I don't know that it's fair to say Bitcoin is unencumbered by regulatory issues. Bitcoin exchanges must be compliant or we will end up with another BitInstant issue. Exchanging for fiat will be necessary for the foreseeable future. Bitcoin is the worlds first personal transfer agent. That's the beauty of it. I can send money to my uncle across the ocean in Germany as easily as if he were across the street and the records are maintained by an enormous very secure system. Of course I can do that without Bitcoin but it's not as fast and it's not as cheap. Bitcoin needs to stay cheap at least for now. It must capture a large user base before any associated big increases in costs occur. That was the original plan after all. Reward subsidies slowly taper off and fees take over. That process should happen naturally per the original design, not overnight.
Exchanges are a totally different thing than Bitcoin, and all of the (many) problems I've had in exchange-land have been 100% on the fiat side while the Bitcoin aspect of things has been flawless.
It's not Bitcoin's place to correct hassles with fiat systems, but it is distinctly the place of those steering the Bitcoin solution and network in such a way that such problems will be avoided. Laying prone on ones back and exposing the jugular in hopes that the regulators will feel pity or be shamed into leaving the solution alone or whatever is a stupid strategy. At least for those who believe as I do that Bitcoin's strength lays with it's ability to avoid some of these hassles. OTOH, if one believes that the lack of oversight and control by the authorities is dangerous and a negative, or a potential threat to other important and valued systems then forming Bitcoin into a solution which makes it likely that it will be able to be more controlled does make sense. These arguments are 100% valid ones, but I don't happen to agree with them.
I do see it as inevitable that if/when the solution grows to a point where most of the infrastructure is provided by corporate entities then control by the authorities will be relatively easy. Also, of course, that if Bitcoin can grow into a broadly used solution for buying trinkets on the global and persistent blockchain it will be very unlikely that smaller and independent entities will be represented as infrastructure providers. 'Capturing a large user base' is, to me, not a good thing unless the user base is carefully chosen to be people who are less likely to aggravate problems I foresee.
If I were devising an attack on Bitcoin, I would lull the solution into outgrowing it's capacity to operate in the ways it did in the early days then put the hammer down with vigor and with good coordination (since we still have a multi-polar world.) I think I outlined this strategy nearly three years ago. What has happened, and what I did not predict, is that it has been damned difficult to NOT form off-chain solutions, and the appeal has been weighted toward those who have money (and want more of it) rather than those with a sweet-tooth for Skittles. So, pressure on the transaction rate is much less than I would have anticipated at the current valuations and popularity. Delightful to me, but much to the chagrin of other's in the community I'm sure