So the most important thing I think as a decision maker is the frequency with which you’re making these sorts of decisions. I think that, assuming you have some degree of agency in your role and get to chart your own course, that if you’re constantly making these LoTE choices you’ve got some major flaws in planning/execution. If you’re a good operator you should be making a lot of decisions where you’re trying to get as many good things onto your plate as possible… because you put yourself in good situations repeatedly.
That being said I think there are a lot of idealists who conflate a choice having any negative ramifications as it being ‘evil’. I think being a perfectionist is a good way to never get much done…
But yeah since we’re talking about the Democratic Party it’s painfully obvious that they are wildly incompetent, and that leads them to constantly being forced to make these ugly ‘eat a shit sandwich or a cyanide sandwich’ situations… which they don’t seem to be learning anything from.
When you’re in pain that generally means you’re supposed to be learning something. I don’t think the Democratic establishment learned much of anything from 2016. I think they refused to process the fact that they had lost 3 out of the last 5 elections to the worst candidates the other party had literally ever run (and run very good on Barrack Obama the candidate). And lost all 3 elections with a bland centrist candidate that nobody was particularly excited about. These candidates aren’t safe, they’re massively risky and borderline suicidal. Come to think of it the Dems haven’t won an election with a candidate like this since ever. All of the Democratic Presidents since Kennedy had a certain it factor to them utterly missing from Dukakis, Gore, Kerry, Clinton, AND Biden. Even Carter was a weird outsider peanut farmer who was very clearly just a good person. Going back further still the story stays the same basically.
I’m pretty convinced that any healthy political party would have figured out how to arm twist both Bernie and Biden out of running in 2019 and conducted a star search style primary for the next Barry O. Instead they let the two old guys with the highest name recognition suck up all the oxygen, and that error has somehow against all odds made 2020 something they could actually lose.