Podcast
The Boostly Podcast
Hosted by Mark Simpson · EN
Ready to reclaim control of your bookings and break free from the unpredictability of OTAs like Airbnb? Craving the stability of building your business on your terms?
Dive into the Boostly Podcast, where Mark Simpson and Liam Carolan unveil the secrets to unlocking a flood of direct bookings. With a rich mix of insights, Mark and Liam equip you with the tools and strategies needed to secure your independence in the hospitality industry.
Liam Carolan shines in the "Behind The Host" mini-series, offering a peek into the journeys of successful hosts. Mark Simpson, the driving force behind the Boostly Podcast, shares actionable advice and the latest trends to help you stay ahead.
Join us for a journey over 700 episodes deep – all designed to empower you with knowledge and tactics for boosting your bookings. Catch our engaging video content on the Boostly YouTube channel at boostly.co.uk/youtube. Your path to direct booking mastery starts here!
61episodes
Episodes
Newest firstAll episodes
How to Build a 5 Star Business with a Fully Remote Team - with Hailie Marie Anderson
Sep 2101:09:31Summary ready🎙 Welcome back to the Episode 797 of Boostly Podcast! 🎙👋 Welcome to Boostly, where we give STR and MTR owners and managers the tools, strategies, and support to win more direct bookings — no fluff, no ads.In this Boostly Bootcamp session, Mark Simpson is joined by Hailey Marie Anderson, a 22-year-old Airbnb entrepreneur who built a 7-figure arbitrage business with 58 properties — all fully remote. Hailey reveals how she went from high school side hustles to running an empire by mastering three key steps: automate, delegate, and scale.She breaks down the difference between CEO vs operator mindset, how to run time audits to spot your biggest time wasters, and why burnout, micromanaging, and limited scalability disappear once you hire a remote team. You’ll discover the exact roles she outsourced first (VAs, cleaners, handymen, runners), where to find them, and how to train and retain them with SOPs and checklists.Hailey also shares her tech stack — Hostaway, PriceLabs, Turno, Truvia, TouchStay, Bestie AI, and Discord — and explains how she integrates teams and tools to keep occupancy above 90% while traveling the world as a digital nomad. From guest communication automations to video guidebooks and guest verification, every process is systemized for five-star consistency.Let's jump in.💡 This video is part of our free training series to help you grow your short-term rental business and take control away from OTAs.Connect with Boostlyhttps://Boostly.co.ukhttps://Boostly.co.uk/5stepshttps://instagram.com/boostlyukhttps://Boostly.co.uk/podcast
SummaryHow to Win Corporate & Insurance Housing Contracts with Ruben Kanya
Sep 1401:28:50Summary ready🎙 Welcome back to the Episode 796 of Boostly Podcast! 🎙👋 Welcome to Boostly, where we give STR and MTR owners and managers the tools, strategies, and support to win more direct bookings — no fluff, no ads.In this Boostly Bootcamp session, Mark Simpson is joined by Ruben Kanya, co-founder of Invested Escapes and a nationwide leader in temporary housing. Together they unpack how short-term rental operators can pivot into the booming B2B market by targeting corporate relocations and insurance placements.Ruben shares how he and his wife went from ordinary STR hosts to scaling a profitable business by focusing on relocation agencies and insurance companies. He reveals the data behind the $7.2 billion insurance housing market, why “monthly rentals” is now the keyword you need to win, and how four- to six-bedroom homes create premium opportunities. You’ll also learn his “duplicate listing” strategy for Airbnb, why visibility and searchability matter more than ever, and how to make your business easy to work with for corporations.Let's jump in.https://investedescapes.com/💡 This video is part of our free training series to help you grow your short-term rental business and take control away from OTAs.Connect with Boostlyhttps://Boostly.co.ukhttps://Boostly.co.uk/5stepshttps://instagram.com/boostlyukhttps://Boostly.co.uk/podcast
SummaryAI Secrets for Mid-Term Rentals — Dr. Rachel's secret for hosts!
