About Us

Helping Property Managers Build Brands, Not Just Bookings.

At Tailored Property Systems, we believe property management deserves more than just listings on OTAs. We help property management teams step into the future, building recognizable brands, growing social media presence, and connecting directly with vacation renters. The result? More visibility, stronger engagement, and loyal guests who return year after year.

a living room filled with furniture and a flat screen tv

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Our Story

Our journey began in Barcelona. Alejandro, originally from San Diego, had spent over a decade working in digital advertising, web development, and property management systems. While helping teams run their operations, he saw the same challenge again and again: too much reliance on OTAs and too little focus on building a brand.

It was during his travels, while watching a fútbol match in a local bar, that Alejandro met Conor, a social media strategist from England with a proven track record of running campaigns for global giants like Amazon, Regus, and Laureus.

The connection was instant. After a single conversation, it was clear that Alejandro’s vision and Conor’s expertise were the perfect match. What started over beers and fútbol became a shared mission: to bring property management into the digital age.

Meet The Founders

Alejandro Otero
Managing Director

8+ years in digital advertising, web development, and property management systems.
Expertise with PMS platforms like Streamline and CRM automations.
Hobbies: Sports, travel, music, surfing, volunteering, history, and sharing a cold one.

10+ years managing high-performing social media campaigns for Amazon, IWG, Regus, Space, ADLC, Laureus, and more.
Skilled in building engagement, reach, and loyal online audiences.
Hobbies: Sports, e-commerce, food tasting, karaoke, boating, and finding creative ways to make money.

Conor Doerty
Chief Marketing Officer

What We Believe

We believe property managers deserve independence from OTAs. Your brand is more than a listing; it’s an experience. By combining digital advertising, creative storytelling, and social engagement, we help property management teams take control of their brand, broaden their reach, and create meaningful connections with their guests.

Work With Us

Let's Build Together

At Tailored Property Systems, we help property management teams step into the future. Through creative content and smart advertising, we build your brand, boost engagement, and reduce reliance on OTAs.

white and brown concrete building under blue sky during daytime

Transforming Property Management for the Digital Era

From Legacy to Leading Edge

We blend storytelling with strategy to expand your reach, attract direct bookings, and connect your properties with travelers who keep coming back.