It wasn't weird because it was Bob Dylan in a commercial; the unsettling thing was that it found him abandoning a principle that he not only once espoused, but managed to instill in his fans. … And while Chrysler seems like the most proper fit of any auto brand (the Right would have crucified him had he shilled for a foreign-owned and largely foreign-operated company like Toyota, while his populist fans would have gone after him if he sold luxury cars from BMW, … …

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The Problem With Bob Dylan Shilling for Chrysler – Flavorwire