Hey Thunderroad, thanks for the kind words my man
Our trip is scheduled to start on December 24th which happens to be both our wedding anniversary date and the earliest Singapore Airlines could clear some award space for us, talk about a coincidence!
Since our trip is 10 months away my wife and I should have plenty of time to apply and meet the minimum spending requirements on specific Hotel cards. In fact, a few days ago I applied for Chase IHG card with 80k sign up bonus and I got it.
I am seeing the Marriott 80k offer floating around as well as Hyatt's and I am trying to decide which one would fits our needs better if not both!