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Straight Up Chicago Investor

Straight Up Chicago Investor

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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 ...
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Hosts Jamie and Terrence get together and share the most interesting, crazy, and unhinged stories they can find in Chicago real estate. If you enjoy wild stories, passionate discussion, and Real Estate wisdom, then join us every other Friday as they sip and share the real tea of Chicago real estate.
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Kevin Dugan is the Managing Principal of Altus Investment Group. He runs multiple businesses that successfully operate in Chicago while managing them remotely from Los Angeles! Kevin starts by talking about the skills he gained working on oil rigs and as a sales engineer and how that translated to real estate! He breaks down his first flip in South…
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What Are 3 Features That Increase Your Insurance Premium and 3 Features That May Decrease Your Insurance Premium? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guests: Josh Steigelmann, State Farm Insurance Link: Investor Stories Featuring Sean Morrissey ----------------- Production Hou…
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Noah Schatz is the founder of Domu and CEO of Schatz Development. He has vast experience in design-driven developments in downtown Chicago and leasing apartments for operators through his apartment searching platform Domu. Noah kicks things off by talking about his first development and land banking! He provides insights on the 600 N Fairbanks deve…
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Morgan Basham is a real estate broker and investor with vast experience in off-market prospecting, acquisitions, and stabilization of investment properties! Morgan shares her start in real estate and the ins and outs of investing in Braidwood, IL! She breaks down her first deal in Chicago; an impressive story of tremendous due diligence as part of …
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Why are insurance rates so high right now? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guests: Josh Steigelmann, State Farm Insurance Link: Investor Stories Featuring Sean Morrissey ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.…
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Bernel Hall is the president and CEO of New Jersey Community Capital and has executed over $5 billion in real estate investments and lending. Bernel starts off by explaining how playing Monopoly sparked his interest in real estate as a kid! He discusses how he got involved with public housing developments and gives his take on ways housing authorit…
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Tom welcomes President of the Neighborhood Building Owner's Alliance, Mike Glasser, for a special announcement about their upcoming 12th Annual NBOA Summer Soiree. You don't want to miss it! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: NBOA (Neighborhood Building Owner's Allianc…
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James Thompson is broker and property manager with vast experience acquiring, renovating, and managing apartment buildings all at the young age of 25 years old! James shares the early grind required to get off the ground in the commercial real estate game! He discusses the biggest lessons learned from renovating and managing 100+ apartments. James …
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What Are Some High-Level Guidelines Chicago Investors Can Leverage to Estimate Rehab Costs? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guests: Jonathan Klemm, Quality Builders Link: Episode 76: Big Business Processes Make a Powerful Small Business with Jonathan Klemm ----------------…
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Join Jamie and Terrence for a special episode where they read listener stories and go to Reddit for some wild encounters. In the first segment, Jamie reads stories submitted by listeners, recounting tales of shocking discoveries during showings, an agent’s determination to do a showing despite being terribly hungover and experiencing an untimely pe…
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Tony Arce and his Team at The Face of Community & Business provide a media platform for leaders in business to connect, teach, and grow together. Tony starts by sharing how he discovered his passion for media and creating human-to-human connections not only in his personal life but in business. He explains how this passion sparked the idea of creat…
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Alex Filin is a seasoned Loan Office, Coach, and Investor with over $385 Million in funded loans! Alex shares his upbringing as an immigrant in America, experiences that cultivated grit, and his journey to becoming a D1 football player! He discusses his successful career shift to mortgage lending where he closed $95 million in funded loans in the f…
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What Steps Should Investors Take During the Tax-Offseason to Minimize Tax Liability? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Michael Procaccio, Pro Financial Services Group Inc Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: …
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Ted Kuhlmann, an experienced real estate agent of 20+ years, shares his entertaining and crazy real estate stories and discusses the importance of work-life balance, especially after recently having a child. This episode is filled with engaging stories, advice for new real estate agents, and the usual fun banter among the hosts, Jamie and Terrence.…
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The tables turn this week as Mark Ainley gets interviewed by Tom Shallcross, returning the favor from Episode 235 (episode link in show notes)! Tom starts by asking Mark about his childhood and upbringing; spoiler alert - there is mention of Mark’s frosted-tips phase while vacationing in Mexico!! Mark breaks down his start in real estate, the genes…
