Hunter S. Thompson has that reputation from younger people as "crazy guy who did lots of drugs". That was part of it, but his reputation came from his writing and journalism. He created a new, influential style of gonzo journalism[1] where he was openly opinionated and wrote with emotional attachment, and certainly some exaggeration.
That he's remembered as "crazy guy on drugs" instead of "great writer" or "trenchant journalist" shows very well the pop culture drift that happens with public figures.
Thompson was a standout writer with a brilliant critical eye towards society and found much of it disagreeable. That he found a way to relate that to his contemporary generation is shown by his body of work.
That he's remembered as a "drug guy", so a critique of Timothy Leary is surprising is ... too bad.
Check out "Hell's Angels" or "Fear and Loathing on the Campaign Trail '72", if you've got the time.
