Booking award travel can be a HUGE pain. I think I'd prefer minor surgery to spending a day on the phone arguing with American Airlines.
Thankfully - there is Point Pros. For $150, they'll book your award travel for you.
Last week, they got me a flight from Singapore --> Toronto --> Dallas --> Singapore for October for 70K AA points, including bulk head seats for my long legs. All I had to do was exchange an email or two with my preferences to my guru, Davis.
110% recommend.
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