How many times did the CIA try to kill Castro? Well... probably too many. 

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Sources Include:

https://www.vox.com/2016/11/26/13752514/us-fidel-castro-assassination

https://www.politico.com/magazine/story/2018/02/24/fidel-castro-cia-mafia-plot-216977/

https://themobmuseum.org/blog/mob-attempts-assassinate-castro/

https://www.cnn.com/2016/08/12/americas/cuba-fidel-castro-at-90-after-assassination-plots/index.html

https://www.abc.net.au/triplej/programs/hack/how-castro-survived-638-assassination-attempts/8064788