IMHO, any female is going to be trouble for Trump as he is going to have to contain himself and not go after their gender in any way like he did with Meghan Kelley and Carly Fiorina. He needs to run on record only and current state of affairs; otherwise he'll be labeled as sexist and a womanizer and hand the keys to the oval office to one of them.
Secondly,a Warren win is going to be all but guaranteed if she picks a VP of color.
I think Warren as the nominee would be a tough win for Trump. The easiest wins would be Biden, Buttgig or Bernie.
Maybe, but like Sanders, it's hard to see Warren moving to the center. Because of that, I think she would need a VP with strong swing-state appeal. Not sure who that might be - Sherrod Brown comes to mind except that he's just as far left as Warren.
I'm probably biased but Warren seems every bit as unlikable as Clinton - not in that smarmy self-entitled scam artist way but more of a shrill, rigid, preachy, scary fanatic.
We can always hope that Warren would motivate an independent candidate like Schultz or Bloomberg - maybe even a last-gasp shot by Biden? Remember last year when it became apparent that the party was all-in on socialism there were calls for Biden to run as an independent where his baggage wouldn't be as much of a drag.
I still think if Biden can manage to stumble through the primaries without self-destructing he's more likely to get the nomination. But I think the chances of that are slim.