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Live Free Podcast

Live Free Podcast

Michael Eichler & jonathan Dempsey 26 Episodes Dec 8, 2025

Live Free Podcast is hosted by Jonathan Dempsey (JD) and Mike Eichler, who share their experiences in real estate. The show covers topics such as getting started in real estate, short-term rentals, arbitrage, turnkey investments, ground-up construction, the BRRR method, and seller financing. It is aimed at listeners who want to build passive income through real estate investing.

Episodes

Update on the Best and Worst HOA's in the Poconos Market
Update on the Best and Worst HOA's in the Poconos Market Dec 8, 2025 3678 We're back! Hopefully you didn't miss us too much :). Joining me today is Alec Santiago, an agent and property manager who has been focused on this market for a few years. We will dive in and give an update with a new list of HOAs that we find more or less favorable to STR in this market. Listen in and gain a deeper understanding of where to place your chips in this current state of the short
Elements a Modern Poconos STR Resort Update!
Elements a Modern Poconos STR Resort Update! Jul 10, 2023 2489 Listen in to this episode where Mike and JD talk everything Elements Resort. How the renovations are going what we have been able to accomplish in Seven short months here. We go through all of the great milestones we were able to reach and out plans to finish off strong.
Chasing Your Passion & Living Free with Hawaiian Actor, Model and Personality Pat Mullen
Chasing Your Passion & Living Free with Hawaiian Actor, Model and Personality Pat Mullen Feb 14, 2023 3468 In this episode, we walk through Pat’s journey from zero to making a career LA bound and star on famous TV series "Too Hot to Handle". Fueled by a desire to be something more, Pat details how as an entrepreneur he stays focused, uses visualization, and networks to continue leveling up.
"How this Food Truck Entrepreneur turned Real Estate Investor with Nick Loukas"
"How this Food Truck Entrepreneur turned Real Estate Investor with Nick Loukas" Jan 18, 2023 3225 Listen to this episode, where we invite our friend Nick Loukas to explain how he went from pharmacist to Food Truck Operator and Real Estate investor. Nick explains how he started his "Slide On By" business out of a tent offering free food to his neighbors. Nick talks about how he bought back his time and plans to grow and scale his business and investments.
Presenting "Element an All Seasons Pocono Resort" 43 unit Poconos Resort
Presenting "Element an All Seasons Pocono Resort" 43 unit Poconos Resort Dec 17, 2022 2746 The Live Free Team is pleased to present our newest project. "Element an All Seasons Pocono Resort" The team has been hard at work renovating the cabins and hotel units to bring them back to not just their former glory, but even better than before. Listen in to hear their endeavors so far and their big plans to make this resort unforgettable and the next big thing in the Poconos.
The Best and Worst Poconos HOA's for Short Term Rental
The Best and Worst Poconos HOA's for Short Term Rental Dec 4, 2022 2566 In this week's episode of the Live Free Podcast, Mike and JD talk about what an HOA is, as they are very prevalent in the Poconos market. Next, hosts Mike and JD discuss the negatives and positives of being in an HOA. Finally, they discuss their tier list of our favorite and least favorite HOA in the Pocono market.
Obtaining 10 Houses in your first year in real estate with prodigy Josh Hooper
Obtaining 10 Houses in your first year in real estate with prodigy Josh Hooper Nov 16, 2022 2998 In this week's episode, we interview young star Josh Hooper an entrepreneur who went from 0 to 10 Homes in his first year while using a well know strategy called the BRRR method. Listen in to how Josh was able to make it happen all while only being 22 years old.
"How Investor and Luxury Construction Expert Agent Marco DiGabriele went from Zero to Top Producer & Avid Investor"
"How Investor and Luxury Construction Expert Agent Marco DiGabriele went from Zero to Top Producer & Avid Investor" Nov 9, 2022 3677 In this episode, we walk through Marco’s journey of investing in & managing luxury new development projects. We dive to into entering the Philadelphia market, building the Life on Broad Philly based real estate brand, navigating Philadelphia zoning, & how Marco is able to deliver value to his investors, friends & family through his immersion in real estate.
"How newly-weds Skyler and Michelle Lash built a successful real estate portfolio from out of State"
"How newly-weds Skyler and Michelle Lash built a successful real estate portfolio from out of State" Oct 19, 2022 3500 In this episode, we invite our good friends Skyler and Michelle Lash, recently married investors who do their investing from afar. Listen to learn the challenges they faced and how much they learned from investing from states away. Also, learn how much they were able to accomplish being so far away and what they were able to realize about investing from so far away.
"How to build a successful clothing brand in today's market with  young entrepreneur, Harrison Wells owner of Imperfect "
"How to build a successful clothing brand in today's market with young entrepreneur, Harrison Wells owner of Imperfect " Oct 5, 2022 3053 Listen in to this crazy episode with young entrepreneur Harrison Wells, owner of Imperfect- a clothing brand company that donates a portion of its earnings to mental health-related charities. Harrison goes over everything it took to get started and how you can too.
"How to win in Real Estate with Rob Chiang, experienced investor with over 25 years in the investing game."
"How to win in Real Estate with Rob Chiang, experienced investor with over 25 years in the investing game." Sep 28, 2022 3430 In this week's episode, we invite guest Rob Chiang, investor and author of "7 Step Blueprint to Passive Wealth" an amazon best seller, as well as, an apartment manager, Real estate Broker. Rob is also experienced in buying selling, renting managing, maintenance, remodeling, and portfolio owner of over 10 Million.
Poconos, Poconos and more Poconos, Lake Front houses, Acela train and Margaritaville!?
Poconos, Poconos and more Poconos, Lake Front houses, Acela train and Margaritaville!? Sep 25, 2022 3082 Tune in to this fire episode where we talk over all of the crazy cool things going sown in the Poconos, the current real estate climate for buying and selling, and the awesome things coming in the Poconos market, you do not want to miss this one!

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