- 38 minutes 23 secondsParalyzed At 21, STR Empire At 40 - Jordan's Incredible Investing Journey
His Property:
1) https://www.airbnb.com/rooms/893594064461333412?source_impression_id=p3_1690219945_8pbrGEJ6b5Ox2ok0
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:
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CONTACT US:
[email protected]Chapters:
00:00:00 Intro
00:01:45 Family, Wyoming, and the Story Behind the Investor
00:04:45 From Life-Changing Challenges to Real Estate
00:05:50 Their First Rental Property—and Lessons Learned
00:07:45 Discovering Short-Term Rentals and the Scottsdale Market
00:10:00 Why They Chose Arizona
00:11:30 Cash Flow vs. Appreciation: What Matters Most?
00:13:00 The Mindset Shift Behind Their Investment Strategy
00:15:45 From Market Saturation to Opportunity
00:16:35 How Jordan Improved His Property’s Performance
00:18:00 Why Appealing to Everyone Can Hurt Your STR
00:19:30 The Power of Niche Positioning and Guest Experience
00:20:30 How to Stand Out and Win in a Crowded Market
00:22:00 Family Life and Building a Lifestyle Asset
00:24:00 Exploring Accessible Short-Term Rentals
00:27:00 What They Would Do Differently on Their First Deal
00:29:00 Balancing Investment Returns With Lifestyle Benefits
00:31:00 Building Wealth—and Creating Something for Your Family
00:33:00 Why Community and Mentorship Matter
00:36:00 Learning From Others and Continuing to Improve
00:37:00 Final Takeaways and Closing9 October 2026, 6:00 am - 1 hour 1 minuteAirbnb's New AI Just Changed EVERYTHING... Fall Update Explained
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/vodysseyshawnmoore
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https://www.linkedin.com/company/str-financial-freedom
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[email protected]Sources:
1) https://news.airbnb.com/gen-z-is-driving-a-45-jump-in-halloween-weekend-searches
2) https://news.airbnb.com/airbnb-2026-fall-update
3) https://shorttermrentalz.com/news/airbnb-autumn-update-ai/
4) https://www.chetholmes.com/inverted-buyers-pyramid/
5) https://www.parcllabs.com/research/articles/research/trouble-in-paradise-americas-vacation-home-sellers-are-the-most-motivated-in-housing
6) https://finance.yahoo.com/real-estate/articles/vacation-rental-booking-platforms-evolve-124400290.htmlChapters
Chapters
- 00:00:00 Intro
- 00:01:00 Airbnb's Halloween search trends and market insights
- 00:02:25 Hosts discuss Halloween costumes and themed marketing
- 00:04:03 Market conditions for vacation rental sales and negotiations
- 00:07:48 Airbnb's new social and AI-driven platform features
- 00:10:05 AI in trip planning and listing optimization
- 00:15:56 The importance of listing details and visual content
- 00:22:03 Airbnb's dynamic pricing tools and host dashboard updates
- 00:27:49 Consumer trends and the appeal of direct bookings
- 00:34:02 Challenges and strategies for successful direct booking campaigns
- 00:49:47 Market conditions for selling vacation properties and negotiation tips
- 00:57:59 Market outlook and long-term investment strategies
6 October 2026, 8:54 pm - 34 minutes 44 seconds7 Months, No Money - Then Everything Changed...
His Property:
1) https://www.airbnb.com/rooms/1462981189559620709?source_impression_id=p3_1785949027_P3Kew6-7O1kXxAiq
2) https://www.vrbo.com/4692370?dateless=trueWant 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-15a5caa687b7WEBINAR LINK:
https://shawnmoore.clickfunnels.com/optiniyvvg89sFOLLOW US:
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]2 October 2026, 6:00 am - 56 minutes 49 secondsEpisode 416 - Americans Pulling Back: Economic Warning Signs You Can't Ignore
Book a call here:
https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7WEBINAR LINK:
https://shawnmoore.clickfunnels.com/optiniyvvg89sProperty:
https://www.airbnb.com/rooms/1779816942815554728?source_impression_id=p3_1790784618_P32w1TkAhR_xm8HWSources:
1) https://www.conference-board.org/topics/consumer-confidence/
2) https://shorttermrentalz.com/news/expedia-group-vrbo-compensation-model-change/
3) https://finance.yahoo.com/markets/stocks/articles/goldman-sachs-says-80-ultra-111500026.html
4) https://www.sca.isr.umich.edu/
5) https://www.freddiemac.com/pmmsFOLLOW US:
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[email protected]30 September 2026, 5:34 pm - 51 minutes$388K Tax Savings REVEALED - How To Write Off 90% Of Your Purchase Price
Wes's Property:
https://www.airbnb.com/rooms/1586781231542468450?source_impression_id=p3_1787328211_P3j571mVnTtphCS5
Want to learn more about Vodyssey or start your STR journey. Book a call here:
WEBINAR LINK:
https://shawnmoore.clickfunnels.com/optiniyvvg89s
FOLLOW US:
https://www.instagram.com/vodysseyshawnmoore
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https://www.linkedin.com/company/str-financial-freedom
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CONTACT US:
Chapters
00:00 Introduction and Wes' background in tech
02:05 Discovery of Odyssey and initial property interest
04:04 Transition from wishful thinking to active investing
06:28 Tax strategies including cost segregation and PPA
10:01 Redesign and renovation of Tampa property
16:40 Operational success and market positioning
20:20 Market differentiation and branding
30:24 Design and guest experience in Tampa
36:07 Future plans and scaling the portfolio
45:58 Lessons learned and advice for new investors
25 September 2026, 6:00 am - 1 hour 2 minutesEpisode 415 - Cash Flow CRASH: The NEW Metric Airbnb Investors Should Care About
Check out these NEW Vodyssey properties:
2) https://www.airbnb.com/rooms/1776204833472399976?source_impression_id=p3_1790001320_P3z2ywdk_3CUxnci
AirDNA's Hidden Gem Markets & Airbnb Farm Stays
1) https://www.airdna.co/blog/ranked-by-airdna-best-hidden-gem-airbnb-locations
2) https://news.airbnb.com/farmtostay
Want to learn more about Vodyssey or start your STR journey. Book a call here:
WEBINAR LINK:
https://shawnmoore.clickfunnels.com/optiniyvvg89s
FOLLOW US:
https://www.instagram.com/vodysseyshawnmoore
https://www.facebook.com/vodysseyshawnmoore/
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CONTACT US:
Chapters
00:00 Market Overview and Key Challenges
01:58 New Property Launches and Success Stories
04:12 Interest Rate Hikes and Their Impact on Cash Flow
05:59 Inflation, Fuel Prices, and Consumer Goods
07:48 Reevaluating Deal Assumptions in a High-Rate Environment
09:59 Housing Market Trends and Builder Sentiment
11:54 Opportunities in a Frozen Housing Market
13:49 Demand for Short-Term Rentals and Supply Constraints
15:58 The Power of Off-Market and Unique Properties
18:03 Creative Strategies and Tax Benefits in Real Estate
19:46 Market Data and Hidden Gem Locations
22:09 Evaluating Investment Opportunities and Due Diligence
23:53 Balancing Cash Flow with Appreciation and Tax Benefits
26:10 Long-Term Wealth and Lifestyle Benefits
27:58 The Role of Community and Surrounding Influences
29:47 Opportunities in Agritourism and Farm Stays
31:54 Partnering with Farmers and Local Communities
33:50 Tax Strategies and Wealth Building Tools
35:58 The Long Game and Navigating Market Headwinds
37:54 Younger Generation and Real Estate Perspectives
40:11 The Power of Education and Community Support
41:57 Final Tips for Navigating a Challenging Market
23 September 2026, 6:00 am - 46 minutes 10 secondsEpisode 414 -2 Years On Airbnb - $280k Tax Savings & $150k In Revenue
His Properties:
1) https://www.airbnb.com/rooms/1417438512261589099?source_impression_id=p3_1784732066_P3upqdKgFUX_TKPL
2) https://www.airbnb.com/rooms/615877235027596350?source_impression_id=p3_1765911878_P3LGJrboXuDsI9Na
Want to learn more about Vodyssey or start your STR journey. Book a call here:
WEBINAR LINK:
https://shawnmoore.clickfunnels.com/optiniyvvg89s
FOLLOW US:
https://www.instagram.com/vodysseyshawnmoore
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CONTACT US:
Chapters
00:00:00 Intro
00:01:10 Paul’s Career and Entry into Real Estate
00:03:34 First Investment in Short-Term Rentals
00:06:14 Market Choice: Arizona and Sedona
00:07:27 Impact of Interest Rates on Buying Decisions
00:09:42 Property Acquisition and Setup in Sedona
00:12:46 Design and Theming for High Performance
00:14:43 Operational Performance and Revenue Insights
00:19:47 Expanding to a Second Property in Broken Bow
00:22:52 Pool and Amenity Enhancements
00:24:43 Upcoming Projects: Pickleball Court and Market Outlook
00:27:43 Tax Benefits and Cost Segregation Strategies
00:33:24 Future Market Interests and Portfolio Goals
00:38:52 Advice for New Investors and Setup Tips
00:42:29 Reflections on Starting Earlier and Building Wealth
00:44:33 Closing Remarks and Call to Action
21 September 2026, 6:00 am - 1 hour 10 secondsEpisode 413 - The Housing Market Just Got WORSE for Airbnb Investors... *Breaking News*
SAVE ON TAXES:
https://humble-growth-820952--revo-213-partner-pages-wn0las8ze.framer.app/partners/vodyssey
WEBINAR LINK:
https://shawnmoore.clickfunnels.com/optiniyvvg89s
Want to learn more about Vodyssey or start your STR journey. Book a call here:
FOLLOW US:
https://www.instagram.com/vodysseyshawnmoore
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CONTACT US:
Sources:
1) https://news.airbnb.com/announcing-housing-accelerator
2) https://www.cnbc.com/2026/09/11/cpi-inflation-report-august-2026.html
3) https://shorttermrentalz.com/news/airbnb-1bn-sponsored-listings/
Chapters
00:00:00 Intro
00:02:25 Interest Rate Hikes and Economic Outlook
00:06:52 Negotiation Strategies in a High-Interest Market
00:16:33 Airbnb's Investment in Affordable Housing
00:27:50 Airbnb's Sponsored Listing Bandwagon
00:37:57 AI and the Future of Listing Photos
00:49:27 Enforcement and Regulation of Short-Term Rentals
00:58:14 Closing Remarks and Market Outlook
16 September 2026, 6:00 am - 49 minutes 36 secondsThe $1.3M Vacation Home Gamble That Changed Everything...
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:
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:
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
11 September 2026, 6:00 am - 52 minutes 48 secondsEpisode 411 - You Will LOSE 20% From Vrbo If You Don't Change This NOW!!
Want to learn more about Vodyssey or start your STR journey. Book a call here:
WEBINAR LINK:
https://shawnmoore.clickfunnels.com/optiniyvvg89s
Check Out The Properties:
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:
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CONTACT US:
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
9 September 2026, 6:00 am - 35 minutes 30 secondsEpisode 410 - 2 Hurricanes & 8.75% Rates - How This Dentist’s STRs Still Make Profit
Check Out His Properties:
Want to learn more about Vodyssey or start your STR journey. Book a call here:
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:
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
4 September 2026, 6:00 am - More Episodes? Get the App