SHREWD

astute, sharp, shrewd

(adjective) marked by practical hardheaded intelligence; “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”

calculating, calculative, conniving, scheming, shrewd

(adjective) acting with a specific goal; “the most calculating and selfish men in the community”

Source: WordNet® 3.1

Etymology

Adjective

shrewd (comparative shrewder, superlative shrewdest)

Showing clever resourcefulness in practical matters.

Artful, tricky or cunning.

(informal) Streetwise.

Knowledgeable, intelligent, keen.

Nigh accurate.

Severe, intense, hard.

Sharp, snithy, piercing.

(archaic) Bad, evil, threatening.

(obsolete) Portending, boding.

(archaic) Noxious, scatheful, mischievous.

(obsolete) Abusive, shrewish.

(archaic) Scolding, satirical, sharp.

Source: Wiktionary

Shrewd, a. [Compar. Shrewder; superl. Shrewdest.] Etym: [Originally the p. p. of shrew, v.t.]

1. Inclining to shrew; disposing to curse or scold; hence, vicious; malicious; evil; wicked; mischievous; vexatious; rough; unfair; shrewish. [Obs.] Chaucer. [Egypt] hath many shrewd havens, because of the great rocks that ben strong and dangerous to pass by. Sir J. Mandeville. Every of this happy number That have endured shrewd days and nights with us. Shak.

2. Artful; wily; cunning; arch. These women are shrewd tempters with their tongues. Shak.

3. Able or clever in practical affairs; sharp in business; astute; sharp-witted; sagacious; keen; as, a shrewd observer; a shrewd design; a shrewd reply. Professing to despise the ill opinion of mankind creates a shrewd suspicion that we have deserved it. Secker.

Syn.

– Keen; critical; subtle; artful; astute; sagacious; discerning; acute; penetrating.

– Shrewd, Sagacious. One who is shrewd is keen to detect errors, to penetrate disguises, to foresee and guard against the selfishness of others. Shrewd is a word of less dignity than sagacious, which implies a comprehensive as well as penetrating mind, whereas shrewd does not.

– Shrewd"ly, adv.

– Shrewd"ness, n.

Source: Webster’s Unabridged Dictionary 1913 Edition