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venture
This word carries a distinct flavor of calculated risk. While a gamble is often seen as reckless or based on luck, a venture implies a purposeful step forward into the unknown, often with a goal of profit or discovery. It suggests a mixture of courage and apprehension.
Countable when referring to a specific business project or a daring trip. Uncountable when referring to the general act of risking something.
Meanings
To dare to do or say something that may be risky or criticized.
"He ventured a guess about the winner."
To go somewhere that may be dangerous or unfamiliar.
"They ventured into the deep woods."
A risky or daring journey or undertaking.
"The new business venture failed within a year."