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With the exception of maybe NAFTA, Clinton pursued a pretty progressive agenda during his first two years in office. He got his more progressive economic plan (barely) adopted and got the first significant gun control legislation enacted (Brady Bill, Assault Weapon) ban, and he TRIED to lift the ban on gay and lesbian service members although it was unsuccessful and had to settle for DADT- which, for those who remember- prevented Congress from writing the military ban outright into law. His signature proposal- universal health care- was his most ambitious but ultimately crushing and debilitating failure during those first two years in office. At any rate, I don't remember that progressives were necessarily all that unhappy with him during those first two years in office. Progressives seemed to mostly sour on him after the Republicans re-took Congress and he spent the rest of his Presidency triangulating and signing off on some unpleasant and/or shitty pieces of legislation like DOMA, Welfare Reform, Telecom de-regulation (though in some cases the legislation ended up being *better* with him having input in them than they would've been without it IMHO). The 1994 election was, from my recollection, the confluence of Democratic "scandals" in Congress, voter discontent with entrenched incumbency, Republicans ginning up fear and anger over Bill & Hillary Clinton, "angry white men" ginning up fear and anger about gun control, and the religious right ginning up fear and anger about social issues like abortion, equal rights, and "secularism". I'm not sure that progressives (or lack of support thereof) had much to do about that election but I could be wrong.
As for Obama, I don't know for sure what the breakdown in terms of the voting was exactly so I can't tell if he was elected by a "progressive majority" or not but Obama got votes from a lot of different quarters, including a lot of right-leaning independents and some disaffected Republicans, mostly because they (rightly) viewed him as the more sensible/rational choice over McCain and THAT was mostly because of his VP pick. Had McCain nominated somebody like, oh, say, Olympia Snowe, Susan Collins, or even Kay Bailey Hutchinson for VP, Obama might've still won but probably by a lower margin.
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