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Vacation Rental Revolution Podcast: Building Lifestyle & Financial Freedom With Short-Term Rentals

Vacation Rental Revolution Podcast: Building Lifestyle & Financial Freedom With Short-Term Rentals

411 episodes — Page 2 of 9

S1 Ep 366Episode 366 - Our Members First Airbnb Was HARDER Than Expected: His Story

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:https://www.airbnb.com/rooms/1434773001449303200?source_impression_id=p3_1775194080_P3D0out62kUCCqV7Chapters00:00:00 Introduction to Short-Term Rental Investing00:04:50 Matt's Journey into Real Estate00:08:44 Choosing the Right Location for Investment00:10:20 Acquisition Process and Challenges00:14:43 Design and Setup of the Property00:20:50 Launch and Initial Success00:25:31 Self-Management Insights and Challenges00:29:38 Future Plans and Tax Strategies

Apr 3, 202637 min

S1 Ep 365Episode 365 - The Biggest Real Estate TRAP of 2026... Economics You NEED To Know

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:03:00 Navigating Economic Challenges00:09:21 Consumer Demand and Market Trends00:20:01 Real Estate Insights and Strategies00:29:02 Long-Term Investment Considerations

Apr 1, 202641 min

S1 Ep 364Episode 364 - Members Face Their Biggest Fear With First Airbnb Property

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:https://www.airbnb.com/rooms/1609185613781787539?photo_id=2497276054&source_impression_id=p3_1772835671_P3F9WI_Ji1A2yIDj&previous_page_section_name=1000&saved_to_wishlist_id=1958452931Chapters00:00:00 Intro00:01:16 Background and Initial Interest in Short-Term Rentals00:03:27 Choosing the First Location: Panama City Beach00:06:58 Understanding the Market and Property Selection00:10:11 Analyzing Financials and Revenue Potential00:12:51 Unique Features of the Property00:13:51 The Purchase Process and Furnishing Decisions00:14:40 Tax Advantages: Understanding Purchase Price Allocation00:18:08 Designing the Space for Success00:21:01 Bringing the Area to Life00:24:25 The Launch Experience00:27:30 Navigating Challenges and Decisions00:30:52 The Importance of Guest Feedback00:33:32 Future Plans and Lessons Learned00:36:18 Advice for Future Investors

Mar 27, 202640 min

S1 Ep 363Episode 363 - Why 90% of People Will NEVER Retire Comfortably...

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:1) https://www.guardianlife.com/retirement/savings-by-age?utm_source=chatgpt.com2) https://www.investopedia.com/retirement-savings-by-age-reveal-how-americans-prepare-differently-for-their-future-11912334?utm_source=chatgpt.com3) https://www.cbsnews.com/news/retirement-social-security-savings-us-workers/?utm_source=chatgpt.com4) https://www.kiplinger.com/retirement/social-security/what-is-the-average-social-security-check-by-age?utm_source=chatgpt.com5) https://smartasset.com/retirement/retirement-calculatorCHAPTERS:00:00:00 Intro00:05:04 Retirement Readiness: The Financial Landscape00:10:53 Challenging Traditional Retirement Narratives00:17:10 The Importance of Lifestyle in Retirement Planning00:20:36 Is It Too Late to Change Your Retirement Strategy?00:25:53 Understanding the Work Involved in Short-Term Rentals00:28:00 Wrapping Up

Mar 25, 202633 min

S1 Ep 362Episode 362 - 6 Airbnb Properties Later... Member Shares Secrets To Success

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected] PROPERTIES:https://www.cowboysandmermaidsvacationrentals.com/alpine-airspace-orp5b5d111xhttps://www.cowboysandmermaidsvacationrentals.com/driftwood-dreams-orp5b5d0c8xhttps://www.cowboysandmermaidsvacationrentals.com/tipsy-turtle-orp5b5d117xhttps://www.cowboysandmermaidsvacationrentals.com/peace-of-paradise-orp5b5d119xhttps://www.cowboysandmermaidsvacationrentals.com/simplicity-at-snowmass-orp5b726daxhttps://www.cowboysandmermaidsvacationrentals.com/serenity-at-snowmass-orp5b6fc3axChapters00:00:00 Intro00:03:02 Life by Design: The Markey Family's Philosophy00:06:03 The Start of a Vacation Rental Portfolio00:08:57 Expanding the Portfolio: New Markets and Properties00:12:00 Navigating Challenges in the Vacation Rental Business00:15:04 The Dynamics of Working Together as a Couple00:17:59 Lessons Learned from Property Management00:20:52 Insurance Insights and Recovery from Losses00:23:59 Using Properties as Lifestyle Assets00:27:08 Advice for Future Investors

Mar 20, 202634 min

S1 Ep 361Episode 361 - TSA Lines RUINED Spring Break Travel?!? How To Pivot To Not Lose Money

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:02:47 Spring Break Travel Trends and Media Perception00:06:58 Consumer Resilience and Travel Demand Analysis00:12:04 Strategies for Short-Term Rental Success00:19:12 Webinars and Resources for Investors00:21:14 Maximizing Bookings Through Flexible Pricing00:22:18 Vetting Guests: Balancing Risk and Opportunity00:24:05 The Role of Price Optimization Tools00:25:31 Maintaining House Rules During Peak Seasons00:27:03 Attracting and Retaining Customers00:30:00 The Importance of Repeat Customers00:33:51 Maximizing Revenue During Peak Seasons00:37:19 Creating Memorable Experiences with Pattern InterruptsSOURCES:1) https://www.usatoday.com/story/travel/news/2026/03/09/airport-long-security-lines-tsa-staffing-partial-shutdown/89062134007/2) https://www.thebusinessresearchcompany.com/report/car-rental-global-market-report#:~:text=What%20Is%20The%20Car%20Rental,(CAGR)%20of%204.8%25.3) https://newsroom.acg.aaa.com/aaa-2026-vacation-intentions-surge/#4) https://www.foxnews.com/travel/airlines-prepare-record-breaking-spring-break-travel-surge-americans-prioritize-experiences5) https://www.usinflationcalculator.com/inflation/airfare-inflation/6) https://www.disneytouristblog.com/florida-reports-record-143-million-visitors-orlando-airport-hits-58-million-as-disney-world-drops/

Mar 18, 202643 min

S1 Ep 360Episode 360 - Banks HATED These Investors: Here's Their Secrets To Success...

