The Vacation Rental Show

Start Small, Grow Smart with Shervin Jamshidpour


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In this episode of The Vacation Rental Show, host Lynell Gordon speaks with Shervin Jamshidpour, founder of RestNest, about building a luxury vacation rental business through creative property acquisition, authentic guest relationships, and intentionally capping growth to protect service quality that corporate competitors cannot replicate at scale.

What You'll Learn:

  • How to leverage unmet guest demand to onboard properties by approaching owners with concrete booking opportunities rather than abstract revenue projections
  • Why Shervin's $40,000 first booking validated that luxury travelers book differently than budget tourists and don't primarily discover properties through OTAs
  • The foreclosure courthouse strategy where Shervin sat for four hours waiting to pitch property management to whoever won the auction
  • Why luxury guests are actually easier to serve than mid-market travelers despite paying $4,000 average nightly rates
  • How 99% direct bookings at $4,000 nightly beats OTA dependence that cut rates in half while taking 20% commissions
  • The intentional growth cap philosophy - why Shervin plans to stop between 30-50 properties before service quality deteriorates
  • Competing against established companies in markets like Whistler where incumbents actually do good work
  • The honesty principle - why radical transparency about problems builds more trust than perfect operations ever could
  • Building authentic friendships with guests who text for real estate advice year-round, not just vacation bookings
  • Creative acquisition tactics that differentiate from competitors sending generic email outreach

Shervin Jamshidpour quit his compliance officer job during COVID after impulsively telling a friend he could manage vacation rentals better than the current company. With zero professional experience beyond managing two nightmare low-end Vancouver apartments that attracted homeless guests, he moved to Kelowna, set up proper systems from day one, and landed a $40,000 direct booking as his first reservation. He used guest inquiries he couldn't accommodate as leverage to onboard properties one at a time, growing RestNest to 26 luxury homes across Kelowna, Whistler, and Vancouver by being selective about which properties fit his ultra-high-end positioning rather than chasing volume growth.

This episode is sponsored by Streamline.

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The Vacation Rental Show is handcrafted by our friends over at: fame.so

Previous guests include: Jim DeVos of Best Beach Getaways, Stacy Wesson of Cascara Vacation Rentals, Michael Friedman of The Simple Life Hospitality, Steve Caron of Inhabit, John An of TechTape, Jessica Gillingham of Abode Worldwide, Justin Ford of Breezeway, Mahwussh Alam of One Perfect Stay, Sofia Rossato of Inhabit, and many more.

Check out the three most downloaded episodes:
  • Vacation Rental Stories: Episode 63 - Driving Innovation and Partnership
  • Homeowners Become Family with Michael Godfrey, Owner of Michael’s Vacation Rentals
  • Life in Maui as a Property Manager with Scott Jordan, Owner of Maui Life Realty



Got a question for The Vacation Rental Show?Our host, Lynell Gordon, is answering your vacation rental questions in our new segment: Ask Lynell.

Whether you’re navigating pricing strategy, owner retention, tech stack decisions, franchise growth, or operational scaling — no question is too big or too niche.

Submit your question in writing, audio, or video — whatever works for you. Lynell and her industry expert guests will select real questions from property managers like you and answer them on the show.

👉 Submit your question here: https://lnkd.in/eFy_6ssW 

Tune in to hear your answer featured on The Vacation Rental Show.


Are you a vacation rental industry leader looking to share your expertise? We're seeking innovative voices to join our conversation about growing and scaling vacation rental businesses.

The Vacation Rental Show reaches thousands of property managers worldwide. We're particularly interested in perspectives on:

  • Scaling your vacation rental portfolio
  • Optimizing guest experiences
  • Revenue management strategies
  • Industry trends and market insights

Express your interest in being a guest →

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