Byzantine Machiavellian Machiavellic acute advised aimed aimed at alive all-knowing apperceptive appercipient apprehending apprehensive arch artful astute awake aware blase brainy bright brilliant broad-minded cagey calculated calculating canny clever cognizant comprehending conceptive conceptual conscious considered conspiratorial conspiratory contemplated conversant cosmopolitan cosmopolite crafty cunning cute deceitful deep deep-laid deliberate deliberated designed designing devious diplomatic discerning discursive disenchanted disillusioned eloquent envisaged envisioned experienced expert expressive feline foxy gnostic guileful hep ideational ingenious insidious insightful intellectual intelligent intended intentional inventive knowledgable knowledgeable learned mature matured meaningful meant meditated mindful mondaine nimble-witted noetic not born yesterday not so dumb observant of design old omniscient pawky perceptive percipient perspicacious planned politic practiced prehensile private profound projected proposed purposed purposeful purposive qualified quick quick-witted rational ready reasonable resourceful ripe ripened sagacious sage sane sapient scheming seasoned secret sensible sentient serpentine sharp sharp-witted shifty shrewd significant slick slippery sly smart smooth snaky sneaky sophic sophistical sophisticate sophisticated stealthy strategic strong-minded studied subtile subtle supple tactical teleological trickish tricksy tricky tried tried and true understanding veteran vigilant voluntary vulpine wary watchful well-informed willful wily wise wise as Solomon witting world-wise worldly worldly-wise