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7THEIR PROPERTY:https://www.newriverridge.com/FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:01:06 Background and Team Dynamics00:04:38 Transitioning from Vision to Reality00:07:51 Navigating Challenges in Financing00:12:11 Land Acquisition and Negotiation Process00:18:40 Closing Day Adventures and Challenges00:27:28 The Charm of West Jefferson00:30:07 Resilience in the Face of Challenges00:30:44 The Building Process: Expectations vs. Reality00:37:00 The Launch Phase: Ready or Not?00:43:07 Future Plans: Expanding New River Ridge00:46:10 Lessons Learned: Advice for Future Projects

Mar 13, 202650 min

S1 Ep 359Episode 359 - Breaking News Directly Impacts Your Investment! Oil, War, and MORE!!

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:01:00 Managing Short-Term Rentals: Ownership vs. Co-Hosting00:10:20 Oil Prices and Their Effect on Travel Costs00:14:45 Impact of Oil Price Fluctuations on International Travel00:23:23 Travel Demand Trends and Industry Outlook for 2025-202600:36:05 Long-Term Industry Projections and Investment Opportunities00:39:48 Wrapping Up and Key Takeaways

Mar 11, 202641 min

S1 Ep 358Episode 358 - *Learn From His Advice!* Member Shares Advice On Rehabbing A Property

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:03:07 Craig's Journey into Real Estate00:05:58 Understanding Short-Term Rental Economics00:08:57 The Property Acquisition Story00:11:51 Challenges of Property Rehab00:15:04 Lessons Learned in Construction00:17:56 The Value of Professional Help00:21:43 Navigating Rehab Projects00:24:45 The Importance of Team Dynamics00:25:04 Preparing for Launch00:29:07 Occupancy and Revenue Insights00:31:31 Community and Support in Real Estate00:38:39 Lessons Learned and Advice

Mar 6, 202641 min

S1 Ep 357Episode 357 - 5 Biggest Challenges With Florida Market + Raising Financially Literate Children

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:01:45 Florida's Short-Term Rental Landscape00:06:09 Challenges for Investors in Florida00:10:00 Understanding Market Saturation and Demand00:19:00 Navigating Risks and Regulations00:30:00 The Impact of Gen Z on the Market00:37:04 Engaging the Next Generation in Real Estate00:41:12 Conclusion and Key Takeaways

Mar 4, 202646 min

S1 Ep 356Episode 356 - First Time Inventors Share Advice They Wish They Knew...

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:03:03 Background and Motivation for Investing00:05:55 Transitioning from Long-Term to Short-Term Rentals00:09:03 Market Selection and Decision-Making Process00:11:59 Finding the Right Property00:15:07 The Importance of Team and Support00:17:54 Navigating the Setup Phase00:21:15 Challenges and Concerns During Setup00:24:04 Anticipating Launch and Future Plans00:27:01 Advice for Future Investors

Feb 27, 202647 min

S1 Ep 355Episode 355 - Cartels, World Cup, and Revenue Up 600% - How Breaking News Directly Impacts Your Portfolio

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:01:06 Impact of Cartel Violence on Short-Term Rentals00:10:03 FIFA World Cup and Its Implications for Rentals00:19:52 Strategies for Maximizing Rental Opportunities00:29:56 Conclusion and Key TakeawaysSOURCES:El Mencho1) https://www.thetraveler.org/cartel-violence-triggers-severe-travel-chaos-across-mexico/?utm_source=chatgpt.com2) https://passportsandgrub.com/mexico-travel-warning-safety-and-is-it-safe/?utm_source=chatgpt.com3) https://www.ainvest.com/news/el-mencho-death-liquidity-freeze-puerto-vallarta-tourism-flow-2602/?utm_source=chatgpt.comFIFA:1) https://www.reuters.com/sports/soccer/airbnb-offers-750-pull-first-time-hosts-fifa-world-cup-cities-2026-02-18/?utm_source=chatgpt.com2) https://www.airbnb.com/fifa3) https://news.airbnb.com/airbnb-and-fifa-announce-major-multi-tournament-partnership/

Feb 25, 202632 min

S1 Ep 354Episode 354 - Investing In Short Term Rentals With NO MONEY - How Our Member Did It

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:1) https://www.airbnb.com/rooms/51491507?source_impression_id=p3_1676588334_fH0E5iKEK4ZAv0OV2) https://www.airbnb.com/rooms/618750601524539540?source_impression_id=p3_1675967498_YRBSXe6ONBFK2peV3) https://www.airbnb.com/rooms/50002008?source_impression_id=p3_1675967275_HGsx3Btmh7lvJjCJ4) https://www.airbnb.com/rooms/699999888857707150?source_impression_id=p3_1676588360_IDPidcUKVAtyIjOA

