The story
From a meme in 2014 pairing a photo of a white woman with an asymmetrical blond bob with the text "The 'Can I Speak To A Manager' Haircut".
Etymology from Wiktionary, CC BY-SA 4.0.
can I speak to the manager haircut
Today it means: A hairstyle associated with entitled middle-aged white women, typically a layered, asymmetrical bob with blond highlights. Full definition →