The 100K Vacay team challenge wraps up on Wednesday, and we’re doing something a little different with our final YouTube livestream. The livestream will be a live recording of our Frequent Miler on the Air podcast. That means that it will be conducted, to some extent, like our usual weekly podcasts (with a Giant Mailbag segment, points & miles news, and the main event). The main event, of course, will be the 100K Vacay challenge, and it will be divided into a few parts: 1) Trip recaps; 2) Great travel tips revealed, and 3) crowning the winner. We’ll wrap up with a few “Questions of the Week” from livestream attendees. Please join us!

What is the 100K Vacay challenge?
Nick, Stephen, and Tim each picked a different transferable points currency they think can compete with Greg’s 100K Chase Ultimate Rewards points, each trying to beat Greg’s 100K Vacay with one of their own. Unfortunately Tim's trip came to an early end due to an unavoidable need back home, so it's up to Nick and Stephen to see this challenge through.Livestream Details
- Date/Time: Wednesday, October 8, 9 PM ET
- Platform: YouTube
- Livestream link (this is our first time pre-scheduling the link, so forgive us if it doesn’t work as planned)
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![Stephen won 100K Vacay! [Update: Congrats to Stephen for winning the audience choice vote too!]](https://frequentmiler.com/wp-content/uploads/2025/10/100K-Vacay-winner-is-crowned-2-218x150.jpg)


I’m so sorry that Tim had a family emergency. It would be nice to hear what he had booked/planned for this challenge at a later time when he’s able to share.
Nick should be the winner!