挑戦的

1. Origins, structure, and basic meaning

• Structure: 挑戦的(ちょうせんてき) describes a readiness to tackle difficulty or an attitude of challenging someone.
• Basic usage: It can describe a bold goal or a question likely to antagonize its recipient.

2. Common pitfalls and similar expressions

• Evaluation with a goal and a question
  • 挑戦的な目標 conveys boldness in tackling a difficult goal. 挑戦的な質問 conveys a provocative attitude toward the other person, so the word is not always a positive compliment.