STR Investing, The Podcast

Sales Advice From the Worlds Best Salesman


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In this special live episode, Mark and Taylor sit down in person to riff on one of their shared obsessions: sales. But this isn’t your typical sales 101 chat. It’s raw, real, and full of battle-tested strategies that have helped them close deals from cars to real estate to STR investments.

Here’s what they dive into:

  • Why “assuming the close” only works if you believe in your product
  • The “cancer pill” mindset that will transform how you sell
  • How to uncover and use the power dynamic in two-person sales conversations
  • The underrated brilliance of Men's Wearhouse sales strategy
  • Why you should never book client calls at 12:00 or 12:30
  • “Choice of two positives,” “calendar closes,” and other tricks you’ll want to steal
  • When and how much pressure to apply—and how to make it match your personality
  • The one universal reason someone doesn’t buy from you
  • Why storytelling beats pitching every time

Whether you’re running sales for your STR business, pitching investors, or just trying to close more life deals—this episode will sharpen your edge.

Biggest takeaway? Sales is just a transfer of emotion. So be real, believe in your offer, and go close.


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Episode Sponsored By:
STR Search

STR Search is the industry leading property finder service. They've helped investors acquire over 215 profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

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STR Investing, The PodcastBy Taylor Jones & Mark Lumpkin

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