Live Free with JD: Financial Freedom through Short Term Rentals by Age 28 featuring Jonathan “JD” Dempsey

This week we had the pleasure of interviewing Philadelphia based entrepreneur Jonathan “JD” Dempsey (@livefreewithjd). JD is a real estate investor, agent, and business owner that specializes in short term rentals.

This 28 year old millionaire reached financial freedom before age 30 by building a portfolio of over 20 short term rental units. He spends most of his free time traveling the world and has been to over 15 different cities in the last 15 weeks.

In the last 18 months, JD has also created a short term rental property management business that manages a portfolio of over 200 units across multiple cities ranging from the Pennsylvania and the Jersey Shore to Hawaii and Costa Rica.

He believes that financial independence is a lifestyle and that anyone with an ounce of desire to be financially independent should pursue it. This is why he created the “Live Free” Movement to teach entrepreneurs how to chase their path to financial freedom and explore the world.

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Previous Guests on The Weekly Juice Podcast include: 

Brandon Turner, Tarek El-Moussa, David Greene, Tony J. Robinson, Mike Ayala, Jamie Gruber, Robert Croak, Mark Simpson, Chad “Coach” Carson, Heather Blankenship, Tim Bratz, J. Scott, Matt Faircloth, Michael Elefante, Devon Kennard, Paula Pant, Jake Harris, and Avery Carl

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This episode is brought to you by RentRedi. We get asked all the time how we manage our real estate portfolio while still having W2 jobs. Our secret is RentRedi. This all-inclusive property management software can do it all. It helps us with rent collection, accounting, tenant screening, maintenance requests, marketing, tenant communication and much more. To get more of your time back and streamline your rental portfolio with RentRedi, make sure to use promo code “JUICEPOD” to receive 50% off any plan. 

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Disclaimer: The information provided in this podcast is for informational purposes only and should not be considered as financial advice. The content of this podcast is based on the personal opinions and experiences of the speakers, and it is important to do your own research and seek professional advice before making any financial decisions. Investing in financial markets involves risk, and you should be aware of the potential for loss. Always consult with a qualified financial advisor or professional before making any investment decisions. Remember, the opinions expressed in this podcast are solely those of the individuals involved and do not necessarily reflect the views of any organizations they are affiliated with.

RESOURCES

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🏢 LLCs, Business Credit & Tax Optimization – Set up your business the right way! Click HERE to schedule a call with Prime Corporate Services for expert guidance on entity formation, credit building, estate planning, and tax strategies.

🔗 Join Our Program – Ready to buy your first rental property? Click HERE to apply for our mentorship program.

📩 Stay Connected – Follow us on Instagram @wealthjuiceofficial and subscribe on YouTube @wealthjuiceofficial for more real estate insights!

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If you enjoy the show, please leave us a 5-Star review on Apple Podcasts or Spotify! It takes less than a minute and great reviews make a huge difference in helping us land high profile guests to best serve our audience. 

Previous Guests Include:

Brandon Turner, Tarek El Moussa, Henry Washington, Rich Somers, Mikey Taylor, Tom Wheelright, David Greene, Tony J. Robinson, Robert Croak, Chad “Coach” Carson, Brett Hundley, Devon Kennard and Marques Colston.

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Disclaimer: The information provided on this podcast is for educational and informational purposes only. It should not be considered as financial advice or a recommendation to buy or sell any financial instrument or engage in any financial activity. The content presented here is based on the speaker's personal opinions and research, which may not always be accurate or up to date. Financial markets and investments carry inherent risks. Individuals should conduct their own research and seek certified professional advice before making any financial decisions. The links in the episode descriptions may include referral or affiliate commissions, and we may receive compensation from partner websites.