『Tim Hubbard: Stop Leaving Money on the Table with Your Long Term Rental』のカバーアート

Tim Hubbard: Stop Leaving Money on the Table with Your Long Term Rental

Tim Hubbard: Stop Leaving Money on the Table with Your Long Term Rental

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What happens when you run the numbers on the Airbnb you're staying in and realize it beats every turnkey rental you toured that day? For Tim Hubbard, it meant walking away from the long term rental deal he flew to Tennessee to find, buying a historic eight-unit apartment building instead, and converting it to short term rentals. That single property went on to earn roughly eight times what it produced as a long term rental, and it set him free.In this episode, host David Richter sits down with Tim to trace the whole journey: discovering Rich Dad Poor Dad nearly 20 years ago, fighting through loan denials as a 1099 contractor to buy a foreclosure fourplex in downtown Sacramento in 2010, house hacking one unit while the other three covered the bills, and 1031 exchanging his way into bigger buildings and better markets.Today Tim runs roughly 65 units, 45 of them short term rentals, from South America, where he's lived for nearly a decade, first in Colombia and now in Brazil. He's also weeks away from opening the first phase of a boutique resort in Colombia and leads Corzly, a core operating center that handles revenue management, 24/7 guest communication, and marketing for short term rental owners and property managers in more than 40 cities.Tim doesn't sugarcoat the 2026 short term rental market: it's more competitive, guest expectations are higher, and owners still pricing like it's two years ago aren't getting booked. This conversation is a masterclass in reading supply and demand, finding the luxury edge, and building operations that let the profit actually reach you.Episode Highlights[1:01] – David welcomes Tim Hubbard, short term rental investor and host of Short Term Rental Riches[1:50] – Discovering Rich Dad Poor Dad young and buying a first property within about two years[3:50] – The 2010 foreclosure fourplex in downtown Sacramento: FHA loan, 1099 income, and repeated denials[5:16] – House hacking one unit, renting out three, and cash flowing from day one[6:25] – 1031 exchanging four units into nine in a better appreciating out-of-state market[6:59] – The Tennessee light bulb: the Airbnb he rented penciled far better than the turnkey rentals he toured[7:43] – Buying a historic eight-unit building and spending a year converting it to short term rentals[9:12] – The eight unit that earned eight times more and funded a move to South America[10:19] – Tim's 2026 portfolio: 65 units, 45 short term rentals, and a boutique resort under construction in Colombia[11:58] – How managing properties virtually from abroad grew into Corzly, now operating in over 40 cities[13:21] – Why centralized revenue management and 24/7 guest teams beat hiring locally for small portfolios[17:13] – The seasonal hybrid play: nightly rates in high season, monthly rentals in the off season[18:14] – Tim's biggest lessons: leave for better returns, and think twice before long-timeline projects[20:43] – Advice for new investors: verify supply and demand with a tool like AirDNA before buying anything[22:25] – Why unique luxury properties now have more upside and more recession resistance than commodity rentals[24:31] – Reviews, visibility, and dynamic pricing: the operational levers that can double revenue5 Key TakeawaysThe same property can earn dramatically more under a different strategy; Tim's eight-unit building produced roughly eight times more as short term rentals than it did with long term tenants.Invest where the numbers make sense, not where you happen to live; leaving California for out-of-state returns is the decision Tim credits with setting him free.Before buying a short term rental in 2026, study supply and demand with a tool like AirDNA, and avoid markets where average revenue is falling while purchase prices stay high.The market is inefficient enough that two identical properties next door to each other can have double the revenue gap; strong reviews drive visibility, and dynamic pricing tools like PriceLabs or Wheelhouse are now mandatory to compete.Core operations like revenue management and around-the-clock guest communication don't belong in-house for small portfolios; centralizing them is the same logic as hiring a fractional CFO instead of a full-time one.Links & ResourcesShort Term Rental Riches podcast — https://strriches.comCorzly, Tim's short term rental operations company — https://www.facebook.com/corzlyRich Dad Poor Dad by Robert KiyosakiAirDNA market research tool — https://www.airdna.coPriceLabs and Wheelhouse dynamic pricing toolsBook your free discovery call with Simple CFO — https://simplecfo.comClosing RemarkTim Hubbard built the kind of business most investors say they want: a portfolio that runs without him in the room, from another continent, with profit that funds the life he actually chose. But as David points out, Tim didn't just make that money, he knew how to keep it, and he knew what every property was earning. If you're closing deals but still ...
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