(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 127 of World Travel Made Easy With Itinerary Boss, Ross sits down with money coach and podcaster Suzy May to break down how world schooling really works for regular families. You’ll hear how her family splits time between Colorado and Spain, why world schooling isn’t just for digital nomad influencers, and how the cost of preschool at home can equal a full school year abroad. If you’ve ever wondered whether world schooling and slow family travel are only for the ultra-rich, this conversation will fix that fast.

They dig into choosing locations, navigating visas like Schengen and Mexico’s 180-day rule, and comparing real numbers on daycare, private schools, and programs like international schools or world schooling hubs. Then they tie it all back to points and miles, how slow travel uses fewer flights, why positioning flights and trains matter, and how business owners can turn everyday spending into long-haul family trips. If you want your kids learning from the world instead of just worksheets, this episode will give you a clear, practical roadmap.

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!

Suzy’s Social Media:

Facebook

Instagram

Website

Itinerary Boss Socials:

LinkedIn

⁠⁠⁠⁠⁠⁠⁠⁠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.

(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 126 of World Travel Made Easy With Itinerary Boss, we sit down with Ben from Ben’s Big Deals to break open the world of hotel upgrades and real-life elite status strategy. If you’ve ever wondered why some people always seem to snag better rooms, free nights, and special treatment, this hotel upgrade deep dive is your playbook.

Ben shares how he went from La Quinta business trips to luxury stays using hotel upgrades, elite status, and smart use of free night certificates instead of just chasing flashy flights. You’ll learn why emailing the property before arrival matters, how ownership and brand relationships affect your stay, and when to pay cash vs. points. We get into IHG, Hyatt, Marriott, Hilton, best rate guarantees, elite status shortcuts, and how to think like a VIP guest without overcomplicating the game. If you want your next trip to feel like an intentional experience instead of a random hotel night, this is one you’ll want to replay and take notes on.

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!

Ben’s Social Media:

LinkedIn

Website

Itinerary Boss Socials:

LinkedIn

⁠⁠⁠⁠⁠⁠⁠⁠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.

(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 125 of World Travel Made Easy With Itinerary Boss, licensed mental health clinician Mariah Hudler unpacks the link between money mindset and travel freedom. Join us as we explore Points & Miles through the lens of financial therapy, identifying money scripts (avoidance, vigilance, status, worship), healing financial trauma, and building calm, repeatable systems that actually lead to more trips.

Mariah shares practical steps: monthly money dates, values-based spending, clear goals, and vision boards that connect emotions to action. We discuss paying in full, automating savings, and aligning Points & Miles with your “rich life” priorities so award travel feels intentional, not impulsive. You’ll hear how couples can increase transparency, communicate better, and use Points & Miles to reward consistent habits. Expect simple frameworks you can use today, from transferring wisely to tracking net worth plus examples across Chase Ultimate Rewards, Capital One, and Southwest. Ready to become an “optionaire” and design travel that fits your life? 

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!

Mariah’s Social Media:

LinkedIn

Website

Itinerary Boss Socials:

LinkedIn

⁠⁠⁠⁠⁠⁠⁠⁠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.

(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 124 of World Travel Made Easy with Itinerary Boss, we revisit one of the most practical tutorials ever released on how to earn more from the shopping you already do.

This replay dives back into shopping portals like Rakuten and SaveWise, showing how simple browser extensions can multiply your points and cash back with zero extra effort. You’ll learn how to link your American Express account to convert Rakuten cash back into Membership Rewards, how to stack SaveWise alerts for Amex, Chase, and SimplyMiles, and how these small tweaks can add up to free flights and upgraded stays.

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!

Itinerary Boss Socials:

LinkedIn

⁠⁠⁠⁠⁠⁠⁠⁠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.

(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 123 of World Travel Made Easy With Itinerary Boss, Ross sits down with Ali for a hands-on Hyatt deep dive. Join us as we unpack why Hyatt delivers outsized value in Points & Miles, from reliable award charts and a powerful Points Calendar to elite perks that actually show up at check-in. You’ll hear how Globalist benefits, suite upgrades, free breakfast, and waived resort fees combine with simple tactics like billing everything to the room for 9x to stretch every stay.

We cover Points & Miles fundamentals most travelers miss: Chase and Bilt transfer partners for Hyatt, when to earn & burn, how to time off-peak redemptions, and smart scenarios for buying points (hello, Alila Ventana). Families get practical booking paths (Guest of Honor, points-plus-cash), and American Airlines flyers learn why linking accounts and status matching multiplies returns. If you’re choosing between Hyatt, Marriott, and Hilton, this conversation shows where the real cents-per-point value lives. Ready to plan Park Hyatt-level memories without Park Hyatt cash?