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Sarita Scherpereel and Megan Osberger join us to discuss three overlooked neighborhoods and why they anticipate tremendous growth in those areas! Sarita and Megan start by discussing how a new Metra stop in the Andersonville and Edgewater neighborhoods is going to take that area to the next level! They break down the new CTA green line stop at Dame…
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How are local Chicago real estate transactions different than they were a year ago? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Bibek Das, Das Law ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.…
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In this episode, Jamie and Terrence welcome Hayley Westhoff to the show. They share hilarious and shocking real estate stories, from discovering surprises during showings to the pitfalls of dealing with difficult clients. Listeners are in for an informative yet entertaining discussion on the challenges and joys of the real estate industry. Plus, Ha…
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Want to hear an inspirational story about two teachers leaving their W2 and amassing over 20 rental units over a few short years? If so, then this show is for you! Blaine and Lily talk about their decision to leave their jobs as educators to become full-time real estate agents and investors! They discuss specific suburb markets that they target alo…
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Dain Laverty is a Managing Partner of Property Pals; a company that specializes in acquiring off market real estate through a variety of methods! Dain shares his start in real estate including his first deal on Chicago’s south side sourced from Craigslist! He discusses finding his business partner and how he identified their complementary skill set…
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What is the easiest way to declutter a home to maximize it's showing value? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Karen Welch, Moovers Chicago Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of S…
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In this episode of RealTea Chicago, Jamie and Terrence interview Mark Ainley and Tom Shallcross of The Straight Up Chicago Investor podcast. They discuss a variety of intriguing and ridiculous stories related to Chicago real estate, flipping properties, and property management. From sharing details about break-ins and evictions to recounting wild t…
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Straight Up Chicago Investor Podcast celebrates its 300th Episode! To celebrate the huge milestone, Mark and Tom answer questions from guests on all things Chicago REI! If you enjoy all the value the SUCI podcast brings, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChi…
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David Lecko is an investor and CEO of DealMachine; a software that helps investors streamline the process of off-market property lead generation! David starts by discussing the genesis of DealMachine He does a deep dive on the 25 motivated seller lists that can be found on DealMachine or other applications. He emphasizes the importance of being per…
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In this enthralling episode of RealTea Chicago, we dive deep with Crystal Tran, a seasoned real estate professional, as she shares her wealth of stories from the trenches of Chicago real estate. From navigating the complexities of divorcing sellers to her personal journey of growth within the industry, Crystal offers a rare glimpse into the emotion…
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Larry Baszynski and Scott Hodgden of Finance of America Commercial are seasoned lenders who have helped their investor clients build tremendous real estate portfolios and wealth. Larry and Scott discuss the products that their company offers including Fix and Flip loans, Construction Loans, and Long-Term loans for stabilized properties. They share …
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What are tangible property regulations and how can investors leverage this IRS code to pay less in taxes? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Brenten Blakeman, Tangible Property Tax Methods Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- P…
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Moses Hall is a top producing commercial real estate broker and leads a brokerage that serves investors, landlords, and tenants. Moses discusses his start in real estate, taking the plunge to start his own business, and the challenges that came with that. He dives into his geographical areas of focus in Chicago and his investment strategy. Moses sh…
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Get ready for a rollercoaster ride of laughter and relatable woes as Jen Connor, actress, comedian, and lifelong tenant, spills the tea on her outrageous encounters with nightmare roommates and a landlord who's like a permanent resident of 'Neglectville'. 🏠☕ Tune in as we unpack the highs, lows, and downright absurdities of city living with someone…
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Brian Tibbs is an investor and best-selling author who teaches others how to thrive financially! Brian starts by sharing how he hit the ground running by house hacking multiple properties and scaling up to 10-units before the age of 30! He explains how he saved money for down payments and the setbacks he experienced during his early REI days. Brian…
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What items need to be covered in a successful operating agreement? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Chance Badertscher, Lavelle Law Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straigh…
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Anthony Rodriguez is an experienced Chicago Property Manager who manages over 300 units for Drexel Properties! Anthony starts by discussing his previous experience in other industries and how those skills have translated into his real estate career. Then, Tom and Anthony retell the story of how their team managed a boiler explosion in a multifamily…
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Guest Patrick Shipp, of The Olive Well Real Estate Group, dives into the trials and tribulations of the crazy things that can happen when you’ve been in real estate for 11 years! Connect with Patrick: @ChiRealtorPat Subscribe: YouTube Submit your own Story: Anonymous Submission Form In this episode: 0:00 – Intro 1:56- Learn about our Guest, Patrick…
