Good Conversation Starters

Introduction

Some good conversation starters, organised by context, from professional to casual or reflective situations:

General Starters

These work almost anywhere to open dialogue comfortably:

• “What’s something interesting that’s happened for you lately?”
• “How’s your week been going so far?”
• “What are you working on that’s exciting right now?”
• “I’d love to hear your thoughts on…”
• “I saw something today that made me think of [topic] — what’s your take?”

Professional or Workplace Settings

Useful in meetings, networking, or development conversations:

• “What drew you to this line of work?”
• “What’s been the highlight of your week at work?”
• “If you could change one thing about how we work, what would it be?”
• “What’s one professional skill you’re currently developing?”
• “Who has influenced your career the most, and how?”
• “What do you think helps a team work well together?”
• “What’s something you’ve learned recently that surprised you?”

Development or Coaching Conversations

Ideal for growth, feedback or reflective discussions:

• “What’s been working well for you lately?”
• “Where do you see the biggest opportunity for your growth?”
• “What kind of work gives you energy — and what drains it?”
• “If resources weren’t an issue, what would you most like to learn?”
• “What kind of support do you need to move forward?”
• “How would you describe your ideal role or project?”

Change Management or Cultural Conversations

For building understanding and engagement during change:

• “What do you think people are most excited or worried about with this change?”
• “What do you think success looks like six months from now?”
• “What’s one small change that would make the biggest difference here?”
• “What conversations do we need more of to move forward?”
• “What would make you feel more confident about what’s next?”

Casual/Social

Good for informal settings or getting to know someone:

• “What do you do to unwind after work?”
• “What’s a movie or show you’ve enjoyed recently?”
• “If you could travel anywhere right now, where would you go?”
• “What’s something you’re looking forward to this month?”
• “What kind of podcasts or books are you into lately?”

Reflective

For more meaningful or values-based conversations:

• “What’s something that’s shaped how you see the world?”
• “What motivates you when things get tough?”
• “What’s a lesson you’ve learned that you wish others knew?”
• “How do you define success for yourself?”
• “Who has had a lasting influence on you — and why?”

(main source: Lachlan Brown, 2025)