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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Is Southwest turning into every other airline? In this week’s episode of The Upgraded Points Podcast, we’re diving into major Southwest changes that some travelers are celebrating, while others aren’t too thrilled. From elite status perks to new credit card updates, Katie and Chris break down exactly what these shifts mean for your future flights and bookings.
But that’s not all, we are also sharing the details of our brand new “Magic in the Air” Walt Disney World Resort vacation giveaway! Plus, we cover the latest American Airlines and Hyatt status matches, answer listener questions, and more. If you fly Southwest (or want to maximize your rewards), this is one you need to tune in for.
For detailed show notes, navigate using the time stamps below:
[0:00] The Upgraded Points Podcast Episode 21
[0:50] Walt Disney World Giveaway*
[2:50] American Airlines/Hyatt status match
[6:00] Southwest changes
[8:40] Southwest elite status
[12:17] Southwest credit cards
[19:25] Listener Q&A
Want more out of your points? Explore our guides written by travel and financial professionals on UpgradedPoints.com
*NO PURCHASE NECESSARY. Open to legal residents of the 50 U.S./D.C., age 18+. Void outside the 50 U.S./D.C. and where prohibited. Sweepstakes starts at 12:00:01 AM ET on 09/01/25; ends at 11:59:59 PM ET on 09/30/25. Total ARV of all prizes: $9,283.56. Odds of winning will depend upon the total number of eligible entries received. Limit: One (1) Entry per person. For full Official Rules, visit https://upgradedpoints.com/news/win-trip-disney-world-september-2025/ Sponsor: Upgraded Points, LLC, 1155 Barton Springs Rd., Austin, TX 78704.
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