sail close to the wind

Translations
рисковать, ходить по краю
He is sailing close to the wind with his latest business venture.
Он рискует с последним бизнес-предприятием.
Definitions
To act in a risky or dangerous manner, often by pushing the limits of what is acceptable or legal.
Words
wind

noun
сквозняк
sail

verb
плыть