Ahhh, indigo florals...
Tonight's photo was taken from a distance to serve as a metaphor for the span of time between when this kind of pattern was in vogue and today's modern sense of fashion.
Trebek's tie tonight looks as though it was clipped from someone's curtains in the early 1900s.
While this vintage textile could look rather hip on someone else, perhaps alongside a more dressed down coat, combined with Alex's classic stodgy grey number, the selection only serves to make him look dated and old.
Like his face insinuates in the photo, this tie is a big "no, I don't think so" as far as this viewer is concerned.
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