More 1% short-term rental properties than any other group, 2,000+ STR investors, and 20+ years of real estate investing experience. Shawn Moore, Founder & CEO of Vodyssey, and bestselling author, brings you inside the strategies behind turning vacation homes into profitable Lifestyle Assets. Hear the mistakes, breakthroughs, and strategies most STR investors never talk about, from the people actually doing it at the highest level.
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September 11, 202649 min
Episode 412 - How 2 Airbnb's Make Me Money AND I Get To Use Them When I Want
Properties: 1) https://www.airbnb.com/rooms/1306027121341201396?source_impression_id=p3_1789076790_P3h0MPqfaMCmqHC7 2) https://www.airbnb.com/rooms/904445235790642892?source_impression_id=p3_1789081596_P3uUsGgKlCdO3YCS Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Chapters 00:00:00 Intro 00:01:56 Market selection: Why Jason chose mountain and ocean properties 00:06:59 Property features and upgrades that attract high-end clients 00:12:01 Managing seasonal fluctuations and marketing strategies 00:16:57 Lessons learned from management companies and self-management 00:23:00 The importance of amenities and themed interiors 00:30:01 Future plans and market expansion strategies 00:39:49 Advice for new investors and management tips
September 9, 202652 min
Episode 411 - Vrbos' HORRIFIC Discount, AI Property Design & Fall Strategies To Boost Revenue
Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s Check Out The Properties: 1) https://www.airbnb.com/rooms/1765489961443087041?unique_share_id=cfd244ee-2c5e-4156-96bc-da4d20edd8e6&viralityEntryPoint=1&s=76&source_impression_id=p3_1788884075_P3zze-GzB1Q4CA_p 2) https://www.airbnb.com/rooms/1218128470033142917?unique_share_id=bb314c38-8a05-48ee-a8ac-5b935e1d63fd&viralityEntryPoint=1&s=76&source_impression_id=p3_1788883988_P337A_QcC-u4x5NA Sources: 1) https://www.cnbc.com/2026/09/04/fall-travel-wealthy-europe.html 2) https://www.airdna.co/blog/airbnb-length-of-stay 3) https://www.rentalscaleup.com/vrbo-members-only-deals-auto-enrollment/ FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Chapters: 00:00:00 Intro 00:03:32 Using AI in property design and graphics 00:11:14 Creating immersive environments with AI 00:20:18 When to and when not to use AI in design 00:21:13 Luxury travel trends shifting into fall 00:23:28 Data on fall demand and booking trends 00:28:25 Extending peak seasons with amenities like pools 00:34:04 The impact of heating pools in off-season 00:40:10 VRBO's new member-only discount policies 00:44:27 Opting out of OTA discounts and policies 00:51:29 Closing remarks and call to action
September 4, 202635 min
Episode 410 - 2 Hurricanes & 8.75% Rates - How This Dentist’s STRs Still Make Profit
Check Out His Properties: 1) https://www.airbnb.com/rooms/1209440043623463487?adults=1&children=0&enable_m3_private_room=true&infants=0&pets=0&search_mode=regular_search&check_in=2024-08-08&check_out=2024-08-13&source_impression_id=p3_1722389126_P3U80TzxpiN_xBT3&previous_page_section_name=1000&federated_search_id=1f1e694f-ba6e-4857-8452-701e734e2fe9 2) https://www.airbnb.com/rooms/1160851235647050641?viralityEntryPoint=1&s=76&source_impression_id=p3_1784843440_P3Mw7GMZykVtEeLa Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Chapters 00:00:00 Intro 00:02:01 Jonathan's journey into real estate and rentals 00:03:59 Market selection: Texas and Kentucky 00:06:11 Timing and market environment considerations 00:08:10 Capital requirements and managing stormy markets 00:10:02 Property types: turnkey vs. custom 00:11:59 Challenges of older homes and maintenance 00:13:54 Designing for different target audiences 00:15:52 Pros and cons of turnkey vs. custom properties 00:19:09 Lessons from property management experiences 00:21:04 Impact of weather events and review management 00:23:03 Financing strategies and interest rate environment 00:25:11 Visibility and forecasting with management models 00:27:00 Future market plans and expansion 00:34:03 Advice to younger self and enjoying the journey
September 2, 202654 min
Episode 409 - Game Day Markets 455% Increase, Hotels Move Into STRs & Airbnb Allows Direct Bookings?!
Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s Sources: 1) https://rewiremedia.co/2026/09/01/marriott-hilton-wyndham-apartment-style-short-term-rentals-hotels/ 2) https://skift.com/2026/08/03/gen-z-millennials-vacation-ownership/ 3) https://www.hoteldive.com/news/airbnb-furthers-hotel-strategy-lark-partnership/826921/ 4) https://www.phocuswire.com/opinion/opinion-airbnb-making-us-rethink-direct-booking-means 5) https://finance.yahoo.com/real-estate/articles/shrinkflation-hits-housing-homes-smaller-090704276.html 6) https://www.lendingtree.com/home/mortgage/home-sizes-study/ 7) https://www.airdna.co/blog/college-football-short-term-rental-revenue FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Chapters 00:00 Intro 02:17 Market reactions to geopolitical tensions and interest rate changes 04:00 Shout-outs to new STR property owners and market updates 05:23 Major hospitality brands expanding into the STR and apartment market 08:43 Timeshare properties and their evolving role in short-term rentals 14:46 Airbnb's new direct booking feature and host strategies 32:50 Shrinkflation's impact on home sizes and STR opportunities 37:35 The rise of small, high-end, and niche properties 45:43 The potential of college game day markets for STR 52:58 Closing remarks and strategies for investors and hosts
August 28, 202649 min
Episode 408 - Their 1st Airbnb Earned $71,000 In Revenue - Here's How
ENTER THE GIVEAWAY: https://www.geauxtimegetaway.com/ Check Out Their Properties: 1) https://www.airbnb.com/rooms/1631568300669975701?guests=1&adults=1&s=67&unique_share_id=7fad13f2-8719-4283-b481-20f0a9f3d02a&source_impression_id=p3_1784216277_P3zn_n-01cGG7e1p 2) https://www.airbnb.com/rooms/1296412992583781804?check_in=2025-03-01&check_out=2025-03-06&guests=1&adults=1&s=67&unique_share_id=a1f89a2e-8147-41e8-96d8-8477f1bf2321&source_impression_id=p3_1784216268_P3Z99tQdzkg1Y45v Follow Their Instagram: https://www.instagram.com/geauxtimegetaway/ Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Chapters 00:00:00 Intro 00:02:33 Deciding to pivot from Florida to Arizona market 00:04:27 Choosing Page, Arizona for their first property 00:07:07 Mindset shift from tax strategy to legacy building 00:11:07 Family involvement and community impact 00:14:01 Market challenges and adjusting strategies 00:17:20 Performance numbers and financial success 00:22:28 Expanding to a second property in Baton Rouge 00:27:37 Creating immersive, branded experiences for guests 00:30:26 Launch and marketing strategies for success 00:33:20 Lead generation and digital marketing results 00:38:17 Future plans and advice for aspiring hosts
August 26, 202649 min
Episode 407 - This Is The Easiest STR Strategy To Get Your Tax Savings In By EOY
Check out Ranjay's Property: https://www.airbnb.com/rooms/1756726015619534506?unique_share_id=b6fb2338-e0be-41e9-bf69-3286fdf8fe77&viralityEntryPoint=1&s=76&source_impression_id=p3_1787578952_P3wUCxW-z-8y9pAo Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Sources: 1) https://www.airdna.co/blog/how-to-analyze-a-short-term-rental 2) https://www.the-independent.com/life-style/airbnb-host-rules-tiktoks-cassie-john-b3023148.html Chapters 00:00:00 Intro 00:00:36 Discussion of year-end property purchase timelines 00:01:04 Electric vehicle charging as a guest amenity 00:02:50 Shout-out to Ranjay’s new property in Galveston 00:04:16 Analyzing short-term rental potential before buying 00:05:07 Importance of thorough underwriting and market analysis 00:08:11 Deep dive into property analysis and seasonality 00:09:24 Maximizing peak season revenue and demand 00:12:03 Maximizing assets during shoulder seasons 00:13:36 Understanding property setup timelines and execution 00:15:22 Guest checkout expectations and management 00:20:23 Investing in proper trash and wildlife-proofing 00:22:49 The importance of high-quality Wi-Fi for guests 00:23:26 End-of-year tax strategies and property acquisition timelines 00:26:48 Design, customization, and execution timelines 00:35:19 The speed of execution and customization in setup 00:44:12 Maintaining quality and avoiding compromises 00:46:29 Market differentiation through customization 00:50:35 Closing remarks and call to action
