Michael Burry, made famous by the film The Big Short, has made some of the most incredible short bets in the history of the market. Indeed, the Great Financial Crisis was a big one-time event (hopefully), and Burry was extremely prescient in calling what was an incredible bubble top at the time.
However, many investors will note that timing short positions is the difficult part, and even Burry would likely agree that he didn't get the timing right on many of his bets (including his bet on the GFC).