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In episode 82, Ross talks about credit cards and travel perks can easily save you over $3,000 a year—if you know how to unlock their full value. In episode 82, I break down how a single $95–$695 annual fee can deliver free hotel nights, airport lounge access and meals, monthly Uber credits, and even premium travel protections. Whether you’re overwhelmed by choices or skeptical of the fees, I’ll show you why this upfront “cost” is actually one of the smartest investments travelers can make.

We’ll cover five key value buckets from 5 free nights in Grand Cayman to earning 5–10x points on everyday spending like Lyft rides and travel. You’ll learn how to track monthly credits, avoid rookie mistakes, and use simple strategies to earn back your fee once you receive your card in the mail. Plus, I’ll give you a checklist to stay organized, evaluate which cards to upgrade or downgrade, and show you how to make smart decisions that turn confusion into clarity.

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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.