Synonyms of calculating

1 Syllable

shark, shrewd, slyer, sly, slier, sharp, sliest, slyest, wily

2 Syllables

wisest, sneaking, shrewdest, cautious, scheming, savvy, cunning, savvies, mapping, devious, shrewder, discreet, wary, guarded, charier, craftier, crafty, chary, wiser, artful, warier, canny, safe

3 Syllables

astute, accounting, guileful, politic, streetwise, contriving, clear-sighted, well-judged, careful, judicious, complicit, measuring, museful, gingerly, reluctant, circumspect, argute, furtive, designing

4 Syllables

forethoughtful, machiavellian, overcautious, diplomatic, estimation, intelligent, estimations, calibrating

5 Syllables

considerate, premeditating, ruminative, unadventurous

6 Syllables

manipulative