automation Archives - Short Term Rental Secrets

Ep 315 – The Breezeway CEO Has Seen 350,000 Airbnbs. This Is the Mistake He Sees Everywhere | Jeremy Gall

STRS Marketing2026-10-13T07:14:19-04:00

How do you grow a short term rental or Airbnb management business without losing the human touch that makes guests book in the first place? In this episode of the STR Secrets Podcast, Breezeway founder and CEO Jeremy Gall breaks down the real role of AI and automation in vacation rental operations, and why automating everything could quietly kill your business. Jeremy has spent 20 years building software for vacation rental operators. He founded FlipKey and grew it into one of the world's largest vacation rental platforms before TripAdvisor acquired it in 2013. Today he runs Breezeway, the AI powered property [...]

Ep 315 – The Breezeway CEO Has Seen 350,000 Airbnbs. This Is the Mistake He Sees Everywhere | Jeremy GallSTRS Marketing2026-10-13T07:14:19-04:00

Ep 312 – The Only AI Masterclass Airbnb Hosts Need: Leads, Revenue, and Ad Spying on Autopilot

STRS Marketing2026-09-21T06:50:28-04:00

🚨 The AI Summit is almost sold out — grab your ticket before it's gone: 👉 www.strsecrets.com/aisummit2 Sep 29 & 30 | Salem, MA | $497 | Less than 20 Seats Remaining Download the Ad Spying Skill and other resources mentioned in the training from here: In this AI masterclass, Ryan and Mike break down the 3 AI systems every short-term rental operator needs to grow their portfolio and maximize revenue — no VAs, no guesswork, just automation. What you'll learn: 🏠 AI Revenue Manager Connect Price Labs to Claude with one click and get a full portfolio revenue report in [...]

Ep 312 – The Only AI Masterclass Airbnb Hosts Need: Leads, Revenue, and Ad Spying on AutopilotSTRS Marketing2026-09-21T06:50:28-04:00

Ep 248 – From Airbnb Suspension to 90% Occupancy with Midterm Rentals & AI Automation with Amanda Williams

STRS Marketing2025-06-30T07:15:02-04:00

Amanda Williams branded herself as The Traveling Realtor and built a thriving rental business, only to be banned from Airbnb overnight. In this episode, she shares how that crushing moment forced her to pivot into midterm rentals, automate with AI, and rebuild a better business that runs with less stress, higher profits, and total platform independence. What You’ll Learn: Why Airbnb banned her (and what you can do to prevent it) How midterm rentals (MTR) gave her 90–95% occupancy The AI tool she built to automate listings, guest comms & content How she balances business with nervous system regulation & wellness [...]

Ep 248 – From Airbnb Suspension to 90% Occupancy with Midterm Rentals & AI Automation with Amanda WilliamsSTRS Marketing2025-06-30T07:15:02-04:00

Ep 224 – AI to Automate Your STR Portfolio with Host Buddy Founders Jay Ullrich and Sam Mayes

STRS Marketing2025-04-28T07:48:21-04:00

Looking to simplify your property management and maximize profits? In this episode, we explore AI tools that enhance guest experiences, optimize cleaning schedules, and improve booking conversions. Tune in and learn how to leverage AI for smarter, more efficient short-term rental operations! Jay Ulrich and Sam Mayes' Bio In 2021, co-founders Sam Mayes and Jay Ullrich began their journey in the short-term rental (STR) industry by establishing a management company in San Diego. Today, their team manages over 40 units, consistently delivering operational excellence and guest satisfaction. As the business expanded, one challenge became clear to almost every host they encountered: [...]

Ep 224 – AI to Automate Your STR Portfolio with Host Buddy Founders Jay Ullrich and Sam MayesSTRS Marketing2025-04-28T07:48:21-04:00

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