Lifelong leftist swallows a red pill (Adam Crigler)
(www.youtube.com)
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Lots of leftist friends, lifelong identity as left leaning, maybe doesn't want to "endorse" Trump due to all the baggage that brings would be my guesses. Tim has been very positive towards the right, but maybe he does not want to bet publicly on a horse if losing and being held accountable for it latter would be bad PR as well.