Tech to Real Estate: How I Built a Fully Automated Short-Term Rental

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In this video, I break down how I transitioned from building tech products to scaling a short-term rental business. Coming from a tech background, I approached real estate the same way—by leveraging experts, aligning incentives, and building systems that scale.
After building over 30 tech products and launching one that generated over a quarter million dollars in its first year, my wife and I decided to invest in a short-term rental in San Antonio, Texas. Instead of buying a single unit, we went bigger—purchasing a fourplex, converting all units into short-term rentals, and operating it like a fully automated boutique hotel.
I walk through:
• The 3-part framework I use before entering any new business
• Why we chose a fourplex instead of a single rental
• How we automated nearly 95% of operations
• How tech mindset creates economies of scale in real estate
This is for anyone looking to use systems, automation, and smart strategy to scale real estate without burning out.