Summit Schedule

Get excited because this is going to be epic!

Once you have registered, check your email and the Summit Community for all details and links. All presentations are free to watch for 24 hours. 

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Monday – November 3rd, 2025

11:30am PST (2:30pm EST/7:30pm GMT) 
Live Kick Off Party with Jenn Boyles, DBS Summit Host
Come and join us live when we get the party started! Everything you need to know about this exciting event will be shared.

Tuesday – November 4th, 2025

Build The Foundation - Clarity, Confidence & Connection

6am PST (9am EST/2pm GMT) 
Day 1 Presentations go live for 24-hour free access

    • + Part 1: The More You Know Your Guest, the Less You Depend on OTAs with Jenn Boyles, DBS Summit Host
    • + Leading With Empathy and Creativity to Grow a Thriving Vacation Rental Brand with Ali Cammelletti
    • + How to Use Data and Demand to Attract New Guests (Not Just Repeat Ones) with Amber Knight
    • + The Secret to Winning Family Bookings by Making Kids Feel Like VIPs with Kelly Odor
    • + Outrank the OTAs With Search Terms That Actually Convert with Craig Webb
    • + What It Really Takes to Build a Business Beyond Airbnb with Jennifer Spencer
    • + How to Use Length of Stay Rules to Drive Bookings and Reduce Burnout with Thibault Masson
    • + Turn Your Hospitality Superpowers Into Marketing Emails That Book with Jodi Bourne
    • + The Loyalty Strategy That Gets Guests Booking Again (Without Discounting) with Sarah Orchard
    • + The No-Stress Template to Creating a High-Converting Vacation Rental Website with Taryn Mercedes
    • + Your Guests’ Communication System to Add at Least 25% to Your Revenue with Yvonne Halling
    • + The Power of Human Connection in a Digitally Driven Industry with Robin Bass
    • + Simplify Your Rental Business With AI That Only Uses Your Data with Heather Bayer
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    • LIVE SESSIONS
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  • 9:30am PST (12:30pm EST/5:30pm GMT) 
  • Live Welcome with Jenn Boyles in the Summit Facebook Group
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  • 10am PST ( 1pm EST/6pm GMT) 
  • How Tech Helped Create a 70% Direct Booking Business with Kerri Gibson (Chalets Hygge) and Lodgify
  • See how Kerri Gibson combined strategy, storytelling, and the right tech stack to turn guests into loyal direct bookers. Walk away with ideas you can apply immediately to strengthen your own direct booking strategy. We will also open up for questions.
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  • 11am PST ( 2pm EST/7pm GMT) 
  • How to Boost Trust and Bookings Without Giving Up Control with Frank Bosi of Hostfully
  • Why let OTAs take a cut of your success? In this session, we’ll show you how to take back control, grow your revenue, and strengthen your guest relationships through direct bookings. Learn five easy steps to boost trust, drive repeat stays, and build a business that runs on your rules. With a Q&A at the end.
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  • 12pm PST (3pm EST/8pm GMT) 
    Meet & Mingle
  • A casual, community-focused session where you can connect, share wins, and meet other summit participants. Come prepared for a live, interactive hour with conversation prompts and fun connection activities designed to help attendees find their people, spark collaborations, and start the week on a high note.
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  • 1pm PST (4pm EST/9pm GMT) 
    What’s Working Now!
  • Your DBS Summit Speakers will be sharing real actionable strategies that will help you drive more direct bookings now.

Wednesday – November 5th, 2025

Build Your Brand – Authentic Marketing & Memorable Experiences

 6am PST (9am EST/2pm GMT) 
Day 2 Presentations go live for 24-hour free access

  • + Part 2: How to Stay Authentic in a World of AI-Generated Blah with Jenn Boyles, DBS Summit Host
  • + Outsmart the OTAs and Make AI Your Unfair Advantage with Heather Dunwoody
  • + How to Make Reels That Get Views, Likes, and Bookings with Brianne Hamilton
  • + How Hosts Can Use Instagram to Attract Guests With Ease with Katie Bessant
  • + Stop Competing on Price and Start Creating a Destination Brand with Jennifer Barbee
  • + Get Featured Like a Pro With PR Secrets From Top Hotel Brands with Katie Cline
  • + What Guests See (and Feel) Before They Ever Click Book Now with Brittany Blackman
  • + Storytelling Strategies That Turn Your STR Into a Media Magnet with Tiziana Babbucci
  • + The Micro-Influencer Blueprint Behind 93% Direct Bookings with Sarah Stahl
  • + The 3 Email Funnels Every STR Host Needs to Drive Direct Booking with Steph Weber
  • + Reduce Dependence on OTAs and Maximize Revenue Through Branding with Orlie Benjamin
  • + Top 10 Marketing Mistakes Experienced Managers Don’t Make with Rebecca Lombardo
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  • LIVE SESSIONS
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  • 9:30am PST (12:30pm EST/5:30pm GMT) 
  • Live Welcome with Jenn Boyles in the Summit Facebook Group
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  • 10am PST ( 1pm EST/6pm GMT) 
  • Charge What You’re Worth With Pricing Backed by Real Market Data with Clair Abplanalp of Beyond
  • Discover how smart, data-driven pricing decisions can help you earn more from every booking. No guesswork — just clear strategies to price for profit and grow your direct bookings. We will end with an open Q&A.

