DiscoverThe Short Term ShowHow HelloHost AI Levels Up Your Hosting with Annie Li
How HelloHost AI Levels Up Your Hosting with Annie Li

How HelloHost AI Levels Up Your Hosting with Annie Li

Update: 2025-09-24
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Description

On this week’s episode, Avery is joined by Annie Lee to dig into Hello Host, an AI “autopilot” for guest communications that plugs into PMS tools like Guesty, Hostaway, and Hospitable. They discuss how it learns from past conversations and listing data, makes judgment calls on escalations, and pings hosts when a human decision’s needed. Annie shares where AI is headed next, plus practical tips for choosing serious AI vendors and focusing your time on high-touch guest experience. They wrap with Annie’s founder journey, favorite resources, and why AI should augment—not replace—the human side of hosting.


 


How to connect with Annie:


Hellohostai.com 


How to connect with Avery:


The Short Term Shop - https://theshorttermshop.com/
www.strquestions.com
Follow Avery Carl on Instagram
Follow Avery Carl on TikTok
Join the Short Term Shop Facebook group
Check out the Short Term Shop on YouTube


 


For more information on how to get into short term rentals, read Avery’s books:


Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation PropertiesBuy it on Amazon

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How HelloHost AI Levels Up Your Hosting with Annie Li

How HelloHost AI Levels Up Your Hosting with Annie Li

8 Figure Airbnb and Short Term Rental Real Estate Investor Avery Carl