The resident DeSantis obsessive (onetruephilosoraptor) made me think about this with his latest Trump-critical post. On one hand, Jeb Bush has been seen at DeSantis events. On the other hand, Caitlyn Jenner has been seen hanging out with Trump's kids/niece. Neither have officially endorsed any candidate but their feelings are clear.
On one hand you have a dude who, through his very public existence, helps in some way to normalize trannies. On the other hand you have a GOP, Inc dweeb who wants to bring America back under the control of the uniparty. It's a very tough choice, but I have to say Jeb is worse. People like the Bushes and Rupert Murdoch have megalomaniacal visions and still exercise significant influence over the country, whereas Caitlyn Jenner's delusion is personal and far less impactful.
Both are cancer, make decisions on what the actual person's character is, there will always be horrible people surrounding a candidate who has to (generally speaking) get around half or more of the entire country on their side.
If they have integrity, competence, and many more good people than bad in their camp, that's a good sign.