shrewd russian

• до́шлый

  cunning, shrewd

• проница́тельный

  perceptive, perspicacious, acute, shrewd, astute

• и́тар

  sly / cunning

  shrewd, quick-witted, prudent

• дога́дливый

  quick-witted, keen-witted, quick of apprehension, on the uptake, shrewd, penetrating

• про́йда

  slicker, cunning person, shrewd person, old hand

• ушлый

  cunning, shrewd

• дога́дливость

  quickness of apprehension, shrewdness, penetration, acumen

• проницательно

  perceptively, keenly, shrewdly, sagaciously

• кру́ченный

  twisted, spun, braided, curled

  tricky, cunning, shrewd, (sports) curved, spinning, screwball

• навострённый

  sharpened, whetted, honed

  pricked up (ears), alert, attentive

  sharp, cunning, shrewd, astute

• отёртый

  shrewd, experienced, worldly-wise, slick, cunning

• просечённый

  cleared, cut through, blazed

  perforated, punched

  savvy, experienced, shrewd, street-smart

• просёкший

  astute, shrewd, having realized, having understood

Examples

• Он хи́трый и расчётливый.He is shrewd and calculating.
• Том был проница́тельным бизнесме́ном и его компа́ния непрерывно развива́лась день ото дня.Tom was a shrewd businessman and his company went from strength to strength.
• Том расчётливый бизнесме́н.Tom is a shrewd businessman.