Has Obama succeeded in flipping the makeup of some courts since Reid nuked the filibuster?
The Senate has been rapidly confirming judicial nominees as of late. It is crude measure, but (in terms of active judges) Democratic-appointees control nine circuits and Republican-appointees control four circuits. Since the nuclear option, 10 circuit judges have so far been confirmed (not to mention 38 district judges), I think flipping at least the DC and Tenth Circuits. At this point, the problem is that President Obama isn't nominating judges fast enough. There are still 10 vacancies on the Courts of Appeals, but nominees for only four of those.
Based on what I've read, it's probably either the Sixth or the Eighth Circuit taking the mantle as most conservative. I'm not sure of the most liberal, though the ultra-liberal stereotype of the Ninth Circuit is vastly overrated.
Republicans seem to be doing much worse than Democrats at this over the last few decades. It's been a long time since a Democrat-appointed judge betrayed them on a hot-button social issue.
That's true, though it could be that judges generally have a tendency to get more liberal as time goes on. I'm not sure if that's actually the case or not, but there does seem to be some evidence to back that up. On the other, it is indeed hard to think of Democratic-appointees that either backfired or became more conservative as time went on. Only Justice Frankfurter (FDR) and Justice White (JFK) come to mind.