Michael Kaplan
The REKAP Room
Welcome to REKAP Room — where ownership becomes a strategy, not a dream. Hosted by Michael Kaplan of The REKAP Group, this podcast dives into the intersection of Chicago real estate, investing, and personal growth. From renter-to-owner blueprints to breaking down million-dollar deals, each episode is designed to help you think bigger and move smarter. This isn’t just about buying property. It’s about building equity, leverage, and optionality. Pull up a seat.
Author
Michael Kaplan
Category
Podcast website
Latest episode
May 28, 2026
Where to listen?
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Episodes
Episode 18: Why The Agency Drop Out Rate is So High In Real Estate 14.10.2024 45:05
In today's episode, we explore why the dropout rate in real estate is so high, sharing our own challenges with unpredictable income and competition. We'll discuss why many agents leave the industry and offer insights on how to navigate these obstacles. Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_, @gordybaba YouTube https://www...
Episode 17: Current Events In The Real Estate World 30.09.2024 39:12
Today's episode we dive into some current real estate news going on in Chicago. Do sports teams drive up real estate? How should you invest in real estate? We talk about it all on this episode. Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_, @gordybaba YouTube https://www.youtube.com/@rekapgroup TikTok @m.j.kaplan
Episode 16: Friendships and Business 20.09.2024 31:21
They always say never go into business with friends. We discuss our journey together and how the relationships we have with each other have helped grow our business. Giving you behind the scenes looks and our input on what it's like working with each other. Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_, @gordybaba YouTube https://www...
Episode 15: Where Would Celebrities Live In Chicago Pt. 2 13.09.2024 38:29
Pt. 2 is here of our favorite segment. We pick new celebrities and potential neighborhoods in Chicago they would live in. How many of these neighborhoods do you agree with? Featuring Larry David, The Rock, and more... Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_, @gordybaba YouTube https://www.youtube.com/@rekapgroup TikTok @m.j.kaplan
Episode 14: Common Misconceptions in Real Estate 05.09.2024 38:37
Real Estate is not just opening doors. Michael, Sasha, and Gordy dive in to a few misconceptions about real estate and give an inside look into what agents generally do. We also have some fun along the way with each other and show you more into the team's dynamic. Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_, @gordybaba YouTube http...
Episode 13: Buying Real Estate in Your 20's 28.08.2024 50:32
Whether you are looking to be a full time real estate investor or just save up to buy your first condo, this episode is for you! Episode 13 is all about giving Gen-Z the advice they need to get into the market young and capitalize on their biggest competitive advantage... TIME! Remember, time IN in the market always beats TIMING the market. Follow us on Social Media for Clips, Content, and more:...
Kap's Monday Mindset: Who Are Your Mentors? 26.08.2024 13:30
Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_, @gordybaba YouTube https://www.youtube.com/@rekapgroup TikTok @m.j.kaplan
Kap's Monday Mindset: Analysis Paralysis 12.08.2024 10:04
Analysis paralysis is something I think we all face to varying degrees. Developing a consistent habit of decisive action (hint: there is no "right" action) will make your days and life more efficient and enjoyable. Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_, @gordybaba YouTube https://www.youtube.com/@rekapgroup TikTok @m.j.k...
Episode 12: "Kiss, Marry, Kill" - Chicago Edition 09.08.2024 50:27
Unfortunately, episode 11 had to be scrapped due to some technical difficulties. BUT we are jumping to episode 12 with a bang. On today's episode of The REKAP Room, we play the PG version of a classic game "F**k, Marry, Kill" called "Kiss, Marry, Kill" with a Chicago spin per usual. Enjoy! Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j...
