If there’s one thing nearly every points traveler has done at least once, it’s book a flight, hotel, or car rental directly through their credit card’s online travel portal. With promises of 5x, 8x, even 12x bonus points, it can feel like the obvious choice. But as I share in today’s episode, those tempting multipliers often come at a serious cost—and the reasons why may surprise you.
In this episode, I walk through the top five reasons you should avoid booking through credit card travel portals like Chase, Amex, Citi, and Capital One. From losing out on elite status perks and upgrades to paying more for the same flights or hotel rooms, I reveal the hidden downsides that don’t show up until it’s too late. You’ll also hear real-world stories from travelers who faced everything from missing reservations to costly rebookings—all because they used a portal instead of booking direct.
Even more importantly, I’ll explain how using your points through a portal can devalue them by 2–10x compared to transferring to partners. I share specific examples, including how I used Chase points with Hyatt for a $65,000+ stay that would have cost 3.6 million points through the portal. Whether you’re new to points or have been booking this way for years, this episode will help you avoid costly mistakes and make smarter choices with your rewards.
Turn your expenses into points and save tens of thousands of dollars a year on your wishlist travel. Don’t miss out! Click here to know more about my comprehensive online program, Points Made Easy. Enrollment opens on September 20, 2025 to September 27, 2025.
Want to know what’s really possible with your points? Don’t just take it from me—hear from members who’ve used Points Made Easy to completely change the way they travel. From business class flights to dream vacations, their results speak for themselves. Watch their stories here.
Point Me to First Class is the show for professionals and business owners with higher-than-average personal or business expenses, who want to learn to leverage these expenses into credit card points they can spend on travel.
Each week, I share valuable tips, tools, and strategies to help you uplevel your skills earning and redeeming credit card points, so you can expand your travel and expand your experiences.