I think a wave of digital cash hitting the internet will only spawn more hackers. Surely not all of them have Bitcoins, and will not get paid off during a mass adoption transition. More and more will come out the woodworks. Which I understand, because to be honest, the whole idea sounds like a lot of fun.
The intelligent people in this world are not so many, 95% of them already know about bitcoins, and a great number of them have bitcoins by now. As the rest or the intelligentsia buys into bitcoins sub-$100k (and they generally have the means to buy a good chunk of them), and price shoots to $millions, they will be awestruck with the developments, quit their work, thief will steal no more, etc.
Gitmo inmates will be set free this year, because the administration have bought bitcoins and do not care to run a prison any more. Any evil c&c structure becomes paralyzed after the 1% in control of it buy bitcoins.
Soon, for evil to have any presence at all in this world, it is required that possessing bitcoins will need to be made punishable by death. (This will be rather arbitrary in case of multisig, but since when has logic been any detriment of evil..
)And it will not even help. French revolution outlawed the use of gold as a quote currency in 1792. United States outlawed the use of gold as quote currency in 1933. Outlawing bitcoins is exceedingly more difficult, and it is hard to lead an organization of evil, when your staff quit en masse after having bought bitcoins. But they will try
While I do think I grasp the overall idea planned by the designer(s), I can't help but thinking he might be wrong. There is a very good possibility society could slip into the sort of communal economic utopia that he had envisioned, but I think human nature will be expressed despite the fairness of the monetary system. There will be people with more and people with less, and people with more will have more power and options to tempt those with less. And should such a utopia be established, I have my doubts about the peace lasting after the first generation lives and dies.
I know where you are going with this, and I see it to be probable as well, but I just don't think it will hold. You are definitely correct that people will be awestruck by the first wave of developments.