Which Hyatts will you be book before the award chart changes? | Ask Us Anything Ep84 | 3-4-26
Frequent Miler on the Air
Hilton Aspire Upgrade Timing
Stephen advises applying for Aspire first before upgrading Surpass to preserve eligibility for welcome offers.
What would you suggest if your P2 (partner, or "player two") is very reluctant? Which Hyatts will you be book before the award chart changes? We answered these questions and more on the Ask Us Anything hosted live on YouTube on March 4th, 2026
(02:10) - What specific Hyatt properties have you booked/will you be booking before the upcoming award chart changes?
(12:17) - How did you guys learn about HOW to find good flights to book with transfer partners? I am trying so hard to learn, but it feels confusing and overwhelming. need more concrete, step-by-step help.
Read about the top award search tools here
(18:05) - I have a question for Stephen and Carrie. Now that I am retired my wife and I are interested in finding rentals for several weeks at a time. I am pretty good at finding good properties on Airbnb and VRBO for several days but have less experience with navigating longer term rentals. Do you have any tips on how to find good locations and get good deals?
(27:32) - Looking to get a Hilton Honors American Express Aspire Card and upgrade a Hilton Honors American Express Surpass® Card. Should I do this on 2 different devices at almost the same time or does it not matter?
(28:26) - I am planning a trip for 2 weeks covering Copenhagen, Stockholm, and Oslo with 2 year old, do you have recommendations on where to stay? Planning during July
Read more about this here: https://frequentmiler.com/use-finnair-avios-to-book-scandinavian-hotels-at-2c-per-point-or-better/
(32:35) - What would you suggest if your P2 (player two) is very reluctant? I can't convince him to open more cards
(38:27) - Do the Hyatt changes make you reassess the value of Chase Ultimate Rewards points?
(39:58) - Can I request a retention offer for my US Bank Altitude Reserve card and then product change a month later to the Connect?
(42:20) - Can I book Hyatt stays now before the changes take effect, and later modify the dates while keeping the same redemption rate?
(42:55) - What is the best way to use Wyndham Points nowadays, and do you see any new alignments in the future to replace Vacassa
(47:44) - Are there good award search engines for hotel award stays?
Read more about this here: https://frequentmiler.com/editmaxxer-a-tool-to-maximize-chase-travel-the-edit-credits/
(51:08) - Have/would you guys entertain having all your P2s on for a podcast or AMA so we could hear about their experience through all the shenanigans you play?
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Music Credit – “swappin’ back n’ forth” by up @ night
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