'shrewdest'
[astute.s.01] as in: marked by practical hardheaded intelligence


Examples:
a smart businessman
an astute tenant always reads the small print in a lease
he was too shrewd to go along with them on a road that could lead only to their overthrow



'shrewdest'
[calculating.s.01] as in: used of persons


Examples:
the most calculating and selfish men in the community



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