Feb 20, 202641 min

S1 Ep 353Episode 353 - Ai Is Taking Over - This Is How We Use It To Make More Money

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:1) https://techcrunch.com/2026/02/13/airbnb-plans-to-bake-in-ai-features-for-search-discovery-and-support/2) https://mashable.com/article/airbnb-testing-ai-powered-search-feature3) https://nationaltoday.com/us/ma/boston/news/2026/02/14/airbnb-plans-to-integrate-ai-across-search-discovery-and-support/Chapters:00:00:00 Intro00:02:54 The Impact of AI on Property Management00:05:48 Curating Unique Experiences for Guests00:09:01 The Role of Property Managers in an AI World00:11:50 Strategies for Property Managers00:15:11 Pricing Strategies and AI Integration00:18:06 The Future of Customer Experience with AI00:21:08 Hypothetical Scenarios: Self-Management and Personal Touch

Feb 18, 202637 min

S1 Ep 352Episode 352 - Do You Need To Be Good At Hospitality To Succeed With STRs?

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7PROPERTY:https://www.airbnb.com/rooms/1580750884841571778?viralityEntryPoint=1&s=76FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:01:09 Jesse's Journey into Hospitality and Real Estate00:03:05 Transitioning to Short-Term Rentals00:07:15 The Importance of Experience in Rentals00:10:11 Finding the Right Property00:12:06 Budgeting for Immersive Experiences00:13:06 Navigating Challenges in Property Acquisition00:19:38 Overview of the New Hampshire Market00:20:57 Launching the Property00:23:04 Creating a Unique Experience00:25:05 Target Audience and Marketing Strategy00:28:35 Design and Immersive Experience Plans00:31:06 Community Engagement and Support00:34:51 Lessons Learned and Future Plans

Feb 13, 202640 min

S1 Ep 351Episode 351 - STRs: Dying Asset or Hidden Goldmine? (DEBATE)

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:02:44 Debating the Value of Short-Term Rentals00:07:09 Housing Costs and Market Dynamics00:09:00 Interest Rates and Investment Decisions00:12:39 Risk vs. Reward in Real Estate00:19:42 Saturation in the Market00:25:40 Time Investment for Returns00:30:59 Effort Required in Short-Term Rentals00:35:50 Understanding Costs in Real Estate00:41:59 The Impact of One Property00:45:32 Choosing the Right Coach

Feb 11, 202653 min

S1 Ep 350Episode 350 - $75k In Revenue In 2 Weeks... Building A STR Empire!

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected] PROPERTIES:1) https://www.airbnb.com/rooms/1029557714426114517?source_impression_id=p3_1762789330_P3QMjh9hYFX9ZhRu&modal=PHOTO_TOUR_SCROLLABLE2) https://www.airbnb.com/rooms/1526024773485207902?guests=1&adults=1&s=67&unique_share_id=0e41fa09-cd94-410d-811f-d43a680212df&source_impression_id=p3_1762876807_P31FPga1TjGtjiq63) https://www.airbnb.com/rooms/1418406465427161515?source_impression_id=p3_1762876783_P3EGZFR_WSrbKitV4) https://www.airbnb.com/rooms/991340629644230893?source_impression_id=p3_1762876779_P3A5t4Fw9dQrrpBg

Feb 6, 202657 min

S1 Ep 349Episode 349 - Multi-Property Millionaire: The Truth To Scaling Short Term Rentals

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:04:01 Navigating the Challenges of Scaling00:10:09 Understanding the Risks and Rewards of Scaling00:18:16 Maximizing Property Potential Before Scaling00:24:44 The Role of Management in Scaling00:26:18 Realistic Timelines for Property Acquisition00:32:12 Strategizing Property Purchases00:34:02 The Reality of Scaling Short-Term Rentals00:44:04 Final Thoughts on Scaling and Success

Feb 4, 202646 min

S1 Ep 348Episode 348 - From Trapped in Corporate To Freedom With STRs

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]'S PROPERTY: https://www.airbnb.com/rooms/1308042637927871289?viralityEntryPoint=1&s=76Chapters00:00:00 Intro00:01:57 Katherine's Journey into Real Estate00:06:01 Choosing the Right Market for Investment00:12:02 The Importance of a Good Real Estate Agent00:17:54 Navigating Property Features and Market Demands00:19:39 Navigating Natural Disasters and Homeownership Challenges00:22:03 Overcoming Initial Setbacks in Property Management00:26:23 Building a Strong Team for Successful Management00:30:35 Adapting to Market Changes and Guest Needs00:32:58 Innovative Solutions for Unique Guest Experiences00:36:32 Lessons Learned and Future Aspirations

Jan 30, 202649 min

S1 Ep 347Episode 347 - Stop Competing on Price: The Marketing Shift That Changes Everything

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected] PROPERTIES:1) https://www.airbnb.com/rooms/1029557714426114517?source_impression_id=p3_1762789330_P3QMjh9hYFX9ZhRu&modal=PHOTO_TOUR_SCROLLABLE2) https://www.airbnb.com/rooms/1526024773485207902?guests=1&adults=1&s=67&unique_share_id=0e41fa09-cd94-410d-811f-d43a680212df&source_impression_id=p3_1762876807_P31FPga1TjGtjiq63) https://www.airbnb.com/rooms/1418406465427161515?source_impression_id=p3_1762876783_P3EGZFR_WSrbKitV4) https://www.airbnb.com/rooms/991340629644230893?source_impression_id=p3_1762876779_P3A5t4Fw9dQrrpBgBRADENTON, FL PROPERTY:https://www.airbnb.com/rooms/1504309365746408385?guests=1&adults=1&s=67&unique_share_id=e2413db9-3af7-4b66-94db-cf94056e6582&source_impression_id=p3_1769348604_P3S81Tbd5C4ogmXaChapters00:00:00 Intro00:02:50 Insights from the Tampa Case Study00:03:19 The Importance of Marketing in Vacation Rentals00:10:23 The Role of Photos in Attracting Guests00:15:47 Crafting Compelling Titles and Headlines00:22:48 Leveraging Reviews for Trust and Credibility00:25:57 The Role of Social Media in Marketing00:29:20 Pricing Strategies and Discounts00:31:28 When to Start Running Ads00:33:50 The Ultimate Goal of Marketing

