My Story

Hi, I'm Tim Hubbard. This is how short-term rentals changed my life.

Not a guru story. A 15-year operating story — properties bought, mistakes made, teams built, and a life designed around travel. Here's the honest timeline.

Tim Hubbard

"I believe life is too short for slow returns."

2002

Caught the travel bug on a high-school trip to Spain. Started looking for a way to earn a living while seeing the world.

2007

Read Rich Dad Poor Dad — shifted toward assets that earn money without costing money. Paid for college working restaurants and hospitality.

2010

Bought a first property: a 4-plex in Sacramento, CA — lived in one unit while the other three covered the rent.

2012

Added a duplex and a single-family home. Started staying in Airbnbs — and saw where this was going.

2013

Became a commercial real estate investment broker: deal analysis, comps, markets, cycles — $2B in transactions.

2014

Read The 4-Hour Workweek, quit, bought a one-way ticket to Argentina, and went nomadic. Converted a first long-term rental to short-term — 4–8× the returns.

2015–16

Converted three more units. The system started to take shape.

One of Tim's early converted short-term rental propertiesOne of the early units — 2016.
2017

Bought an 8-unit building in Tennessee, hired a first team member, formed MidTown Stays — and moved to Colombia full-time.

2018–19

Acquired 32 more units and a first international investment in Colombia.

2021

Invested in Brazil. Launched Short Term Rental Riches — the podcast — and began teaching investors through Rest Methods.

2022

The team had grown so strong we started managing other owners' properties remotely, exactly like mine.

2024

MidTown Stays became Corzly — now running properties in 50+ cities across 8 countries.

2026

Breaking ground on a ground-up STR community development in Colombia. The next chapter.

100,000+
Guests Hosted
70+
Units Managed Remotely
80+
Countries Traveled
348
Podcast Episodes
Tim Hubbard traveling — coconut in hand, palm tree behind
Where I am now · 2026

Still operating. Still traveling. Still improving.

These days home base is Balneário Camboriú, Brazil — a beach town on the country's south coast. When I'm not on a tennis court (which is as often as I can manage), I'm doing the thing I still enjoy most: improving operations, day in and day out, for hundreds of short-term rentals across the U.S. and around the world.

Same obsession that started with a single Sacramento 4-plex — just a lot more doors, a lot more team, and a lot more travel between them.

Want to see how my team can help you earn more with less headache?

Book a free strategy call — we'll show you how our team would run and optimize your properties, whether we end up working together or not.

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