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Other than being candidates for senior living centers, both have baggage. If we're going to apply purity tests to all candidates' lives going all the way back to their youth, then we can throw them all out. The problem with Democrats is that they look for every candidate's faults rather than their positives.
Several years ago This American Life did a story about how conservative people are far more likely to forgive and forget than liberals. For liberal minded people, once a racist, forever a racist, Or if accused of sexual misconduct, always a sexual abuser. Conservative people are far more likely to forgive a person for having said\done racist acts in the past if they appear to have moved past it, or at least have much better control over. For radical liberal minded people, a single racist slur or idea going back forever, means that a person is on a private blacklist of untouchables that can never be redeemed.
As far as swing voters in 2020, I believe trump has lost their vote already. Many swing voters did not like HC, so they voted for Trump as a protest vote thinking HC was going to win anyway. Or, those swing voters did not for president. I find it hard to believe that those same swing voters would vote for Trump given he has exposed himself as a con man who only panders the wacko right because they would follow him to any extreme because he convinces them that extreme actions are required for everything he does, and convinces them everything he does is what normal people do. He makes them feel good about having their extreme beliefs. He makes racist people feel good about being racist, same with homophobic people, etc, etc. If someone is on the fringe right, DT is the second coming of JC. Despite all the teachings of Christ, they believe Christ on earth would be doing exactly what DT has already done. They believe JC was a racist and homophobic, and God is White, who sends minority to the back of line based on the color of their skin while alive on earth.... Yeah, it all makes perfect sense in how they perceive reality.
If we want to think about the good side, the republicans are now openly stuck with the far right wackos controlling the party, once DT is gone in 2020, it will be far far more difficult for the Republican party to reverse themselves and reject all those fringe right people who are proud of being extreme on all policies. Trump panders to them so they remain loyal to HIM, not loyal to the party; once there is no one at top the willing to defend them and promote wacko policies, they will be enraged at the Republican Leadership for not doing all the extreme crap DT is doing right now. The day of reckoning is coming for the republican party once Trump is out of power, and that day will come, if for no other reason, Trump can't live for ever, even if the thinks he will remain president forever.