Meryl Streep, a total of 18 times.
I don’t know about you guys but I am very shocked to hear that ‘that’ actress racked up the record for losing the best actress oscar! Which would be 18 times!! That’s just WOW. Meryl Streep has lost the award in many different years and at different ceremonies like ‘1996’, ‘1979’, ‘1987’, and even as recently as 2015 for her work in Into The Woods. But it amazes me that she still has such a successful career and is not discouraged by having to deal with so much failure on one front! In conclusion, this is just an example of how resilient some talented people can be with their careers