There were two times I think he looked bad. One was when he tried to bully nations over Snowden, and when pulled the line in the sand stunt with Syria. Both those are on him, but just what could he have done about Putin? Start a nuclear war? That would have been great.
There was nothing we could effectively do to stop Russia and the steps taken with the EU are as much as one could reasonably expect. War with Russia doesn't qualify as reasonable. Bullying even more? Start a war with a nation under false pretenses? I'll pass, thanks.
Agreed. The line in the sand thing was admittedly stupid. I don't think Putin made Obama look bad though. Superficially, yes, it made Obama look terrible. But practically, he got more than he dared ask for, considering that we cannot trust most of the rebels with WMDs either. I suspect world leaders, while noticing that Obama looked like an amateur compared to Putin, also noticed that Obama got as much or more as did Putin, especially given that we initially backed Assad anyway and it's far from clear as to who actually used the chemical weapons.
I don't think Putin made Obama look bad on Ukraine either, although that may still happen. I suspect Europe/NATO would have freaked had we attempted to go to war over Crimea. Getting Germany (which has reasonably close economic ties) and France (which reflexively hates everything) on board with kicking Russia out of the G8 is great, and while I don't know if that was driven by Obama or by their own perceived best interests, at least he didn't screw it up. Considering the recent NSA spying scandal, that's not insignificant. In fact, I would not be at all surprised if Russia is holding some of Snowdon's information to use as a wedge between the USA and Europe. And I would be very, very surprised if Putin would have held off punishing Ukraine and taking Crimea with a President Bush/McCain/Romney. This was driven by events, not personalities.
Also, these small but meaningful and escalating sanctions against Russia put the ball back into their court by showing that Russia will continue to suffer increasingly until they satisfy the West. They keep on the pressure. Doing something drastic initially just encourages them to hunker down or even take the rest of Ukraine. I don't think Crimea will ever be returned and I don't know what will make this right, and I doubt if Obama et al do either, but the collective actions taken so far seem to me to be pretty sensible.