adventure

(noun) a wild and exciting undertaking (not necessarily lawful). Synonyms: escapade, risky venture, dangerous undertaking.

(verb) take a risk in the hope of a favorable outcome. Synonyms: gamble, chance, risk, hazard, take chances, run a risk, take a chance. Example: "When you buy these stocks you are gambling."

(verb) put at risk. Synonyms: venture, hazard, stake, jeopardize. Example: "I will stake my good reputation for this."