Jan 28, 202638 min

S1 Ep 346Episode 346 - How Shawn Passed An Audit When Saving $95,000 In Taxes - CPA Breakdown

Contact Mike:https://www.revotaxpayer.com/WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:00:57 Shawn's IRS Audit Experience00:05:09 Understanding Bonus Depreciation and Tax Defense00:09:54 Common Misconceptions in Tax Planning00:14:57 The Importance of Documentation00:19:46 Material Participation Explained00:24:54 Strategic Tax Planning for Investors00:29:57 The Role of Quality Assets in Tax Strategy00:35:12 Conclusion and Key Takeaways

Jan 23, 202639 min

S1 Ep 345Episode 345 - The Real Reason Some Airbnb's Always Win...

Successful Vodyssey Properties:https://vodyssey.com/success-stories/WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:00:00 Intro00:01:05 Understanding Your Target Audience00:03:03 Creating Unique Experiences00:06:00 The Role of Designers vs. DIY00:10:52 Balancing Indoor and Outdoor Spaces00:18:45 Budgeting for Design00:28:23 The Importance of Quality Mattresses00:32:50 Using Amazon Basics for Cost-Effective Furnishing00:34:44 Joining Vodyssey for Exclusive Access00:37:38 Rapid Fire Questions and Conclusion

Jan 21, 202641 min

S1 Ep 344Episode 344 - From 9-5 to STR Investor┃How Steve Built A STR EMPIRE!

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]'s Website & Contact:https://sweetadventures.net/Steve's Properties:1) https://www.airbnb.com/rooms/1471973416549680722?source_impression_id=p3_1768516787_P3nBmpI4OF4kMYkZ2) https://www.airbnb.com/rooms/1476417638379798365?source_impression_id=p3_1768516782_P32iWS5z8cRXxxqG3) https://www.airbnb.com/rooms/1476966783845752686?source_impression_id=p3_1768516779_P3kgaa3DDvJGIBs84) https://www.airbnb.com/rooms/850179137902544665?source_impression_id=p3_1768516903_P30P-u1OQm-cAPUq5) https://www.airbnb.com/rooms/1263889065657237759?source_impression_id=p3_1768516955_P3IXAS8__55ENkKe6) https://www.airbnb.com/rooms/965815792031155739?source_impression_id=p3_1768516995_P3iPBkmOl-4V7kiz7) https://www.vrbo.com/29502778) https://talltimberscamp.com/Chapters00:00:00 Intro00:01:19 Steve's Journey in Vacation Rentals00:06:42 Market Trends and Insights00:12:12 The Importance of Guest Experience00:20:56 Communication and Personalization in Rentals00:25:49 Strategies for Property Management Success00:33:20 Opportunities in the Current Market00:39:02 Final Thoughts and Encouragement for Listeners

Jan 16, 202645 min

S1 Ep 343Episode 343 - Locating & Buying Your Short Term Rental┃STEP-BY-STEP

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected] 2026 Prediction:https://news.airbnb.com/2026-travel-predictions-revealed/Trump Big Business:https://skift.com/2026/01/08/trump-wants-to-ban-big-investors-from-buying-homes-would-it-affect-short-term-rentals/Vodyssey Underwriting Tool:https://www.lifestyleassetuniversity.com/order1683833769862Regulationshttps://youtu.be/790HKthNHmwBefore Investinghttps://youtu.be/RQB824LPmg0Buying With Family Or Friendhttps://youtu.be/zKbKuUo4XOQChapters00:00:00 Intro00:02:07 Airbnb Predictions for 202600:06:09 Impact of Institutional Buyers on Single-Family Homes00:08:46 Locating and Buying Short-Term Rentals00:18:05 Understanding Property Size and Layout00:18:59 Operational Expenses in Short-Term Rentals00:26:10 Seasonal Pricing Strategies00:30:00 The Importance of Self-Underwriting00:35:52 Resources and Next Steps

Jan 14, 202640 min

S1 Ep 342Episode 342 - HUGE Success From The Jump - How To Position Your STR For Success

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]'S PROPERTY:https://www.airbnb.com/rooms/1571410703542803717?guests=1&adults=1&s=67&unique_share_id=cfdfae97-6ec0-4fa2-8708-0a8e8527ac2e&source_impression_id=p3_1767895180_P3IQYzkDA-DQ33QQChapters00:00:00 Intro00:02:49 The Journey Begins: From Tech to Real Estate00:05:56 Market Selection: Orlando vs. Tampa00:09:12 Acquisition Challenges and Strategies00:11:52 Navigating the Closing Process00:15:14 Designing the Property: Creating Unique Experiences00:18:09 The Setup Phase: Overcoming Obstacles00:21:09 Target Audience and Market Research00:23:48 Launch Day: Initial Success and Bookings00:26:57 Lessons Learned and Future Plans

