The Savvy Investor Podcast

Short Term Rental Arbitrage with Charles Crompton


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If you’ve been watching the short-term rental space over the last few years, you know it’s been anything but predictable. Wild returns pulled everyone in… then city rules tightened, hosts scrambled, and a lot of people started wondering whether Airbnb and STRs were still worth the effort.

That’s why this episode is such a good one. I sat down with Charles Crompton, founder of Crompton Elite, who went from the corporate grind to building a rental-arbitrage and co-hosting business that scaled to 50+ units in under a year — without owning a massive portfolio or waiting for the “perfect market.”

Charles breaks down what’s really working right now in short-term rentals, especially for anyone curious about rental arbitrage, Airbnb income strategies, or building a co-hosting business that actually pays you back instead of draining your time.

Here’s what we get into:

  • How rental arbitrage functions in today’s STR landscape
  • How Charles adapts to constant regulation changes and stays compliant
  • The kind of returns he’s seeing on new arbitrage deals
  • What it really takes to run a co-hosting business without burning out
  • The systems he built to scale fast while keeping operations sustainable

What makes this conversation stand out is how direct Charles is. He keeps it real about what works, what doesn’t, and what investors overlook when they jump into short-term rentals.

If you’ve been thinking about stepping into Airbnb, testing out arbitrage, or adding co-hosting as another income stream, this episode gives you a genuine look at the business model from someone who’s making it work at a high level.

Follow Charles on Instagram: https://www.instagram.com/crompton.charles/

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Disclaimer: The views and advice expressed on this podcast are those of the participants and do not necessarily reflect the opinions or beliefs of the podcast host or affiliated parties. The content is for entertainment purposes only and should not be considered as professional financial, legal, or investment advice. Listeners are encouraged to conduct their own research and consult with qualified professionals before making any financial decisions. The podcast host and producers are not responsible for any actions taken based on the information provided.

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