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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 110 of World Travel Made Easy with Itinerary Boss, I’m joined by DeAndre Coke—financial advisor, CEO of Truist City Wealth Management, and host of the Revolutionizing Your Journey podcast—who shares how he turned $4,100 and 551,000 points into a $56,000 Maldives getaway. From Qatar Q-Suites to Emirates First Class, DeAndre reveals the exact strategies he uses to combine elite status, smart card spend, and flexible travel dates for once-in-a-lifetime experiences.
We also break down how business owners can transform everyday expenses into massive point hauls, the Platinum Pro to Globalist hotel status shortcut, and how to earn American Airlines miles passively with Bask Bank. Whether you’re a first-time points user or chasing aspirational redemptions, DeAndre’s approach blends financial expertise with adventurous travel planning you can start applying right now.
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
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!
DeAndre's Social Media:
Boldlygo.World Instagram
Boldygo.World Website
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 110 of World Travel Made Easy with Itinerary Boss, I’m joined by DeAndre Coke—financial advisor, CEO of Truist City Wealth Management, and host of the Revolutionizing Your Journey podcast—who shares how he turned $4,100 and 551,000 points into a $56,000 Maldives getaway. From Qatar Q-Suites to Emirates First Class, DeAndre reveals the exact strategies he uses to combine elite status, smart card spend, and flexible travel dates for once-in-a-lifetime experiences.
We also break down how business owners can transform everyday expenses into massive point hauls, the Platinum Pro to Globalist hotel status shortcut, and how to earn American Airlines miles passively with Bask Bank. Whether you’re a first-time points user or chasing aspirational redemptions, DeAndre’s approach blends financial expertise with adventurous travel planning you can start applying right now.
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
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!
DeAndre's Social Media:
Boldlygo.World Instagram
Boldygo.World Website
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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