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I think you presented your positions here pretty well, describing the con Bloomberg argument.
The Bloomberg gambit will be evaluated in the context of Trump, specifically the Dems (& much of the country's) desire to rid themselves of him. It will come down to what's worse? A Bloomberg that's perceived as less than idea? Or, a Trump that is a known horror? (and horror is indeed how much of the country perceives Trump).
We don't know how this gambit will play-out. HRC was not well accepted by much of the party in 2016, and the results were a lack of turn-out. However soon after that, I anecdotally I ran into quite a few self-identifying Dems and non-Dems who claimed they greatly regretted not voting for HRC due to now being stuck with Trump. Those that sat on the sidelines may have learned their lesson for this time around - but we don't know.
The dynamics of this election are different from 2020 in many ways. Trump is the incumbent and generally things look good to people (90% satisfied with their lives) and good economic stats on paper. But Trump's personal personae sucks - and people have been able to see this. So it is a choice for many do they more care that Trump is a creep personally? Or more care about how things are going for them with Trump as president - Trump the person versus Trump the president.
Lots of people didn't like Hilary. I commented during the 2016 that NO Democrats were starting pro-Clinton threads praising her or her campaign. Rather, all the threads by Democrats were just anti-Trump. I see the same thing about Bloomberg. Democrats aren't praising Bloomberg. They're making excuses for him - not a good starting point. Rather, I read Democrats case for Bloomberg is that he's rich and he isn't Trump - with this justifying overlooking everything about Bloomberg pretty much everyone should despise - the lesser evil of two real rotten billionaires.
While I don't think the dislike-factor is as great for Bloomberg as there was for Clinton, and it unlikely the Republicans in Congress will be holding endless hearings attacking Bloomberg, nor is the AG going to come out 10 days before the election declaring Bloomberg it a reckless liar but to powerful to prosecute like Comey did to Clinton. On the other hand, Clinton is a woman (I think more pluses than negatives in this) and Clinton has some resume federal government service.
Here is the proof that Bloomberg can buy the general election? Any historic proof that is even possible? A general election is an entire different animal than a primary. Money is a BIG deal in a primary due to all the candidates. A general election is it's own publicity. Trump was vastly outspend in 2016. Made no difference.
The premise that Bloomberg wins in November for $10 billion is nonsense in my opinion. The core reason to support Bloomberg - fabulous wealth - is a false premise in my opinion.
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