Jan 9, 202657 min

S1 Ep 341Episode 341 - How the "Ownership Model" has 4X the Benefits than anything else

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected] UNDERWRITING & ANALYSIS TOOL:https://www.lifestyleassetuniversity.com/order1683833769862Chapters00:00:00 Intro00:03:13 Understanding Business Models: Ownership vs. Co-Hosting vs. Arbitrage00:05:52 The Importance of Unique Experiences in Short-Term Rentals00:09:13 Designing for Success: Creating Cohesive Experiences00:12:07 Tax Advantages of Ownership in Short-Term Rentals00:15:03 The Lifestyle Asset Advantage00:18:11 Navigating the Co-Hosting Model00:20:53 Strategies for New Investors00:24:07 The Future of Short-Term Rentals00:27:04 Final Thoughts and Call to Action

Jan 7, 202649 min

S1 Ep 340Episode 340 - Listen BEFORE Investing In Short Term Rentals, Managing Expectations & Preparing For Success

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]

Jan 2, 202616 min

S1 Ep 339Episode 339 - 2026 Predictions - Advice How To Build Wealth - Housing Market, Interest Rates, Shifts, and MORE!

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]:1) https://fred.stlouisfed.org/series/MSPUS2) https://www.freddiemac.com/pmms3) https://www.fool.com/money/research/average-cost-of-a-vacation/#:~:text=The%20average%20cost%20of%20a%20vacation%20is%20projected%20to%20be,trip%20costs%20$925%20per%20day.4) https://www.news-graphic.com/news/national/average-american-spent-over-2-000-on-travel-in-2025/article_44d4f34b-8d2d-5747-9c74-7be416e7883c.html5) https://news.airbnb.com/airbnb-q1-2025-financial-results/6) https://news.airbnb.com/airbnb-q3-2025-financial-results/7) https://www.airdna.co/outlook-report8) https://www.bea.gov/#:~:text=Gross%20Domestic%20Product%2C%203rd%20Quarter,the%20calculation%20of%20GDP%2C%20decreased.Chapters00:00:00 Intro00:04:25 2026 Predictions: Housing Market Insights00:14:15 Travel Trends and Vacation Costs00:20:14 Short-Term Rental Market Dynamics00:32:58 Seasonal Changes and Their Impact00:37:03 Exploring International Short-Term Rentals00:41:39 The Role of AI in Property Management00:50:18 Airbnb's Expansion into Experiences00:58:17 Advice for Building Financial Freedom in 2026

Dec 31, 20251h 8m

S1 Ep 338Episode 338 - Young Man Builds Wealth With STR's Before Turning 35

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]'S PROPERTY:http://airbnb.com/h/bigfootcabinblueridgeChapters00:00:00 Intro00:03:08 Jasper's Journey into Real Estate00:05:56 Choosing the Right Location for Investment00:08:58 Building and Designing the Property00:12:04 Challenges of Construction and Furnishing00:14:57 Creating a Family-Friendly Experience00:18:07 Marketing and Target Audience Insights00:22:39 The Bigfoot Cabin Concept00:28:18 Launch Strategy and Initial Success00:35:38 Tax Benefits and Cost Segregation00:41:08 Lessons Learned for Future Investments

Dec 26, 202549 min

S1 Ep 337Episode 337 - 5 Things You Can Do To Immediately Make Your Property Perform Higher

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected] Lake City Property:https://www.airbnb.com/rooms/1567780007021196239?check_in=2025-12-17&check_out=2025-12-22&guests=1&adults=4&children=2&s=67&unique_share_id=7e6bbdf4-bb10-45e9-abc9-cffc6c33f390&source_impression_id=p3_1766073085_P34Xt4FB0Mye8RUrTampa Florida Property:https://www.airbnb.com/rooms/1571410703542803717?guests=1&adults=1&s=67&unique_share_id=cfdfae97-6ec0-4fa2-8708-0a8e8527ac2e&source_impression_id=p3_1766091657_P3NLbZ_bxiAuR9g-

Dec 24, 202527 min

S1 Ep 336Episode 336 - From 1 Property to 2; What The Road Of A Growing Portfolio Is Like

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/ https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected] 1:https://www.airbnb.com/rooms/1302339866752283581?guests=1&adults=1&s=67&unique_share_id=bbe08662-f14c-49be-a29c-97e874affe04PROPERTY 2:https://www.airbnb.com/rooms/1561844108241128266?guests=1&adults=1&s=67&unique_share_id=dd8ce250-5eae-48fe-96e1-132120b80c40Chapters00:00:00 Intro00:02:54 Chris Barnett's Journey into Real Estate00:05:52 The Appeal of Short-Term Rentals00:08:52 Market Selection and Strategy00:12:07 Navigating Challenges in a Competitive Market00:15:03 Launching Property Number One00:17:48 Expanding to Property Number Two00:20:49 Setting Up and Managing Properties00:23:56 The Importance of a Support Team00:26:49 Lessons Learned and Future Goals

Dec 19, 202538 min

S1 Ep 335Episode 335 - How To CORRECTLY Buy A STR With A Family Member/Friend

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]"Episode 290: How Two Friends Built A Successful STR Business"https://youtu.be/hFvQipa7FlcChapters00:00:00 The Dynamics of Partnerships with Friends and Family00:10:08 Setting Clear Expectations in Business Ventures00:20:04 Navigating Usage Rights in Shared Properties00:29:57 Exit Strategies and Maintaining Relationships

Dec 17, 202536 min

S1 Ep 334Episode 334 - "We Should've Started Sooner" - Married Couple Shares How Vodyssey Helped Them Succeed With STR's┃Steve & Maggie Schrag

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7THEIR PROPERTIES:Colorado - https://www.airbnb.com/rooms/1562755960719728607?viralityEntryPoint=1&unique_share_id=75F720DA-73D5-45DF-9682-4E74518AC66C&slcid=ae779542d3cb4d3ab2ee90fb49e1a2db&s=76&adults=1&slug=H5IocvFZ&source_impression_id=p3_1765493550_P3wICDvIPieGTBB5Branson- https://www.airbnb.com/rooms/1229090822825468471?check_out=2024-12-06&viralityEntryPoint=1&unique_share_id=23DC7E9C-B549-459E-B846-BC88CCFB6B5E&slcid=807a858f8a1649c7920bb6b5621a2751&s=76&feature=share&adults=1&check_in=2024-11-30&channel=native&slug=DFIlMRFV&source_impression_id=p3_1765493554_P3devVem0Q8Qmg8QFOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreChapters00:00:00 Intro00:02:54 The Journey Begins: From Long-Term to Short-Term Rentals00:06:11 Navigating the Market: Choosing Branson for Investment00:09:02 Lessons Learned: The Importance of Underwriting and Marketing00:11:59 Expanding Horizons: The Move to Steamboat00:15:02 Setting Up for Success: The Setup Process and Challenges00:17:10 Navigating Property Goals and Market Dynamics00:21:16 Understanding Regulations in Short-Term Rentals00:24:40 Challenges in the Launch Process00:26:32 Successful Launch and Initial Bookings00:30:28 Future Goals and Portfolio Expansion00:32:17 Lessons Learned and Advice for New Investors

Dec 12, 202535 min

S1 Ep 333Episode 333 - Want Your First STR to Make You Money? Do This Before You Spend a Dime

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCONTACT US:[email protected]'S PROPERTY:https://www.airbnb.com/rooms/1561844108241128266?guests=1&adults=1&s=67&unique_share_id=dd8ce250-5eae-48fe-96e1-132120b80c40&source_impression_id=p3_1765207555_P33KUG_eJqWKga7DTAYLOR SWIFT ARTICLE:https://www.cnbc.com/2025/08/31/taylor-swift-tax-on-high-end-vacation-homes-spreads-to-more-states.htmlChapters00:00:00 Intro00:12:18 Setting Goals and Milestones00:24:20 Understanding Market Dynamics00:35:51 Overcoming Procrastination and Emotional Cycles00:45:13 The Impact of Taxation on Short-Term Rentals

Dec 10, 202550 min

S1 Ep 332Episode 332 - From 0 to Success - How Our Member Built A STR Business┃Joel Martin

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7JOEL'S PROPERTY:https://www.topshelfhockinghills.com/stargazer-hocking-hills-orp5b64691xJOEL'S WEBSITEhttps://www.topshelfstr.com/FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreChapters00:00:00 Intro00:02:47 Joel's Journey into Short-Term Rentals00:05:50 Identifying the Right Market00:09:04 Family Involvement in Vacation Home Investing00:11:54 Challenges and Lessons in Property Acquisition00:14:53 Launching the Property and Market Insights00:18:03 Transitioning to Property Management00:22:12 Navigating Limited Options in Property Management00:22:59 The Journey of Building a Property Management Business00:23:55 The Importance of Owner Perspective in Management00:24:48 Aligning Business Models for Success00:26:29 Understanding Market Dynamics and Consumer Demand00:28:15 Maximizing Revenue During Peak Seasons00:29:55 Influencing Market Behavior and Experience00:32:19 Proactive Strategies for Shoulder Seasons00:33:58 Future Growth and Expansion Plans00:36:18 The Importance of Taking Action and Learning

Dec 5, 202542 min

S1 Ep 331Episode 331 - How The Wealthy Leverage Short Term Rentals for Massive Tax Breaks

WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sSTEVES PROPERTY IN COLORADO:https://www.airbnb.com/rooms/1562755960719728607?viralityEntryPoint=1&unique_share_id=75F720DA-73D5-45DF-9682-4E74518AC66C&slcid=f67ba495b69446a6b612e8f0e08ce9fa&s=76&adults=1&slug=H5IocvFZ&source_impression_id=p3_1764603172_P3xZWWfOChvAAzeuBRIANS #2 PROPERTY:https://www.airbnb.com/rooms/1210802453550285035?source_impression_id=p3_1764611172_P35HYp_4O4CCnnnoWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreChapters00:00:00 Intro00:01:53 Leveraging Short-Term Rentals for Tax Benefits00:05:47 Understanding Tax Strategies and Misconceptions00:11:48 Real-Life Scenarios: Using Tax Savings Effectively00:19:55 Material Participation and Cost Segregation Explained00:29:34 Navigating the Short-Term Rental Market00:38:53 Looking Ahead: Planning for 2026 and Beyond

Dec 3, 202549 min

S1 Ep 330Episode 330 - OwnerRez Co-Founder & CEO┃Being The Best Host Makes You The Most Money┃Paul Waldschmidt

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-15a5caa687b7In this conversation, Shawn Moore discusses the importance of guest reviews in the hospitality industry, highlighting how his team achieves a remarkable 90% review rate compared to the industry average of 10-15%. He explains the strategy of leveraging the law of reciprocity by sending personalized five-star reviews to guests, encouraging them to reciprocate with their own positive feedback. This approach not only enhances customer satisfaction but also builds a strong relationship with guests, leading to increased loyalty and repeat visits.OwnerRez Website:https://www.ownerrez.com/OwnerRez Forum:https://www.ownerrez.com/forumsOwnerRez Podcast:https://www.ownerrez.com/podcastOwnerRez Blog:https://www.ownerrez.com/blogFOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmoore

