In general I think the best activists make the worst politicians. I'm not sure if this holds for libertarians as we generally would say that a principled stance is the only one. But that doesn't work in our current political climate. Some kind of compromise will have to happen somewhere and as a candidate you'll have to support some of it. Simply because you cannot change society in one day... And trying to establish that, will not get you elected. The only thing it would do, is make you look like an idiot. No effort necessary, the media will help with that.
Having said that, it's not my personal opinion that the type of baggage that he has should keep him from being elected. But a gun-conviction, this stuff with his ex, things he's said over the years... If we're realistic, he doesn't have the kind of machinery that Trump has so his chances of getting away with all that are not good.
Having said THAT, I do think he'd make a good politician. What he does in his personal life may be unwanted however more politicians seem to dabble into weird stuff. He's a principled guy, even though he can be loud, he's also good at forming an argument. Even better in passionately conveying it. I have not seen much of what he has been doing in the past years but who knows, if he has matured a bit and learned some more... He's not a second Ron but I do think he's one of those that truly understood Ron's message.
Having said all of that. I agree with Brian but if Ward doesn't win, then I'm very interested to see what Kokesh can bring. In that case, I wish him all the luck he needs!