Sep 700:52:51Summary ready🎙 Welcome back to the Episode 795 of Boostly Podcast! 🎙👋 Welcome to Boostly, where we give STR and MTR owners and managers the tools, strategies, and support to win more direct bookings — no fluff, no ads.In this Boostly Bootcamp session, Mark Simpson is joined by Dr. Rachel to explore how AI tools are transforming the mid-term rental space. Building on Day 1 with Ryan Luke, this session dives into the opportunities hosts have when they pivot from short stays to 30+ day bookings.Dr. Rachel reveals how she uses custom GPTs to uncover the most profitable guest avatars in any market — from displaced insurance families to construction crews, academic housing, seasonal workers, and even sports teams. She explains how AI can build a seasonality playbook for your property, map out which guest types to target, and give you insights into bookers’ budgets, must-haves, and decision-making processes.Let's jump in.www.shorttermgems.com/💡 This video is part of our free training series to help you grow your short-term rental business and take control away from OTAs.Connect with Boostlyhttps://Boostly.co.ukhttps://Boostly.co.uk/5stepshttps://instagram.com/boostlyukhttps://Boostly.co.uk/podcast
SummaryHow Ryan Luke Built a £100K/Property Mid-Term Rental Business (Without Airbnb Tourists)
Sep 100:54:10Summary ready🎙 Welcome back to the Episode 793 of Boostly Podcast! 🎙👋 Welcome to Boostly, where we give STR and MTR owners and managers the tools, strategies, and support to win more direct bookings — no fluff, no ads.In this Boostly Bootcamp session, Mark Simpson is joined by Ryan Luke to unpack one of the hottest strategies in short-term rentals right now: medium-term stays of 30 days or more. With Airbnb reporting that one in every five bookings is now over 30 days, hosts who adapt will win big.Ryan shares how he scaled from hundreds of short-term rental units to a leaner, more profitable business focused on contractor bookings. He explains how buying the right properties, converting them into 4–6 bedroom homes, and targeting the contractor niche transformed his business into a sustainable, stress-free model. You’ll hear his journey from 450 units and chaos to just 59 highly profitable properties, how he attracts four- to seven-month stays, and how he now raises capital to expand without relying on OTAs.Let's jump in.https://www.lukestays.com/💡 This video is part of our free training series to help you grow your short-term rental business and take control away from OTAs.Connect with Boostlyhttps://Boostly.co.ukhttps://Boostly.co.uk/5stepshttps://instagram.com/boostlyukhttps://Boostly.co.uk/podcast
SummaryFrom First Click to Final Clean: The New Guest Experience in 2025
Aug 2500:27:52Summary ready🎙 Welcome back to the Episode 792 of Boostly Podcast! 🎙👋 Welcome to Boostly, where we give STR and MTR owners and managers the tools, strategies, and support to win more direct bookings — no fluff, no ads.In this special Boostly Spotlight episode, Mark Simpson is joined by Christina Vassel, Director of Partnerships at Turno, the cleaning automation platform built for hosts. Together they dive into what the guest journey really looks like in 2025—from the very first click to the final clean—and how you can impress guests at every stage.Christina explains how Turno’s data-driven “Quality Center” helps hosts track cleanliness scores, manage turnovers, and avoid costly negative reviews. She also shares insights from Turno’s partnership with Airbnb, revealing how cleanliness ratings directly impact reservations. Mark follows up with practical marketing tactics for pre- and post-booking that ensure you turn lookers into bookers—and keep guests from cancelling.Let's jump in.https://turno.com/💡 This video is part of our free training series to help you grow your short-term rental business and take control away from OTAs.Connect with Boostlyhttps://Boostly.co.ukhttps://Boostly.co.uk/5stepshttps://instagram.com/boostlyukhttps://Boostly.co.uk/podcast
SummaryBatch: The Ultimate Party Marketplace for Group Travel
Aug 1800:38:43Summary ready🎙 Welcome back to the Episode 791 of Boostly Podcast! 🎙👋 Welcome to Boostly, where we give STR and MTR owners and managers the tools, strategies, and support to win more direct bookings — no fluff, no ads.Today, In this Boostly collab session, Mark, Madi, and Mike Petrek, founder & CEO of Batch, explore how the world’s biggest party-planning app evolved into a full-blown group travel marketplace.Batch helps party planners (think bachelorettes, birthdays, divorce parties, guys/girls trips) easily book experiences, bars, restaurants, and group accommodations — all in one place.Let's jump in.https://letsbatch.com/💡 This video is part of our free training series to help you grow your short-term rental business and take control away from OTAs.Connect with Boostlyhttps://Boostly.co.ukhttps://Boostly.co.uk/5stepshttps://instagram.com/boostlyukhttps://Boostly.co.uk/podcast
SummaryThe Platform Helping Mid-Term Hosts Fill Vacancies — Meet Furnished Finder
