Dean Martin was apolitical. He was always astute enough to know that getting involved in it was bad for business. I read in Tosches' biography "Dino" that Martin distanced himself from the Rat Pack's JFK political shenanigans, even telling Sinatra outright that his "JFK is my buddy" pretensions would amount to nothing, which they did. I was even surprised to read that Martin sold all his casino interests in the early '60s, before Kennedy was elected, because he suspected that Kennedy would conduct a shake-down, which his brother RFK eventually did. Martin walked away unscathed, while Sinatra and his Mafia partners took a financial bath under the auspices of the RFK Justice Department.
Martin was always the one with the REAL brains. Better, brighter, more multi-talented, and more shrewd businesswise, than all the rest of his temporary partners put together, including Lewis and Sinatra. This man was a titan! Definitely the "King of Cool"
Definitely the "King of Cool!" He was one of a kind, and there will never be another like him.