...during the Depression it was not the initial crash where people lost the most money. It was in buying stocks that they thought were a bargain before the market tanked harder. (Thanks to ECU ECON Hall of Fame Alumnus Phil McPherson for pointing this out.)
Oh and hey, I forgot to mention, tomorrow is October 1st. So what right? OK. But what month did the biggest stock market and financial calamities happen in 1907, 1929, and 1987. I know, it is psycho-babble like full moons and increases in crime (ask your favorite policeman about this, it happens). And one more for the road...when was the last time we had a consecutive housing bust followed by a stock market meltdown. Right you are, the US in the 1920s and Japan in the 1990s.
Have a nice day.