Post-2016 politics is a different animal.

You can't 'fix' the electoral College. It's in the Constitution and will never be overturned because getting rid of it means that the small states lose a lot of power. As for the rest, Obama was trying to be a Left Center leader, not a radical Leftist.

Because while "Democrats" controlled everything, liberals didn't. It's extremely likely that if we get another chance at this the same thing will happen - progressive democrats will push for voting reform and better social safety nets while conservative democrats will block those efforts.

We need to make sure to primary shitty democrats.

Because back then the democratic party didn't really tow the party line as well as republicans. They've gotten better at it, but still behind. When the R voted NO in unison on most things championed by Obama, D couldn't be relied upon to counter with enough YES votes. The party was too fractured, and while they still kind of are, they at least present a somewhat unified front nowadays.

"They go low, we go high." Translated "they break the rules and try to overthrow the government, we roll over and beg for more."

Because in a two party system both parties are just sides of the same coin.

In short, they didn't want to. The reality is they are all moderate republicans, which in itself is an oxymoron. Don't believe me, here is Obama saying just that; https://m.youtube.com/watch?v=ZJIlZxHfclc Now imagine you somehow get total control of all braches, and to top it off 3 weeks filibuster proof. You can do anything, but you don't really want change. What do you do? Well implement RomneyCare, call it ObamaCare and leave out the public option, which will ensure it be a giveaway to big pharma. Seems good at first glance, but leaving out the public option really killed it, as they intended.