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Jul 3, 2019

Today’s guest is Rob Stephens, co-founder of Avalara (Avv-uh-LAIR-uh) MyLodgeTax, the leading provider of tax compliance solutions for the vacation rental industry. MyLodgeTax was founded by vacation rental owners (including Rob), so they know how much time and energy goes into maintaining a vacation rental and how overwhelmingly stressful lodging tax compliance can be. Rob and his team of experts work with homeowners, property managers, hotel operators, and other businesses, helping them stay compliant so they can get back to doing what they love most.

Curtis’s motto is that what you learn today and how you position yourself will determine your future financial well-being 5, 10, 20 years from today. To learn more about how to manage your wealth in a practical way, visit

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Show Notes

  • Rob's background - 1:16
  • A lifestyle decision and also an investment - 2:45
  • Running an internet based company - 3:39
  • Understanding the logic of taxes - 4:23
  • Collecting and paying taxes - 7:30
  • Seven differences between income taxes and sales taxes - 8:07
  • Discussing income taxes - 9:38
  • Vacation and short term rentals - 10:42
  • Dealing with families and travelers - 11:58
  • Helping clients with short term rentals and taxes - 14:58
  • Rob's company's services and prices -15:57
  • Paying the taxes each month - 17:15
  • Handling the tax process from beginning to end - 17:39
  • Get in touch with Rob's company - 18:10
  • Taking action: make the first step - 19:47

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