Weiss Advice

Leveraging Short-Term Rentals with Jonathan Pacilio


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Jonathan Pacilio shares his journey from working in the finance industry to becoming a full-time real estate investor. He discusses how he transitioned from long-term rentals to short-term rentals, and how it took just seven high-performing short-term rentals for him to make the transition. He shares how important it is to have a mix of short-term and long-term rental properties in order to make the most money, and how juggling work and family can be a challenge when entering this type of business. He believes that the short-term rental space is undervalued and there is a lot of opportunity available for those who are willing to work hard. 

[00:01 - 07:14] Opening Segment

  • Welcoming Jonathan to the show
  • What does it take to leave your full-time job?
  • The difference between a long-term and a short-term rental

[07:14 - 18:05] How to Succeed in Running a Short Term Rental Business

  • The importance of setting up an automated system in order to run a short-term rental business
  • Short-term rentals are a growing market, but they remain underutilized
  • Short-term rentals are a great way to make extra money and provide affordable housing for people in need

[18:04 - 24:32] Difference in Advertising Units and the Short-Term Dojo

  • Utilizing services such as Rabbu Inc. and STR Insights
  • Jonathan talks about the Short-Term Dojo
    • Bridging discipline in martial arts to entrepreneurship

[24:32 - 34:37] THE FINAL FOUR

  • What's the worst job that you ever had? 
  • What's a book you've read that has given you a paradigm shift?
  • What is a skill or talent that you would like to learn?
  • What does success mean to you?


Connect with Jonathan Pacilio

Facebook: Short Term Dojo

Twitter: Short Term Dojo

Instagram: Short Term Dojo

YouTube: Short Term Dojo

Website: www.JonathanPacilio.com


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Tweetable Quotes:

“Money is super important…but success, it’s more about financial freedom and time management.” - Jonathan Pacilio

“Picking up the right short-term rental is monetarily life-changing from anything; from a single mom to someone who makes high six

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Weiss AdviceBy Yonah Weiss

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