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Waitlist Unavailable Strategy

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  • Waitlist Unavailable Strategy

    I have a trip from JFK to SIngapore planned for next January. Here is what I have booked so far:

    Jan 18, 2021- JFK-SIN Business class saver award
    Jan 27, 2021- SIN-JFK Suites saver waitlist
    Jan 27, 2021- SIN-JFK Suites advantage award

    Ideally I'd like to fly suites in both directions. Unfortunately, I was unable to get a suites waitlist space on the JFK-SIN leg and it is no longer available for some reason. I was wondering everyone's thoughts are about the following plan.

    Step 1- A month or two before departure call SQ and request a chaser on the Jan 27 suites waitlist.

    Then if the chaser results in the waitlist clearing...
    Step 2 - Cancel the Jan 18 business class saver award and request the points be redeposited in my account.
    Step 3 - Request a date change on my suites advantage award from Jan 27 to Jan 18.
    Step 4 - Use the miles from the cancelled business class saver award plus some additional miles to purchase the first class saver award that cleared the waitlist.
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