You keep talking as if you believe that Obama is the one standing in the way of the Grand and Glorious Progressive Future ™ that we want (though we differ in the details I'm sure). Obama isn't the problem. The problem is there aren't enough Democrats in the House and Senate.
After 2008 - recall Obama won even in Indiana and was the first Democrat to win Indiana in the General since LBJ - he had majorities in both houses. That happened because Obama is a gifted DoubleSpeaker. But if he had taken that mandate, there well may have been 80 Democrats in the Senate and 325 Democrats in the House. He lost his true-believers (read: younger voters) in two years because he was just exactly what I always knew he was: YAN Wall Street Asshat. So, in large measure, heck yes! Obama is a rather large obstruction.