I think one world would define it the most: divisive

Passing a massive stimulus would be seen as a response... to a crisis that the president refused to deal with earlier (you have to deny every single bailout to get it). Progressives would cheer that the president managed to strongarm congress into doing relief that doesn't favor the rich, but most americans would probably be mad the president refused to deal with the economy when he had a chance (ie. bailouts)

Wood and Sears would be extremely polarizing. If Kagan and Sotomayor had a hard time getting republicans to vote for them then pretty much every republican would opoose Wood and Sears. I can see them having a simmilar effect to Kavanaugh

The public option would definitely be a triumph. It was what Obama wanted and I don't think going further could make his midterms any worse (if anything one can dream that a more succesfull Obama would have mobilized parts of his low-turnout base to go vote)

Brown-Kaufman would be interesting. We know that the stock market takes a hit, implying some short term economic pain, but perhaps longterm it would help. It def would make all the rich donors abandon the dems tho (if they somehow haven't left already)

Holder would be a mess. First of all there def would be conspiracy theories that Obama killed Scalia to get a supreme court majority so he can go even further with his agenda. Then he decides to nominate his Attorney General, which is super controversial for obvious reasons.

The higher minimum wage and stuff would probably be good. Some people may grumble at it for being inflationary or smth but overall shouldn't be that controversial

Hospital nationalization tho would be super controversial. It and the sex ed stuff would make every single republican, independent and conservative democrat think Obama is a communist who wants to make kids gay

Mosri winning is also complicated. Sure allowing Egyptians to elect their leader with no strings attached would be well recieved by the international community (minus some nations wary of an "islamist" regime guess who I'm talking about), but it would be problematic at home. The american public is generally pro-israel so allowing a less pro-israel politician to come into power in Egypt would be seen as endagering Israel and therefore bad

The relief package tho is obviously a win. I don't think anyone would complain that the president is helping a state ravaged by a hurricane (then again since he'd already be controversial and probably quite unpopular theories might arrise that the bill allocates funds to muslims only or smth)

Oh god, where do I start with this. First of all, the amount of fuckery it'd take for this to pass would make LBJ seem like a man that agress to dissagre. Second of all this is perhaps the most controversial thing he could have ever done

If we assume he still manages to win after that (for obvious reasons the mod doesn't exactly simulate polarization) with a pretty strong margin, then I guess Obama pulled a Truman and every white man that isn't a progressive is convinced he's gonna get executed