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PayPal & Perplexity: Score 50% Off (Up to $50!) with This Weird AI Shopping Deal
Published on November 27, 2025, 2:01 AM

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Okay, AwardTrail blazers, here's a quirky one! PayPal is teaming up with Perplexity (an AI search engine) to offer 50% off your first purchase made through Perplexity using PayPal. The discount is capped at $50, and the deal runs from November 25th to December 1st, 2025. Think of it as a way to get you to try AI shopping.

Now, here's the catch (and why it's a little weird). Finding what you can actually buy to trigger the discount seems tricky. Apparently, only a few merchants like Abercrombie & Fitch, Ashley Furniture, Fabletics, Adorama and NewEgg are participating. The AI isn't super helpful in finding those merchants or specific gift cards, so you might have to play around with prompts like "buy [item name]" or even copy-pasting product titles from Newegg into Perplexity's search bar. Also, make sure you're using the web version, not the app.

Why does this matter to you? Well, if you're already planning a purchase at one of the participating retailers, this could save you some serious cash. And hey, maybe you'll discover a new way to shop (or at least get a good laugh at the AI's expense). If you find any killer deals, definitely share them in the comments below!

Why This Matters for Your Strategy

News in the points-and-miles world moves fast, and promotional changes often have a short window. If this announcement affects a card or program you hold, log into your awardtrail dashboard to check your current benefit usage, bonus progress, and whether a transfer or redemption makes sense right now — before terms change.

As a general rule: transfer points only when you have a specific redemption in mind — transfers are almost always one-way and non-reversible. If you're unsure of the value, check our redemption guides before acting.

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