Feel Free to Ask Any Questions
General questions to ask when someone invites you to ask anything, covering personal interests, experiences, opinions, and getting to know someone better.
1What's something you're really passionate about right now?
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What's something you're really passionate about right now?
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Why this works
Opens up conversation about their current interests and what excites them, creating a positive and engaging dialogue.
2What's the best piece of advice you've ever received?
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What's the best piece of advice you've ever received?
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Why this works
Gets them to share wisdom that has been meaningful to them, which can be valuable for you and shows you value their experience.
3What's something you've learned recently that surprised you?
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What's something you've learned recently that surprised you?
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Why this works
Encourages them to share new knowledge or insights, creating an opportunity for mutual learning and discovery.
4What's a goal you're working toward right now?
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What's a goal you're working toward right now?
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Why this works
Shows interest in their aspirations and gives you insight into what's important to them and how they approach achievement.
5What's something you wish more people knew about you?
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What's something you wish more people knew about you?
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Why this works
Gives them a chance to share something important about themselves that they feel is misunderstood or overlooked.
6What's the most interesting place you've ever been?
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What's the most interesting place you've ever been?
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Why this works
Opens up conversation about travel, experiences, and what they find fascinating or memorable.
7What's something you're curious about or want to learn more about?
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What's something you're curious about or want to learn more about?
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Why this works
Shows interest in their intellectual curiosity and creates opportunities for future conversations about shared interests.
8What's a challenge you've overcome that you're proud of?
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What's a challenge you've overcome that you're proud of?
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Why this works
Gets them to share a positive story about resilience and achievement, which can be inspiring and help you understand their character.
9What's something that always makes you smile?
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What's something that always makes you smile?
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Why this works
Creates a positive, light-hearted moment and gives you insight into what brings them joy.
10What's a book, movie, or show that really impacted you?
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What's a book, movie, or show that really impacted you?
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Why this works
Opens up conversation about media and culture while giving you insight into their values and interests.
11What's something you're grateful for today?
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What's something you're grateful for today?
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Why this works
Creates a positive, reflective moment and helps you understand what they value and appreciate in their life.
12What's a skill or talent you have that people might not know about?
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What's a skill or talent you have that people might not know about?
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Why this works
Gives them a chance to share something unique about themselves and creates opportunities for deeper connection.
13What's something you're looking forward to?
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What's something you're looking forward to?
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Why this works
Creates positive anticipation and gives you insight into their hopes, plans, and what excites them about the future.
14What's a question you wish people would ask you more often?
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What's a question you wish people would ask you more often?
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Why this works
Gives them control over the conversation and allows them to share something they feel is important but rarely discussed.
15What's something you've changed your mind about recently?
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What's something you've changed your mind about recently?
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Why this works
Shows you value growth and learning, and gives them a chance to share how their perspective has evolved.
16What's a cause or issue you care deeply about?
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What's a cause or issue you care deeply about?
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Why this works
Gives you insight into their values and what they're passionate about beyond personal interests.
17What's something you're proud of that you don't often get to talk about?
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What's something you're proud of that you don't often get to talk about?
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Why this works
Gives them a chance to share an achievement or quality they're proud of but don't often get to discuss.
18What's a question you've always wanted to ask someone but never have?
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What's a question you've always wanted to ask someone but never have?
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Why this works
Creates a fun, curious moment and gives them a chance to explore something they've been wondering about.
19What's something you're working on improving about yourself?
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What's something you're working on improving about yourself?
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Why this works
Shows you value personal growth and gives them a chance to share their self-improvement journey.
20What's something you'd like to know about me?
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What's something you'd like to know about me?
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Why this works
Creates a reciprocal moment where they can ask you something, making the conversation more balanced and engaging.
Making the Most of Open Conversations
Expert tips and techniques for getting the most out of these questions.
Be Genuine
Show Real Interest
Ask questions that you're genuinely curious about and that will help you get to know them better.
Listen Actively
Pay attention to their responses and ask follow-up questions that show you're engaged and interested.
Be Present
Focus on the conversation and avoid distractions, showing that you value their time and attention.
Ask Thoughtfully
Start with Easy Questions
Begin with lighter, more accessible questions to build rapport before moving to deeper topics.
Be Respectful
Ask questions that are appropriate for your relationship and the context of your conversation.
Follow Their Lead
Pay attention to their comfort level and adjust your questions accordingly.
Build Connection
Share Your Own Experiences
When appropriate, share your own experiences to create mutual understanding and connection.
Find Common Ground
Look for shared interests, experiences, or values that can strengthen your connection.
Be Supportive
Respond to their answers with empathy and support, especially when they share personal or vulnerable information.