1. A difficult, complex, or challenging work assignment or project that requires significant effort, skill, or resources to complete
Organizing the conference turned out to be a complicated undertaking.
Organizar a conferência revelou-se uma empreitada complicada.
2. A challenging or problematic situation that requires careful handling
Getting the team to agree on a strategy is a complicated task.
Conseguir que a equipe concorde com uma estratégia é uma empreitada complicada.