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!

Ali’s Social Media:

Instagram

Facebook

Beacons

Itinerary Boss Socials:

LinkedIn

⁠⁠⁠⁠⁠⁠⁠⁠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.

(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 122 of World Travel Made Easy With Itinerary Boss, Ross sits down with Matthew Dong (WuHoo Group  LLC) to demystify Dulles (IAD) as a Star Alliance springboard. If you’ve ever asked why that United flight often prices cheaper with Air Canada Aeroplan or how to find saver awards without spending hours, this one’s for you. We cover Points & Miles basics that work today: partner booking, hub-to-hub domestic routes, real award comparisons (80k vs 60k vs 45k), and when to use tools like seats.aero.

Join us as Mattew shares family travel tactics, what lap-infant fees really cost internationally, how Aeroplan shows seats left, and why Capital One Venture X plus Priority Pass lounges at IAD/DCA simplify airport days. You’ll learn how Points & Miles stretch further with transfer bonuses, why diversification matters across Amex/Chase/Capital One, and how to sanity-check award availability fast. Whether you’re eyeing Paris on Air France or a last-minute Turkish business class, this is a clear path from Dulles to “booked.”

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!

Matthew’s Social Media:

⁠LinkedIn⁠

Itinerary Boss Socials:

LinkedIn

⁠⁠⁠⁠⁠⁠⁠⁠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.

(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 121 of World Travel Made Easy With Itinerary Boss, Ross sits down with Betsey Wilson, founder of Become Travel Rich, to decode how everyday travelers can use Alaska Airlines Atmos points for real value. If you fly from American hubs or you are new to Points & Miles, this is a clear blueprint to upgrade faster, spend less, and book trips that fit actual family calendars.

Join us as Betsey breaks down practical redemptions like 4,500-point economy seats and 35,000-point lie-flats, how American elite benefits map on Alaska metal, why partner bookings matter, and when to pay cash versus use points. You will learn companion award differences, smart same-day change tactics, and why Condor is a standout partner for Europe and beyond. We also hit status-earning via non-airline partners and how to think about premium cards without fear of annual fees. If you want points to translate into better seats and better trips, this one’s for you. 

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!

Betsey's Social Media:

⁠LinkedIn⁠

Instagram

Itinerary Boss Socials:

LinkedIn

⁠⁠⁠⁠⁠⁠⁠⁠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.

(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:

LinkedIn

Vodyssey

Instagram

Itinerary Boss Socials:

LinkedIn

⁠⁠⁠⁠⁠⁠⁠⁠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.

(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 119 of World Travel Made Easy With Itinerary Boss, we sit down with Brooke from CardPointers to show you how to turn everyday spending into real travel. If picking the right card at checkout feels confusing, CardPointers simplifies it so you earn more rewards with less effort. From the Best Card wizard to the browser extension that activates hundreds of bank offers in seconds, you will capture value you are probably leaving on the table.

Discover how Autopilot on iPhone surfaces the best card on your lock screen as you shop, why profiles help families and teams earn smarter, and how stacking portal rewards with card offers multiplies points fast. We keep it beginner friendly while sharing power user strategies that respect YourBestCreditCards.com guidelines. If you want practical, repeatable systems for Travel rewards and Points & Miles, this one is packed with tips. Subscribe to never miss future episodes.

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!

Brooke’s Social Media:

LinkedIn

CardPointers

Itinerary Boss Socials:

LinkedIn

⁠⁠⁠⁠⁠⁠⁠⁠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.

(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 118 of World Travel Made Easy With Itinerary Boss, Ross sits down with Alex Maiersperger, global marketing lead at SAS, host of The Health Pulse podcast, and cofounder of the Young Health Leader Summit. Together, they explore the realities of traveling with kids, the mistakes families often make, and how to turn everyday expenses into memorable international trips.

Join us as Alex shares how his family planned meaningful journeys to Japan and Spain, the lessons learned from navigating hotels in Europe with three kids, and why prioritizing family experiences matters more than work deadlines. You’ll also hear strategies for stretching your budget, avoiding common pitfalls like paying full price, and even creative lodging ideas like home exchanges.

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!

Alex’s Social Media:

LinkedIn

Instagram

Itinerary Boss Socials:

LinkedIn

⁠⁠⁠⁠⁠⁠⁠⁠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.