Scott is an extraordinary rock singer, but he is just unreliable and has been for a very long time.
I don't buy for a second that PledgeMusic or Scott's management are any part of the bottleneck here -- if Scott truly wanted these items signed and delivered within a reasonable time, he could have made it happen.
I don't think he does it to spite the fans. He has said some rude shit to fans, but he's also said lots of genuine, sincere things. He looked me in the face once, smiled, and said "thank you" after I said STP was the greatest band in the world at a meet n' greet.
I just think he is so wrapped up in his own world right now -- a witch's brew of rockstar ego, tortured artist attitude, bipolar, medications, drugs/booze (and/or the repercussions of years of them), divorce, fatherhood, and a need to keep working in a rewarding but grueling and unforgiving industry that keeps him on the road most of the time -- that things like this are not near the top of his priority list.
I'm not defending him for this -- he committed to the PledgeMusic thing and should have kept up his end of the deal. Just don't act surprised that this is happening.