Why not to make bounty available from the very creation of the question? I read the question on Meta and I got the idea.
They didn't want a bounty to interfere with the 'normal' method of asking/answering questions. If you're allowed to offer it right away, then it has the potential to create an economy where people only focus on questions with bounties.
It's important to note that it's very rare (over 90% of questions are answered) for your question not to be answered. As far as getting it answered quickly, well that depends on what time you ask your question (All times UTC).
He is just being piled with 100 simpler questions. So you end up waiting and waiting till you can give the bounty till some experts really can check your question.
So, with all respect to 2009, does it make sense to change something in 2014? We are already in economy where a lot of people are chasing easy questions. Can it be so bad if someone with earned reputation can give it to person who solves his problem?