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Chicago Native Dorian Bezanis is the president of ALPHA Adjusting and has nearly four decades of investing experience in Chicago’s Northside! Dorian jumps right in by discussing the investing portfolio he’s built in Edgewater and Rogers Park over the last 37 years. He explains the role of a public adjuster, the immense value they bring to investors…
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How does the draw process work when taking on a construction loan? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Eric Workman, Renovo Financial Link: Workman Lending Team - Renovo Financial - Real Estate Investment Loans ----------------- Production House: Flint Stone Media Copyr…
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Neena Vlamis is the President and Owner of A and N Mortgage. Born and raised in Chicago, she discusses building her mortgage company along with developing an impressive real estate investment portfolio in Chicago. Neena starts by explaining how she scaled her mortgage company, building a culture, and behind the scenes challenges. She provides insig…
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SUBMIT YOUR STORIES ANONYMOUSLY HERE! This Episode’s Design Doozies are brought to you by Melinda Cabanilla. Melinda is the principal designer and founder of Flat Pack Kitchen Design. She holds a masters in Interior Design from the Boston Architectural, college. Her studio is based out of Chicago Illinois and her work consists of new construction d…
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Andrew Dorazion is a former Army officer and accomplished real estate broker, investor, and property manager! Andrew jumps right in with a cool story involving a funeral home turned short term rental! He shares tips on finding partners and structuring partnerships to help scale more quickly. Andrew drops valuable nuggets on pumping a building’s NOI…
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Where Are Interest Rates Heading and What's Happening in The Capital Markets? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Eric Workman, Renovo Financial Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright …
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Joey Coleman is a best selling author and founder of a branding firm that specializes in helping businesses retain customers and employees! Joey jumps right in by explaining the difference between customer service and customer experience. He explains the best ways to handle routine tenant check ins and disagreements with tenants all through the len…
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Jamie and Terrence go down the rabbit hole telling their own crazy stories starting with a game of 2 truths and a lie. Have a wild, crazy, or interesting story of your own? SUBMIT YOUR ANONYMOUS STORIES HERE! Jamie's 2 truths and a lie: I've walked in on a live stream of the building's lobby in someone's unit. I've taken a potential client to their…
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Sabrina Wottreng is a Chicago-based Publicist and a “Friend of the Pod.” Sabrina’s company specializes in the real estate sector and has helped many Chicago-area real estate teams with their public relations (PR) and communications strategies. Sabrina explains how she got started in PR and her introduction into commercial real estate. She dives int…
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Jared Kott returns to share the ups and downs of his real estate journey that started just over 10 years ago when he left the corporate world! Jared gets right into it by talking about the challenges of operating in C/D class neighborhoods! He shares the cold hard truth of dealing with a slip-and-fall incident at one of his properties where he was …
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Hosts Jamie and Terrence interview Chicago and Western suburb expert agent Ayushi Kukreja. Jamie and Ayushi worked together for several years at Berkshire Hathaway before each going their own directions, Jamie to Compass and Ayushi to @properties. Ayushi’s 2 truths and a lie - She walked into the wrong unit and cleaned up a strangers house for an o…
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Rory Rubin, founder of S.I. Container Builds, joins us to explain how her company’s Container Homes is a high-quality solution to current housing affordability and inventory issues! Rory starts by explaining her background in social work and the process of starting up S.I. Container Builds! She breaks down specs and pricing of container homes illus…
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What should I expect on the final walk through from both the buyer and seller side? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Chance Badertscher, Lavelle Law Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Cop…
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Brendon starts by sharing his buy box and how he was ready to pounce when he found the right property. Brendon and Sarita share great insights on how to jump at opportunities when the competition is fearful. Brendon explains worrisome moments and lessons learned during the purchase of his househack both before and after closing. Brendon breaks down…
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Welcome to RealTea Chicago, the podcast where we share the most interesting stories we can find in Chicago Real Estate. In this episode we get to know our hosts, Jamie Book and Terrence Terrell, 2 real estate professionals, as they share some of their personal real estate stories. Find Jamie on Instagram - @justbookjamie Jamie's 2 truths and a lie …
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Hosts Jamie and Terrence interview Melissa Tannehill, a fantastic real estate attorney who owns her own firm and represents clients in real estate transactions, business planning, and estate planning. Melissa shares some personal stories of ghosts in her own home and provides some insight on the ongoing tenant landlord feud. Melissa’s 2 truths and …
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