About this episode

Orlie Benjamin discusses her journey from corporate life to founding a hospitality tech startup and insights on guest relationships.

Orlie Benjamin is the founder and CEO of Lasoh, a hospitality technology platform helping vacation rental and boutique lodging operators strengthen guest relationships through marketing automation, guest experience tools, and AI-powered workflows. After building her career with brands like American Airlines, NetJets, Disney, and Victoria's Secret, she traded corporate life for entrepreneurship, launching both a vacation rental business and a hospitality tech startup. Susan and Orlie talk about guests, growth, and the great hospitality convergence. *** What You'll Learn • Why one or two vacation rentals can still be profitable in today's market • How to turn a side project into a startup opportunity • Why Orlie's research strategy included outreach to 800+ operators • How hospitality companies obsess over properties and overlook guests • What surprising NetJets lesson reshaped Orlie's view of hospitality • How to unlock the overlooked value of the booking-to-arrival window • When to use guest context to create memorable moments at scale • What underused guest data is hiding in plain sight • How drive-to and fly-to guests should be marketed differently • What hospitality can learn…

People in this episode

Host: Susan Barry

Guest: Orlie Benjamin

Topics covered

• hospitality technology
• vacation rentals
• guest experience
• marketing automation
• AI in hospitality
• entrepreneurship

Keywords

• hospitality
• vacation rental
• marketing automation
• AI
• guest experience
• entrepreneurship
• NetJets
• Airbnb
• data

Mentioned in this episode

Organizations: Lasoh, American Airlines, NetJets, Disney, Victoria's Secret

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