Hey Reader, I get a lot of questions this time of year about paying taxes with a credit card. Can you do it? Does it actually earn good points? Is the fee worth it? Here’s the deal: yes, you can pay your taxes with a credit card. And yes, there’s a fee. But in the right scenario, it can absolutely be worth it—especially if you’re working toward a big welcome bonus or using a card that earns valuable points. Like, roundtrip-to-Europe-in-business-class level points. 👉 In fact, this is one of the most overlooked ways to hit your minimum spend requirements without buying stuff you don’t need. I personally did this last year to earn 170,000 Amex points and I'll be doing it again this year. I've put together a full guide for you breaking down: ✅ When it makes sense to use a credit card to pay taxes and when it doesn't ✅ How to actually do it (yes, even through TurboTax) ✅ Which cards I personally recommend (and have used myself!) ✅ How I used one card to earn 170,000 points—enough for two business class flights Here’s the full breakdown:
Even if you don’t have a giant tax bill, I’ve included lower-spend card strategies and cash back options too—so you can still walk away with something tangible. Let me know if you have questions or want help picking a card before April 15th. You know I love a good points plan 😏 Cheers to your next adventure ✈️🥂, Deryn at Inside the Upgrade Let's get social | Join the ITU family on Instagram Upgrade University | Your path to luxury travel, coming soon 🥂 Join the waitlist. Free Card Consultations | Not sure which card is right for you? I offer free consultations based on your goals. Want to know my travel must haves? Check out my Amazon storefront (I think I make about 80 cents off these, so I promise I only recommend what I really believe in!) |
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Hey Reader,Well, it finally happened—Southwest just announced it’s cutting the two free checked bags policy that made it a fan favorite. So what now? Are we all doomed to pay $35 per bag forever? Not quite. I put together a guide on how to still fly with free checked bags, even if you’re not loyal to any one airline. From credit cards that reimburse fees to airline-specific perks, this article has everything you need to keep your luggage (and your budget) under control. Maybe in an effort to...
Hey Reader, Exploring castles built in the 11th century. Stay tuned for a guide! I'm interrupting my vacation in Spain (life is rough, I know), because my favorite beginner travel card has a new offer worth $1,500+. If you've been a member of the Inside the Upgrade family for a while, you know I rarely promote specific cards, so you can trust this is a good deal. I personally already have this card so I'm bummed I don't qualify, but I hope some of you are able to take advantage of it! Learn...
Hey Reader, Yesterday, I flew to L.A. and was reminded why I love lounge access so, so much. After braving the long lines to self-tag my checked bag (I'm traveling for 3 months, so I just couldn't didn't want to make a carry-on work), I made it into the Amex Centurion lounge. The Centurion lounges are a thing of beauty (if you can get in). In addition to delicious food, a full bar, and beautiful furniture, each one has a special "member service". At JFK, it's an Equinox Body Lab mini...