197: From Vacation Renter to Vacation Rental Owner with Casago's Steve Schwab

7 Dec 2025 · 21 min
Episode

7 Dec 2025 · 21 min

0:00

Podcast episode (Heroic Investing Show, ep. 197) featuring Gary Pinkerton interviewing Steve Schwab (former Army Ranger, founder/CEO of Casago). Steve describes his unexpected path from military service and college to buying a small vacation rental business in Mexico, growing it into Casago (roughly 2,000 properties, ~200+ direct employees, operations in Mexico and the U.S.), and offering advice for first responders/military considering starting vacation rental investments. Topics include operational lessons from the military, financing options, seasonality and cash-flow planning, legal/HOA/regulatory checks, choosing property managers, and marketing across many listing channels. Steve offers a book (Going from a Vacation Renter to Vacation Homeowner) and an email contact (me@casago.com) for listeners.

Questions this episode answers

July 16, 2019

About 2,000 properties

A little over 200 direct employees

New Mexico State University; degree in Criminal Justice/Police Science

Going from a Vacation Renter to Vacation Homeowner

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