Winner of The Shortyz 2026 Best Travel Influencers of the Year

Orlie Benjamin

Orlie Benjamin Profile Photo

Founder & CEO

Orlie Benjamin knows what it's like to lay awake at night worried about a potential 1-star review. As both a hands-on property manager and former Fortune 500 marketing executive, she built Lasoh because she was tired of cobbling together spreadsheets and generic tools to manage marketing strategies.

Before founding Lasoh, Orlie found herself in the trenches of property management, dealing with everything from last-minute cancellations to guests who couldn't figure out the smart lock. But her background at American Airlines, Victoria's Secret, and NetJets showed her what sophisticated guest relationship management and marketing could look like. She realized vacation rental operators were stuck with tools designed for hotels or generic CRMs that didn't understand their unique challenges.

Now she's on a mission to give every property manager, whether they have 2 units or 2000, access to the same marketing technology that billion-dollar hospitality companies use to build guest loyalty and maximize revenue.

1st of the Month Wrangle: What's Missing from Vacation Rental Marketing, with Lasoh CEO Orlie Benjamin
April 1, 2026

1st of the Month Wrangle: What's Missing from Vacation Rental Marketi…

Send us a message! We’re kicking off a new special series, First of the Month Wrangle , in partnership with Lasoh , where we’ll dig into the strategies, systems, and blind spots shaping one of the most important and often mis...

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Rewriting the Rules: Orlie Benjamin on Building Lasoh for a Better Guest Experience
June 1, 2025

Rewriting the Rules: Orlie Benjamin on Building Lasoh for a Better Gu…

Send us a message! In our first-of-the-month bonus episode, we are joined by Orlie Benjamin, founder and CEO of Lasoh, a marketing technology platform designed to help vacation rental operators own their guest relationships a...

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Live from VRNation: Unpacking The Real Story
May 5, 2025

Live from VRNation: Unpacking The Real Story

Send us a message! Alex & Annie bring you behind the scenes at VRNation 2025 to explore direct booking strategies, industry growth, tech innovation, and the evolving role of associations in vacation rentals. Recorded live in ...

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