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Definition of trickiness : The quality of being tricky.

Synonyms:

roguery, trickery, deviltry, slick, shenanigan, shadiness, prankishness, mischief, indirection, devilment, dishonesty, slip, craft, devilry, shiftiness, underhandedness, honest, rascality, chicanery, mischievousness, mischief-making, sneakiness, roguishness

slipperiness, sly, art, deviousness, skill, cunning, slickness, mastery, guile, snakiness, ingenuity, subtlety, wariness, smoothness

insight, foresight, intuition, instinct

drollness, inventiveness, comedy, subtleness, cunningness, humor, astuteness, quickness, cleverness, wit, adroitness, foxiness, brilliance, canniness, urbanity, sharpness, facility, wiliness, intellect, scintillation, finesse, scurrility, ingeniousness, artfulness, deftness, craftiness, shrewdness, slyness, resourcefulness, irony, sophistry

formidability, ordeal, tightness, strenuousness, wearisomeness, difficulty, complication, onerousness, ticklishness, adversity, toughness, hardness, oppressiveness, fussiness, cantankerousness, roughness, contrariness, stressfulness, knottiness, cumbersomeness, harshness, wearying, complexity, arduousness, severity

Usage examples:

• Now of what did my devilish trickiness rob you?" - "Revenge!", by Robert Barr.
• " Then to sum up, you are now in a better position- infinitely- both as regards life and property, than the one from which my malignity- ingenuity I think was your word- ah, yes- trickiness- thanks- removed you. - "Revenge!", by Robert Barr.
• Of these abuses, perhaps the chief, although by no means the only one, is overcapitalization- generally itself the result of dishonest promotion- because of the myriad evils it brings in its train; for such overcapitalization often means an inflation that invites business panic; it always conceals the true relation of the profit earned to the capital actually invested, and it creates a burden of interest payments which is a fertile cause of improper reduction in or limitation of wages; it damages the small investor, discourages thrift, and encourages gambling and speculation; while perhaps worst of all is the trickiness and dishonesty which it implies- for harm to morals is worse than any possible harm to material interests, and the debauchery of politics and business by great dishonest corporations is far worse than any actual material evil they do the public. - "Complete State of the Union Addresses from 1790 to the Present", Various.