Kap's Monday Mindset: The Quarter-Life Crisis 05.08.2024 20:07
Each Monday, I plan to release a shorter podcast episode that gives some insights into what has helped me along the journey of starting a business & navigating life in my 20's All feedback is appreciated! Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_, @gordybaba YouTube https://www.youtube.com/@rekapgroup TikTok @m.j.kaplan
Episode 10: Would You Rather - Chicago Real Estate Edition 17.07.2024 46:57
Welcome back to episode 10 of The REKAP Room! This week, we take our turns playing the well known game "Would you Rather" with a Chicago/real estate/REKAP twist. We hope you enjoy and as usual, clips will be posted throughout the week on all social media platforms. We love ya! Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_, @gordy...
Episode 9: The Good, Bad, and Ugly of Chicago 09.07.2024 49:40
As three young real estate broker's our job takes us all over the city and suburbs of Chicago. On episode 9, we talk about what we see on a daily basis that makes Chicago the greatest city in the world... and also where there is some room for improvement (to put it lightly). Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_, @gordybaba Y...
Episode 8: Trendsetters and Trailblazers 26.06.2024 43:58
Sorry for the break but we are BACK! On this episode, we take a deep dive into some trends of the past, present, and future. As they always say "history repeats itself" and we are going to make it our mission to bring back some trends that we miss. Not real estate related but we had a great time filming this one! Hope you enjoy. Follow us on Social Media for Clips, Content, and more:...
Episode 7: Chicago Nightlife Knowledge Game 22.05.2024 39:11
If you know Gordy and Michael, you know they are both homebodies. A perfect night for them is chilling at their house NOT going to a crowded club or bar. Let's test their knowledge of Chicago nightlife in this episode 7 hosted by Sasha... who is far more well versed in this category LOL. Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_,...
Episode 6: Keys to Success - Balancing Life and Business Ownership 15.05.2024 38:01
Michael delves into the struggles of finding balance between personal life and business commitments, while Gordy and Sasha offer reflections on their early experiences in the real estate field. Listen in as the team has a heart-to-heart about the reality of being in the industry. Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_, @gordybaba Y...
Episode 5: Bears Stadium, NAR Lawsuit, Dom's/Foxtrot Closing, & more! 08.05.2024 35:20
On episode 5, we are bringing in the current events going on in Chicago & how it will affect the real estate market! Sasha sheds a few tears after Dom's Market abruptly closed, Gordy thinks that Winston Churchill is a jockey, and Michael gives his input on all of it. New episodes coming to you weekly! Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kapla...
Episode 4: Underrated, Overrated, Properly Rated - Chicago Restaurant Edition 02.05.2024 30:16
Chicago is widely recognized as a global culinary destination. With a wide range options, cuisines, and even some budget friendly options we think that Chicago is the best city when it comes to food. However, some Chicago staples do not live up to the hype (and vice versa). Tune in to today's episode and watch (or hear) us play a little game of "Underrated, Overrated, Properly Rated"...
Episode 3: Real Estate "Red Flags" 24.04.2024 28:51
Let's face it... we all have some red flags. Maybe you love to argue or stare at yourself in the mirror all the time. But hopefully some green flags too. Great hygiene, sense of humor, etc. Today we analyze the red flags, green flags, and even beige flags with a REKAP real estate twist. Is living above a club a red flag or green flag? How about a client hopping on AUX in your car in between...
Episode 2: What Chicago Neighborhood Would These Celebrities Live In? 16.04.2024 33:42
Have you ever thought about where your favorite celebrity would live if they moved to Chicago? Well… we have! In this week’s episode, co-host Sasha Rozhko names a celebrity and we have to decide which neighborhood they belong in and why. Featuring Justin Bieber, Pitbull, & more 😉 Tune in to hear the whole list! Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j...
Episode 1 - The Pilot 05.04.2024 37:26
Welcome to our first ever episode! This episode is all about introductions. Who are we? How did we get our start? Is Gordy actually 5 foot 8? If you have any questions, comments, or suggestions please email them to mkaplan@rekapgroup.com! Follow us on Social Media for Clips, Content, and more: Instagram @rekapgroup @m.j.kaplan, @mikepierson_, @gordybaba YouTube https://www.youtube.com/@rekapgrou...
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