Nov 28, 202552 min

S1 Ep 329Episode 329 - How Property Managers Helped Me Accelerate Growth & 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreLAKEFRONT RETREAT:https://www.airbnb.com/rooms/1504309365746408385?guests=1&adults=1&s=67&unique_share_id=e2413db9-3af7-4b66-94db-cf94056e6582&source_impression_id=p3_1764032262_P3TaMjaAZ-EueYK5SUNSET OASIS:https://www.airbnb.com/rooms/1512426835427091371?guests=1&adults=1&s=67&unique_share_id=5cee664b-d3c5-4e48-ba63-e8036c13c366&source_impression_id=p3_1764032309_P37zJi0amwPqrKth

Nov 26, 202542 min

S1 Ep 328Episode 328 - James Ohliger┃How James DOUBLED Revenue After 1 Year With Vodyssey

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-15a5caa687b7JAME'S LINKS:https://www.airbnb.com/rooms/1220955252695186686?source_impression_id=p3_1763688442_P3bj_3Nll1yLCswthttps://www.airbnb.com/rooms/1493607218411874930?source_impression_id=p3_1763688446_P30t5JLvuWJIsYQXCONTACT US:[email protected] US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreCHAPTERS:00:00:00 Intro00:02:59 James's Journey into Real Estate00:05:52 Transitioning to Short-Term Rentals00:09:06 Challenges Faced in Property Management00:12:02 The Importance of Data in Decision Making00:15:07 Self-Management vs. Professional Management00:18:02 Creating an Immersive Guest Experience00:20:56 The Impact of Management on Revenue00:23:41 Celebrating Success and Growth00:29:20 Maximizing Revenue in Short-Term Rentals00:33:00 Investing in Property Renovations00:35:03 Challenges of Remote Property Management00:40:50 Understanding Holding Costs and Market Timing00:43:37 Identifying Unique Investment Opportunities00:49:27 Embracing Entrepreneurial Mindset for Financial Freedom

Nov 21, 202556 min

S1 Ep 327Episode 327 - Lessons I Wish Someone Would've Told Me, 50 Year Mortgage, Timeshares, Regulations & MORE

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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreSHANE & DANIELLE PROPERTY:https://www.airbnb.com/rooms/1547829553255923246?source_impression_id=p3_1763396828_P3Vv9aeZljM_DtC1SUBMIT A QUESTION:[email protected]:00:00:00 Intro00:00:40 Topics00:05:20 50 Year Mortgage00:12:50 Walking Into This With Your Eyes Wide Open00:25:12 3 Things I Wish I Knew00:31:17 Timeshare VS Vacation Home00:36:25 Regulations

Nov 19, 202550 min

S1 Ep 326Episode 326 - Ross Alcorn┃Turn Business Expenses Into Points & Travel Accommodations

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-15a5caa687b7Contact Ross:https://itineraryboss.com/https://www.instagram.com/rossalcorn33/?hl=enhttps://www.youtube.com/@ItineraryBosshttps://www.linkedin.com/in/rossalcornru/https://open.spotify.com/show/1mmMJ6z3JdEOUJKUjLh8bD?si=fd290a47a091494dTALKED ABOUT SERVICE:https://www.rakuten.com/FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmoore

Nov 14, 202546 min

S1 Ep 325Episode 325 - 3 Reasons Why Your STR Is FAILING + How To Fix Them┃Debate: Renting VS Owning

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-15a5caa687b7UNDERWRITE USING OUR TOOLShttps://www.lifestyleassetuniversity.com/order1683833769862FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreLINKS QUOTED:https://www.deseret.com/utah/2025/11/05/turnover-rate-for-us-homes-is-the-lowest-in-decades/https://www.cnn.com/2024/12/16/economy/renter-homeowner-net-worth-gaphttps://www.urban.org/urban-wire/wealth-gap-between-homeowners-and-renters-has-reached-historic-highhttps://eyeonhousing.org/2024/03/examining-differences-between-homeowner-and-renter-wealth/Chapters:00:00:00 Intro00:00:30 The Show Begins00:01:50 Mamdani Wins NYC Mayoral Race00:09:45 Government Shutdown00:12:52 3 Things You're Doing Wrong + How To Fix Them00:29:29 Real Estate Market Overview00:39:29 DEBATE: Rent VS Own

Nov 12, 20251h 1m

S1 Ep 324Episode 324 - Nelson Soh┃The "American Dream" Faces Backlash┃Growing Wealth By Understanding Money

The conversation delves into the importance of understanding money management before diving into investing. It highlights how many individuals lack foundational knowledge about finances, which can lead to poor financial decisions, as seen in the case of lottery winners who often lose their wealth due to a lack of understanding of money management principles.CONTACT NELSONhttps://www.nelsonsoh.com/https://www.instagram.com/nelsonsoh_/?hl=enhttps://www.linkedin.com/in/nelsonsoh/?originalSubdomain=caWant 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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreChapters00:00 Intro00:00:45 The Show Begins00:04:00 Understanding Money: Beyond Transactions00:25:00 Building Wealth: The Importance of Fundamentals00:35:00 401(k) and other strategies00:41:00 Wrap Up

Nov 7, 202541 min

S1 Ep 323Episode 323 - Leveraging The Job You Hate Into The Life You Love, "VRBO Care", Airbnb Exodus, and MORE

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-15a5caa687b7FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmoore

