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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 98 of World Travel Made Easy with Itinerary Boss, Ross chats with Cindy, aka “The Points Mom,” about her journey from crunching numbers to maximizing miles. Learn how she saved over $5,000 on an Aspen ski trip using hotel points, helped her kids build credit starting at age 18, and why she swears by flexible rewards cards over co-branded options.
This episode breaks down real-world strategies for managing multiple credit cards, avoiding interest traps, timing applications around high-spend periods, and making the most of business expenses. Whether you're planning a safari with points or just trying to raise credit-smart kids, Cindy’s advice offers both big wins and peace of mind for families navigating the world of travel rewards.
Website: itineraryboss.com
Best Credit Cards for Travel
Bonus Offer Notifications
Transfer Bonus Notifications
Points and Miles Cheat Sheet
TravelPayouts: Turn your trips into income and earn!
Gondola AI: Find better hotels, earn more points, travel for free!
Kit: Grow and monetize your email list
ClickUp: Stay organized and master projects
Make.com: Build Smarter Automated Workflows with no code
Rakuten : Earn cash back on every purchase!
Function Health: Optimize your health, explore the world!
Carry: The modern Solo 401(k) for business owners
Cindy's Social Media:
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.
5
1414 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 98 of World Travel Made Easy with Itinerary Boss, Ross chats with Cindy, aka “The Points Mom,” about her journey from crunching numbers to maximizing miles. Learn how she saved over $5,000 on an Aspen ski trip using hotel points, helped her kids build credit starting at age 18, and why she swears by flexible rewards cards over co-branded options.
This episode breaks down real-world strategies for managing multiple credit cards, avoiding interest traps, timing applications around high-spend periods, and making the most of business expenses. Whether you're planning a safari with points or just trying to raise credit-smart kids, Cindy’s advice offers both big wins and peace of mind for families navigating the world of travel rewards.
Website: itineraryboss.com
Best Credit Cards for Travel
Bonus Offer Notifications
Transfer Bonus Notifications
Points and Miles Cheat Sheet
TravelPayouts: Turn your trips into income and earn!
Gondola AI: Find better hotels, earn more points, travel for free!
Kit: Grow and monetize your email list
ClickUp: Stay organized and master projects
Make.com: Build Smarter Automated Workflows with no code
Rakuten : Earn cash back on every purchase!
Function Health: Optimize your health, explore the world!
Carry: The modern Solo 401(k) for business owners
Cindy's Social Media:
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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