Colin Wright moved from Canada to Miami to build a rental arbitrage business that, by his account, now spans more than 65 properties across multiple states. He joined Sean Kelly on the Digital Social Hour to explain what drew him and other entrepreneurs to Miami and how he manages that portfolio remotely.
The conversation ranges from the operational details of scaling an Airbnb business — negotiating with landlords, sourcing furniture, managing cash flow — to Colin Wright's own path and the lifestyle choices that came with it.
About Colin Wright
Colin Wright is an entrepreneur who built a rental arbitrage business inside the short-term rental market, growing it, by his account, to more than 65 properties across several states. His move from Canada to the United States coincided with the growth of his Airbnb business.
He has built a business and academy around teaching the rental arbitrage model he used to scale, covering risk mitigation, negotiating with landlords, and structuring properties for cash flow rather than just occupancy.
What Colin Wright and Sean Kelly Talked About
- Why Colin Wright says Miami has become a hub for entrepreneurs like him
- His account of managing more than 65 rental arbitrage properties across multiple states
- How he approaches risk mitigation when scaling a rental portfolio remotely
- His strategies for negotiating with landlords and sourcing furniture efficiently
- His path from Canada to the United States alongside his business growth
- How he balances a health and fitness routine with running a fast-growing business
- His approach to using travel rewards and points as part of his lifestyle
- His outlook on where his rental arbitrage business is headed next
Why This Conversation Matters
Colin Wright's conversation with Sean Kelly offers a practical, on-the-ground account of scaling a rental arbitrage business across state lines, told from the perspective of someone who has built the systems behind it — useful for anyone evaluating short-term rentals as a serious business rather than a side project.
▶ Watch the full episode on YouTube
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About Sean Kelly & the Digital Social Hour
Sean Kelly is an entrepreneur and the host of the Digital Social Hour, one of the fastest-growing interview podcasts in the world, where he sits down with entrepreneurs, athletes, creators, and cultural voices for candid, long-form conversations. The show draws over 100 million views a month across platforms. Explore more guest features on SeanKelly.io.
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