I voted Trump in 2016 but he was convinced Trump had too many flaws and he voted libertarian. He wanted to vote as a block so I said if we're doing that, you voting for Trump has to be on the table and he agreed. We spent some time going down the list of candidates and I convinced him Trump was the best available choice. He was actually going to write in Kanye and I told him don't treat this like a joke. MAGA!
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The problems I have with the Libertarian Party are their positions on immigration, rehabilitation for criminals, and foreign policy. I oppose illegal immigration, don't believe criminals can be rehabilitated, and believe the US should maintain a strong military.
I'ts definitely possible for some. They just need to put in the work and prove they have changed, unfortunately it gets abused to let out every tom dick and harry. I've met people who used to be felons and you wouldn't even know it. Libertarians are against never ending punishment that is impossible to escape. I've seen it happen to a close friend.
The criminals I'm referring to have personalities worse than your typical car salesman. They're calloused, manipulative, and believe crime is a viable occupation. They pretend to be remorseful to avoid culpability. I think it's a waste of time and money to attempt to rehabilitate such persons. Perhaps the individuals you've encountered don't match these criteria.