Good Bobby, Bad Bobby: Evan Thomas on the Greatest Riddle in 20th Century American Politics

“He didn’t just say it, he meant it, he felt it — and the combination of the power guy, the ruthless power guy, and the profound idealist was fascinating, and also hard for him.” — Evan Thomas on Bobby Kennedy

Who was the greatest riddle in 20th century American political life? Judging from the ever-expanding library of Bobby biographies, Robert Francis Kennedy ranks very high on that list. Indeed, according to Evan Thomas, one of RFK’s most acclaimed biographers, this third Kennedy son is, indeed, the most sphinx-like riddle in 20th century America.

In his classic 2000 biography, Robert Kennedy: His Life, Thomas unravels the good and the bad Bobby. But, rather than presenting parallel narratives, his portrait treats the Machiavellian and the idealist as the same riddle. Raised by his father to exercise raw power, RFK discovered that mid-century America wasn’t living up to its own ideals. The contradiction of the ruthless Kennedy machine politician and the profound idealist was what continues to make him so intriguing to Americans of every political stripe.

Bobby concurred with Churchill’s dictum that courage is the greatest virtue because, without it, you can’t have the other virtues. So he lived a life of ridiculous physical and moral courage — taking insane risks that would terrify ordinary mortals. And, of course, his most insanely courageous act was his last — running for President in 1968 knowing that he was likely to be assassinated. Where have you gone, Bobby Kennedy? A nation turns its lonely eyes to you.

Five Takeaways

•       The Central Paradox: Power Guy and Idealist in the Same Man: Bobby Kennedy was raised by his father to be the henchman of the Kennedy machine — doing the dirty stuff in Boston politics to keep Jack floating free and grand. He was pretty ruthless about it. At the same time, in mid-century America, he discovered that the country was not living up to its own constitution, and he wanted to make things right, and genuinely felt it. The combination of the machine politician and the profound idealist was what made him so endlessly fascinating. It also made him hard for himself: a man permanently at war with his own nature.

•       Courage: The Only Word That Mattered: No word was more important to Bobby Kennedy than courage. Churchill: it’s the greatest virtue, because without it you can’t have the others. Kennedy believed in physical courage, emotional courage, mental courage. He was a runty little kid at the wrong end of the dinner table — Jack and Joe and Kick at the golden end with the father, Bobby with the nuns and the mum. He got kicked out of prep school for cheating. He was not the athlete, not the golden one. Real courage comes from suffering. It took courage just to overcome being the loser. That was the source.

•       Making Up for Missing the War: Physical and Moral Courage: Bobby missed World War Two, basically. He got in at the very end and ended up scraping the deck of a destroyer in the Caribbean, far from combat. His brother Jack is a war hero on steroids — PT boat cut in half by a Japanese destroyer, rescues his men, written about in The New Yorker and Reader’s Digest. Joe volunteers for a secret dangerous mission to replicate Jack’s glory and dies. Pretty high bar of courage. Bobby spends the rest of his life making up for it — swimming the Colorado River, climbing Mount Kennedy in the Yukon, jumping overboard off the coast of Maine to save Jack’s jacket. Sometimes stunts. But increasingly, moral courage — which is the greater thing.

•       The Mob, Joe Kennedy, and the Beehive: