Welcome back to the re-education.

This episode is part two of my deep dive into Bobby Kennedy and his enemies.

And we meet some new rivals like Frank Sinatra and Jake O'Hoover in this episode,

and we catch up with some old ones like Jimmy Hoffa.

My guest is the brilliant Jack Goldsmith, a Harvard Law School professor

and the author of In Jimmy Hoffa's Shadow.

Keep it locked.

This one is a keeper.

I know we're all indebted to a great friend Frank Sinatra. Long before he could sing, he used to poll a Democratic precinct back in New

Jersey. That precinct has grown to cover a country. But long after he has ceased to sing,

he's going to be standing up and speaking for the Democratic Party.

And I thank him on behalf of all of you tonight.

So that was John F. Kennedy at one of his presidential inaugural galaas in 1961,

and he was thanking a man who helped to make it all possible.

Frank Sinatra.

Thank you. he was thanking a man who helped to make it all possible, Frank Sinatra. So the irony is that by the end of the decade, old blue eyes would be a Republican.

And this is mainly the fault of Bobby Kennedy.

But before we get into that, we need to explain that in 1961,

at the dawn of what many scribes would be calling Camelot,

Frank Sinatra and his rap pack epitomized American hipness.

This was before the Beatles,

and while Elvis was still the idol of the teenage set,

...