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(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.
Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.
In episode 120 of World Travel Made Easy With Itinerary Boss, Ross sits down with Vodacy CEO Shawn Moore to unpack the real playbook behind lifestyle assets, short term rentals, and smarter travel. If you care about ROI and real memories, this one’s for you. Learn how to balance cash flow with appreciation, when to trade up, and why setup and furnishing matter more than most spreadsheets admit. You’ll also hear how to align your Itinerary with shoulder season for better rates and quieter trips.
Shawn breaks down conservative investing habits, return on equity, and the four pillars of real estate returns, plus simple ways business owners and high W2 earners can use Credit Card Points without overextending. We also talk about tax advantages like bonus depreciation and how to protect time by outsourcing management. If you want to turn business spend into Credit Card Points and smarter Credit Card Points redemptions while building a travel-friendly portfolio, this is your roadmap. Discover how lifestyle assets support long term wealth and stress free travel. Subscribe.
Website: 
itineraryboss.com
Credit Card Resources:
Points and Miles Cheat Sheet
Best Credit Cards for Travel
Bonus Offer Notifications
Transfer Bonus Notifications
Mesa HomeOwners Card: Use code KWHDBY to earn 5,000 bonus points
Favorite Travel & Points Tools:
TravelPayouts: Turn your trips into income and earn!
Gondola AI: Find better hotels, earn more points, travel for free!
Rakuten: Earn cash back/rewards on every purchase!
Seats.aero: Discover the best flights for your points
SaveWise: Maximize Cashback, Miles, & Points
AwardWallet: Organize & track your points and miles
RoveMiles: Earn and redeem miles on flights/hotels without a credit card
CardPointers: Earn more from your credit cards daily
Our Favorite Daily Personal & Business Tools:
Kit: Grow and monetize your email list
ClickUp: Stay organized and master projects
Function Health: Optimize your health, explore the world!
Shawn’s Social Media:
Vodyssey
Itinerary Boss Socials:
Instagram
Pinterest
Facebook 
YouTube
Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.
Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.
By Ross Alcorn5
1717 ratings
(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.
Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.
In episode 120 of World Travel Made Easy With Itinerary Boss, Ross sits down with Vodacy CEO Shawn Moore to unpack the real playbook behind lifestyle assets, short term rentals, and smarter travel. If you care about ROI and real memories, this one’s for you. Learn how to balance cash flow with appreciation, when to trade up, and why setup and furnishing matter more than most spreadsheets admit. You’ll also hear how to align your Itinerary with shoulder season for better rates and quieter trips.
Shawn breaks down conservative investing habits, return on equity, and the four pillars of real estate returns, plus simple ways business owners and high W2 earners can use Credit Card Points without overextending. We also talk about tax advantages like bonus depreciation and how to protect time by outsourcing management. If you want to turn business spend into Credit Card Points and smarter Credit Card Points redemptions while building a travel-friendly portfolio, this is your roadmap. Discover how lifestyle assets support long term wealth and stress free travel. Subscribe.
Website: 
itineraryboss.com
Credit Card Resources:
Points and Miles Cheat Sheet
Best Credit Cards for Travel
Bonus Offer Notifications
Transfer Bonus Notifications
Mesa HomeOwners Card: Use code KWHDBY to earn 5,000 bonus points
Favorite Travel & Points Tools:
TravelPayouts: Turn your trips into income and earn!
Gondola AI: Find better hotels, earn more points, travel for free!
Rakuten: Earn cash back/rewards on every purchase!
Seats.aero: Discover the best flights for your points
SaveWise: Maximize Cashback, Miles, & Points
AwardWallet: Organize & track your points and miles
RoveMiles: Earn and redeem miles on flights/hotels without a credit card
CardPointers: Earn more from your credit cards daily
Our Favorite Daily Personal & Business Tools:
Kit: Grow and monetize your email list
ClickUp: Stay organized and master projects
Function Health: Optimize your health, explore the world!
Shawn’s Social Media:
Vodyssey
Itinerary Boss Socials:
Instagram
Pinterest
Facebook 
YouTube
Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.
Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

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