago Investors - with Eric Workman of Renovo Financial (Part 2)
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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 the way down to #1. Eric has a long background in real estate with experience in construction, brokering deals, flipping houses, etc. When Brandon Moulton, our guest from the previous episode…
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#283: The Art of Building an Award Winning Company and Creating a Long-Lasting Legacy – with T.W. Lewis
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Tom is a seventh-generation Kentuckian who grew up in Lexington. He graduated from the University of Kentucky in 1971 with a degree in Mechanical Engineering and went on to receive his MBA from the University of North Carolina at Chapel Hill. Tom began his career in real estate development and after 18 years with four different companies and buildi…
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Episode 18: Top 10 Mistakes We See From Chicago Investors - with Brandon Moulton of Renovo Financial (Part 1)
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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 with Chicagoland investors. Brandon Moulton is the Senior VP of Lending at Renovo Financial and has been featured on Crain's Chicago People on the Move. Brandon takes on Part 1 of the top ten…
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Real Estate Investing for Cash Flow with Kevin Bupp
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#282: Mastering the Multifamily Syndication Space and Creating a Purpose Built Lifestyle all While Raising a Family – With Andrew Campbell
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Andrew Campbell is the Founder and Managing Partner of Wildhorn Capital, a Multifamily Investment firm focused on buying value-add assets in Central Texas. Today, he controls and manages a portfolio of over 1850 units valued at over $220,000,000. A native Austinite and father of four, Andrew is focused on Acquisitions and maintaining Investor Relat…