August 21, 202642 min
Episode 406 - How This Top 1% Airbnb Makes 3X More Revenue Than Expected
Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com PROPERTY: https://www.airbnb.com/rooms/1085808130446764141?guests=1&adults=1&s=67&unique_share_id=d1d01406-af56-448b-b297-4de5b08be531&source_impression_id=p3_1783953490_P3wpb0PvyqGkjEfX Chapters 00:00:00 Intro 00:02:07 How Alan got started in short-term rentals 00:04:10 The evolution of the industry over 15 years 00:07:02 The importance of intentional property selection 00:09:59 Creating a unique guest experience 00:14:01 Pricing strategies and market positioning 00:16:07 Lessons learned from challenges and surprises 00:19:53 Trusting intuition over conventional advice 00:23:59 The value of authenticity and passion 00:27:55 Future plans and direct booking strategies
August 19, 202652 min
Episode 405 - 3 MASSIVE Changes Every Airbnb Owner Needs to Know
WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 Check Out These Vodyssey Properties: 1) https://www.airbnb.com/rooms/1043656594301161070?source_impression_id=p3_1786975767_P3EFBCLG25B00EoO 2) https://www.airbnb.com/rooms/1743885571024950304?source_impression_id=p3_1786975858_P3EwUHdwkTD23Nat 3) https://www.airbnb.com/rooms/1586781231542468450?source_impression_id=p3_1786976132_P34y9eePGHXSChvT 4) https://www.airbnb.com/rooms/1608127384681815294?source_impression_id=p3_1786976137_P321MW7MPmqXLteL Sources: 1) https://itep.org/trump-capital-gains-indexing-midterms-2026/ 2) https://finance.yahoo.com/video/capital-gains-tax-rate-effectively-152311364.html 3) https://news.airbnb.com/fall-beats-summer-as-the-top-season-for-weekend-trips/ 4) https://writing.strisker.com/short-term-rentals-daily-notes-august-17-2026/ FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Chapters 00:00:00 Intro 00:01:23 Success Stories and Market Shout-Outs 00:04:39 Luxury and High-End Property Achievements 00:08:00 Discussion on Proposed Tax and Regulation Changes 00:17:30 Fall Travel Trends and Opportunities 00:24:36 Rising Hospitality Taxes and Their Impact 00:34:24 AI in Property Photos and Listings Debate 00:50:48 Wrap-Up and Final Thoughts
Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com PROPERTY: https://www.airbnb.com/rooms/798736872447755691?source_impression_id=p3_1786658894_P3OTPb_CF235Gqto&check_in=2026-09-14&guests=1&adults=1&check_out=2026-09-16 Chapters 00:00:00 Intro 00:01:54 Property selection in ski towns 00:06:00 Underwriting and financing process 00:07:55 Property setup and value-add strategies 00:12:00 Understanding seasonal demand in ski towns 00:16:00 Renovations and outdoor improvements 00:21:00 Performance and growth of the rental 00:24:00 Managing bookings and maximizing revenue 00:29:56 Future plans and scaling 00:31:57 Lessons learned and advice for investors
August 12, 202647 min
Episode 403 - Markets You Should Invest In, VRBO Sponsored Listings, Airbnb Report & MORE!
Check Out Anthony's Property: https://www.airbnb.com/rooms/1622480558164730327?source_impression_id=p3_1786546585_P3c3N_35aQtonT3q WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Sources: 1) https://partner.expediagroup.com/en-us/resources/blog/top-of-search-top-of-mind-guide-to-vrbo-sponsored-listings 2) https://www.bls.gov/news.release/cpi.nr0.htm 3) https://news.airbnb.com/airbnb-q2-2026-financial-results/ Chapters 00:00 Intro 01:54 Shout Out to Anthony Gira's Scottsdale Property 04:07 Housing Market Peak and Regional Divergence 08:13 Opportunities in Abilene and Emerging Markets 13:04 Impact of AI Infrastructure on Real Estate Growth 25:00 Verbo's New Pay-Per-Booking Listing Model 37:11 Airbnb's Q2 Results and Market Demand 42:03 Comparing Airbnb and VRBO Growth Strategies 45:10 Future Opportunities in Short-Term Rentals and Advertising
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