  • 11am PST ( 2pm EST/7pm GMT) 
  • 5 Clues Your Website Is Costing You Bookings (and How to Fix It) with Ellie Whichard of ICND
  • Not all websites are created equal. If you’re relying on the free site bundled with your property management software, you might be leaving money on the table without even realizing it. There will be an open Q&A at the end.

  • 12pm PST (3pm EST/8pm GMT) 
    Rapid Fire Q&A
    Meet us in the Summit Facebook group where your DBS Summit Speakers will be answering your burning questions. Have a question to submit? Click here.
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  • 1pm PST (4pm EST/9pm GMT) 
    AAP Hot Seat Intensive
  • This session is only for those who have purchased the All-Access Pass. You will be meeting a small group of your DBS Summit Speakers on Zoom for an in depth session. Zoom link will be sent out to all All-Access Pass holders.

Thursday – November 6th, 2025

Build Your Momentum – Systems, Scale & Sustainability

6am PST (9am EST/2pm GMT) 
Day 3 Presentations go live for 24-hour free access

    • + Part 3: What to Post and Why If You Want More Direct Bookings with Jenn Boyles, DBS Summit Host
    • + Why Doing Everything Yourself Is Costing You Bookings (And How to Fix It) with Leslie Sonnier
    • + The Smart Investor’s Guide to Managing Properties From Miles Away with Sarah Weaver
    • + The Smart Way to Prepare Your Rental Business for a Future Sale with Lisa Roads
    • + The Review Strategy That Builds Trust and Fills Your Calendar with Stacey St John
    • + Discover Your Hosting Style and Use It to Drive More Direct Bookings with Dawn Asher
    • + How to Design Spaces for Guests That Market Themselves with Emily Tillery
    • + How the Dogs-Welcoming Niche Leads to Loyal Guests and More Direct Bookings with Sara Sokol
    • + How Thoughtful Service Turns Happy Guests Into Higher Earnings with Liz Holman
    • + Steal These Hotel Strategies Without Losing Your STR Personality with Susan Barry
    • + How to Make Your Property the Reason Guests Book with Rachel DeSantis
    • + Designing Stays That Tell a Story and Stay in Guests’ Hearts with Anastasia Tara
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  • LIVE SESSIONS
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  • 9:30am PST (12:30pm EST/5:30pm GMT) 
  • Live Welcome with Jenn Boyles in the Summit Facebook Group
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  • 10am PST ( 1pm EST/6pm GMT) 
  • How to Build High-Converting Websites with the PEF Framework with Gil Chan of CraftedStays
  • Discover how to build or optimize a direct booking website that converts up to 75% better, no agency required. You’ll leave with a clear blueprint to improve your site’s performance and boost bookings fast. We will end with an open Q&A.
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  • 11am PST ( 2pm EST/7pm GMT) 
  • How to Send the Right Message to the Right Guest (and Get More Bookings) with Britt Benson-Greer of RealTech Webmasters
    Transform your email list into a steady source of direct bookings. Get proven strategies for crafting high-impact, personalized campaigns that convert. We will also take questions at the end.

  • 12pm PST (3pm EST/8pm GMT)

Live Myth Busting Session
Join us in the Summit Facebook group where your DBS Summit Speakers will be debunking the biggest lies in our Short-Term Rental space and telling you what to do instead.

  • 1pm PST (4pm EST/9pm GMT)
    Wrap Up Party with Jenn Boyles in the Summit Facebook Group
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Friday – November 7th, 2025

10am PST ( 1pm EST/6pm GMT) LIVE
Finally… A Vacation Rental Marketing System That Actually Works (in just 2 hours a month)
Join your DBS Summit Host, Jenn Boyles, live when she takes you behind the scenes of the STR Content Lab. She will show you how take action on what you’ve learned at the 2025 DBS Summit. Look out for the email with the Zoom link.

Need more time?

Upgrade to the All-access Pass and you will have ongoing access to all presentations to watch when you want to.

Plus all the amazing bonuses included! (Worth over $4,000 USD)

With thanks to our Sponsors

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DBSS Sponsors
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