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Answer:
WISER
Possible Questions:
Merchandise
More sensible
More judicious
More sound
More prudent
More sagacious
More discerning
More sapient
More astute
Not so dumb
Partner of older
More sage
Sounder
More like Solomon
More knowing
Less naive
Having learned a lesson
Better informed
Older partner?
Older and ___
More Solomonic
More like the Magi
More learned
Less foolish
What you get as you grow older
What "Time" is, to Black Crowes
Tempered by experience
Smartened up
Sadder but
Partner of sadder
Older, presumably
Older partner
Older but ___
Older but __
Not so likely to be fooled again
More smart-alecky
More politic
More likely to mouth off
More likely to be fresh
More erudite
More discreet
Less likely to be taken for a ride
Having learned things
Having learned a tough lesson
Having an edge in experience
Cannier
Buffalo Tom song about being smarter?
Black Crowes "___ Time"