American Airlines' Ultimate Travel Scam with Katie Boyle and Erin Jackson | 95
The Big Flop
Audible
4.6 • 1.2K Ratings
🗓️ 7 July 2025
⏱️ 42 minutes
🧾️ Download transcript
Summary
What happens when you give two men unlimited first-class flights for life? American Airlines found out the hard way when their "brilliant" cash-grab turned into a multi-million dollar nightmare, complete with impromptu Paris lunch dates, suspicious companion passes, and an airline determined to ground frequent flyers forever.
Katie Boyle (The Shift, I'll Do It Myself) and Erin Jackson (Grudgery, The Upshaws)join Misha for a first class conversation about American Airlines Airpass
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Transcript
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| 0:00.0 | You know what's even better than listening to the big flop? |
| 0:03.6 | Listening to the big flop without any ads. |
| 0:06.7 | With Wondery Plus, you can enjoy the floppiest of flops, completely uninterrupted. |
| 0:12.0 | It's like having a front row seat to the world's biggest train wrecks. |
| 0:15.7 | Join Wondery Plus in the Wondery app or in Apple Podcasts and upgrade your listening experience today. |
| 0:26.2 | Oh, besties, is there any greater fantasy than flying first class up in the skies, |
| 0:37.0 | bopping champagne and just living your best life? |
| 0:40.3 | Well, not for two former American Airlines Air Pass users who paid a few hundred grand |
| 0:48.3 | for what they believed would be a lifetime of free first class flights. |
| 0:53.3 | Y'all, buckle up. It's gonna be a lifetime of free first-class flights. Y'all, buckle up. |
| 0:55.9 | It's going to be a bumpy ride. |
| 0:58.4 | $125,000. |
| 0:59.7 | And this card entitles you for the rest of your life. |
| 1:02.4 | Me and somebody else. |
| 1:03.4 | You and someone else can fly for free anywhere. |
| 1:06.3 | Security agents cornered them at airports, |
| 1:08.3 | revoked their passes and told them they would never fly on |
| 1:11.1 | American Airlines again. |
| 1:12.5 | Other travelers like them were costing the airline more than $1 million a year. |
| 1:17.8 | We are on a sinking ship. |
| 1:30.4 | Let's talk about something that might be keeping you up at night. |
| 1:31.9 | Cybersecurity. |
... |
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