The truth is, almost any reasonable woman candidate should be able to beat Trump, he's literally a brain melted fuckwit. You can find someone more electable than Trump in most streets.
Which means the dem party imparts an unlikeable type of distrust to it's female figureheads. It's like the hive mind of a narcissistic family.
The problem is the party establishment. They can't let a woman be herself. Until a woman in leadership rings true, she can't win.