Nov 5, 202555 min

S1 Ep 322Episode 322 - Misti Petrie┃How She 3x Her Revenue┃Real Tools To Help Boost Your 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-15a5caa687b7MISTI'S PROPERTYhttps://belatopia.com/en/the-edelweiss-helen-gahttps://belatopia.com/en/the-fernweh-helen-gahttps://belatopia.com/en/the-breakaway-marco-island-flhttps://belatopia.com/en/the-alpine-fairplay-cohttps://belatopia.com/en/the-aurora-house-fairbanks-akThe conversation delves into consumer behavior, emphasizing that consumers are willing to pay higher prices for unique and customized products. It highlights the importance of differentiation in the market and how businesses can leverage this to enhance their offerings.FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmoore

Oct 31, 202535 min

S1 Ep 321Episode 321 - Airbnb's Policy Change, Buying Preexisting STR's, Vacation Home Longevity, and MORE!!

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-15a5caa687b7The conversation explores consumer behavior, particularly their willingness to pay more for personalized and unique experiences. It emphasizes the importance of differentiation in offerings to justify higher prices, highlighting that consumers are actively seeking customized products and services.FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmoore00:00:00 Intro00:00:36 The Show Begins00:01:46 4th Week Of Government Shutdown00:08:14 Airbnb's Newest Policy Change00:22:15 Should You Buy A Preexisting STR?00:34:21 Can STR's Stand The Test Of Time

Oct 29, 202547 min

S1 Ep 320Episode 320 - Harvey Kesner┃Raising Capital, SEC, Crypto, A.I. and MORE!

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-15a5caa687b7HARVEY LINKS:https://hkesnerlaw.com/https://www.linkedin.com/in/harvey-kesner/FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreChapters00:00:00 Introduction to Capital Raising in Real Estate00:02:57 Navigating the SEC and Legal Landscape00:06:03 The Importance of Disclosure and Due Diligence00:08:58 Building a Strong Team for Capital Raising00:11:56 Common Mistakes in Deal Structuring00:14:57 The Responsibility of Managing Other People's Money00:17:57 Understanding Capital Raising Options00:20:41 Private vs Public Offerings00:22:17 The Impact of the Jobs Act on Investment Opportunities00:28:00 The Role of AI in Legal Practices00:34:56 Navigating the Wild West of Crypto and AI Regulations

Oct 24, 202545 min

S1 Ep 319Episode 319 - How This Coach Changed Shawn's Life, What Goes Into Your Property Bio, Loyalty Programs, and MORE

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-15a5caa687b7In this episode of the Vacation Rental Revolution Podcast, Shawn Moore and Jake Shehee discuss the significance of mentorship in business, the essentials of crafting an effective property bio for vacation rentals, and the importance of customer loyalty programs. They also engage in a debate about the necessity of having a mentor, exploring various perspectives on the topic. The conversation is rich with insights on property management, marketing strategies, and the value of transparency in building trust with guests.FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreChapters00:00:00 Intro00:06:05 Crafting an Effective Property Bio00:18:09 Loyalty Programs and Customer Retention00:23:49 The Mentor Debate: Do You Need One?

Oct 22, 202542 min

S1 Ep 318Episode 318 - Ryan Guite┃A Real World Example Of A "Lifestyle Asset"┃Vacation & Make Money

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-15a5caa687b7BOOK HIS PROPERTIEShttps://www.airbnb.com/rooms/1424026104674273412https://www.airbnb.com/rooms/1029715614359738128https://www.airbnb.com/rooms/1182680131551798407SummaryIn this episode of the Vacation Rental Revolution podcast, host Shawn Moore interviews Ryan Guite, a short-term rental investor who shares his unique journey into real estate. Ryan discusses his background, the challenges he faced while building his portfolio, and the lessons learned from each property he has invested in. FOLLOW RYANhttps://www.ryanguitephotography.com/https://www.instagram.com/earth.roamer/?hl=enhttps://www.facebook.com/RyanGuitePhotography/photos_albumshttps://www.linkedin.com/in/ryan-guite-mba/FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreChapters00:00:00 Intro00:05:09 Ryan's Journey into Real Estate00:10:02 The Lifestyle Asset Concept00:14:52 Lessons Learned from Nashville Property00:19:53 Insights from the Bourbon Trail Property00:25:05 Navigating Challenges and Future Plans00:25:12 Exploring the North Carolina Market00:31:08 Lessons Learned from Property Management00:37:18 Advice for New Investors00:42:55 Future Plans and Market Insights

Oct 17, 202545 min

S1 Ep 317Episode 317 - Best Financing Options For STR's, Government Shutdown, Stock Market Crash, and MORE

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-15a5caa687b7In this episode of the Vacation Rental Revolution podcast, Shawn Moore and Jake Shehee discuss various topics related to real estate investment, including long-term strategies for financing, the impact of government shutdowns on the economy, and current trends in the housing market. They delve into the importance of understanding different financing options for short-term rentals, such as DSCR loans, and emphasize the significance of leveraging real estate investments for better returns.FOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreChapters00:00:00 Intro00:06:30 Government Shutdown and Its Implications00:07:27 Housing Market Trends and Short-Term Rentals00:21:53 Financing Options for Short-Term Rentals00:26:09 Understanding Investment Loans and Their Drawbacks00:29:57 Leveraging HELOCs for Property Investments00:33:12 The Power of Seller Financing00:38:54 Combining Financing Strategies for Better Deals00:39:51 Navigating Bank Underwriting for Investment Properties00:44:32 Understanding Loan Coverage for Renovations00:45:59 The Power of Leverage in Real Estate Investments

Oct 15, 202552 min