Aug 1000:39:13Summary ready🎙 Welcome back to the Episode 790 of Boostly Podcast! 🎙👋 Welcome to Boostly, where we give STR and MTR owners and managers the tools, strategies, and support to win more direct bookings — no fluff, no ads.Today, we are joined by Jeff from Furnished Finder — the go-to platform for hosts looking to attract reliable mid-term tenants such as traveling nurses, remote workers, and corporate clients. They dive into how Furnished Finder connects property owners with a steady stream of pre-screened, background-checked renters without the high commissions of OTAs. You’ll learn how the platform works, what sets it apart from traditional short-term rental channels, and why it’s becoming a game-changer for hosts aiming to reduce vacancies and secure consistent rental income. From tips on optimizing your listing to insights on tenant expectations and rental trends, this episode is packed with practical advice for anyone exploring mid-term rentals.Let's jump in.https://www.furnishedfinder.com/💡 This video is part of our free training series to help you grow your short-term rental business and take control away from OTAs.Connect with Boostlyhttps://Boostly.co.ukhttps://Boostly.co.uk/5stepshttps://instagram.com/boostlyukhttps://Boostly.co.uk/podcast
SummaryThe Easiest Direct Booking Win You’re Probably Missing – Meet Directo
Aug 4, 202500:29:42Summary ready🎙 Welcome back to the Episode 789 of Boostly Podcast! 🎙👋 Welcome to Boostly, where we give STR and MTR owners and managers the tools, strategies, and support to win more direct bookings — no fluff, no ads.In today’s Spotlight Series, Liam sits down with Pierre from Directo — the all-in-one guest experience platform helping short-term rental hosts ditch OTAs and win back direct bookings.Directo (formerly known under a different brand) is back with a new look and powerful tools that convert website visitors into paying guests — fast. From real-time price syncing and property filtering to mobile-optimised booking flows, Directo helps you take control of your marketing and maximise revenue.If you’re serious about direct bookings in 2025, this is an episode you can’t afford to miss.Let's jump in.https://www.getdirecto.com/💡 This video is part of our free training series to help you grow your short-term rental business and take control away from OTAs.Connect with Boostlyhttps://Boostly.co.ukhttps://Boostly.co.uk/5stepshttps://instagram.com/boostlyukhttps://Boostly.co.uk/podcast
SummaryThe Guest Journey, Automated — Discover Enso Connect for STR Hosts
Jul 28, 202500:36:35Summary ready🎙 Welcome to this Special Webinar Episode on the Boostly Show! 🎙👋 Welcome to Boostly, where we give STR and MTR owners and managers the tools, strategies, and support to win more direct bookings — no fluff, no ads.💡 This video is part of our free training series to help you grow your short-term rental business and take control away from OTAs.In this special Boostly webinar, Mark Simpson dives into Enso Connect — the all-in-one guest experience platform that’s transforming short-term rental operations. From automating messaging and smart lock access to boosting upsells and review rates, Enso Connect helps STR hosts streamline the entire guest journey while keeping everything personalised and on-brand. Built to integrate seamlessly with your PMS, this powerful tool acts like your digital concierge, letting you focus on growth while the tech handles the heavy lifting. Whether you manage boutique stays or hundreds of units, this session unpacks how hosts are using Enso to deliver 5-star experiences with less effort — and more profit.Let's jump in.https://ensoconnect.com/Connect with Boostlyhttps://Boostly.co.ukhttps://Boostly.co.uk/5stepshttps://instagram.com/boostlyukhttps://Boostly.co.uk/podcast
SummaryDouble Your Direct Bookings, Halve Your Workload
Jul 21, 202500:21:30Summary ready🎙 Welcome to this Special Webinar Episode on the Boostly Show! 🎙👋 Welcome to Boostly, where we give STR and MTR owners and managers the tools, strategies, and support to win more direct bookings — no fluff, no ads.💡 This video is part of our free training series to help you grow your short-term rental business and take control away from OTAs.In this special Boostly webinar, Mark Simpson is joined by Michael and Ryan from Conduit — the AI-powered guest communication platform formerly known as HostAI. They share how Conduit helps short-term rental managers save time by automating up to 80% of guest communication through AI messaging, omnichannel inboxes, and new voice AI features. The team explains how their system integrates directly with major PMS platforms and Airbnb, setting up in just two quick calls. You'll also get a behind-the-scenes look at how Conduit's AI is trained, how it can handle calls, manage escalations, and even support your guest services team. Whether you're a host, property manager, or hotelier, this session is packed with valuable insights on how AI can help futureproof your business.Let's jump in.https://www.conduit.ai/Connect with Boostlyhttps://Boostly.co.ukhttps://Boostly.co.uk/5stepshttps://instagram.com/boostlyukhttps://Boostly.co.uk/podcast
Summary