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Researchers Have Found, In Montana, The Fossil Of The Oldest Known Ancestor Of Octopuses. The Fossil, ~330 Myrs Old, Indicates That Octopuses Existed Earlier Than Thought, Even Before Dinosaurs. The 4.7 Inch Fossil, With 10 Limbs (Modern Octopuses Have 8), Belongs To A Vampyropod, A Likely Ancestor Of Modern Octopuses And Vampire Squids.

Octopuses were around before dinosaurs, fossil find suggests | Palaeontology | The Guardian

https://www.theguardian.com/science/2022/mar/08/octopuses-were-around-before-dinosaurs-fossil-find-suggests

Oldest known ancestor of octopuses unearthed in Montana in form of approximately 330m-year-old fossil