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Home • Business

10 Questions To Ask A Creator IRL (That’ll Actually Spark A Real Conversation)

Discover 10 thoughtful questions to spark real conversations with creators and build meaningful connections beyond small talk.
10 Questions To Ask A Creator IRL (That’ll Actually Spark A Real Conversation)
By Danielle Wright · Updated June 18, 2025

Let’s face it: “So, what do you do?” is overplayed and underwhelming—especially in a space like GU’s Creator’s House, where there’s real opportunity to build lasting creative community. Whether you’re a fellow creator, a fan of someone’s work, or just looking to connect more meaningfully, asking the right questions can lead to deeper conversations (and maybe even future collabs). Here’s how to skip the awkwardness and get into what actually matters:

1. “What’s been the biggest lesson on your creative journey so far?”
This shows you care about their growth, not just their success. It opens the door to storytelling and reflection—two powerful connection points.

2. “What’s a moment in your career that made you think, ‘Okay, I’m really doing this?’”
Everyone remembers that turning point. Asking this gives you insight into their why, and lets them relive a proud milestone.

3. “What’s something you wish more people understood about what you do?”
This invites creators to share what goes on behind the scenes. It shows you’re interested in more than just their finished product.

4. “How do you stay motivated when things get slow or don’t go as planned?”
This question invites honesty and vulnerability—and also lets you connect around shared challenges.

5. “Is there a piece of advice you’ve gotten that stuck with you?”
Great for sparking an exchange of wisdom, this also gives you both a chance to share what’s shaped you creatively.

6. “What’s one thing you’re excited to learn or try next?”
Forward-thinking and hopeful, this keeps the energy open and collaborative while tapping into future goals.

7. “What’s been the most helpful platform, tool, or practice for your growth?”
Creators love to share tips and hacks—this could help you learn something new while building common ground.

8. “How did you find your voice or creative lane?”
This speaks directly to identity and purpose, encouraging a deeper convo than follower counts or viral moments.

9. “What advice would you give to someone just starting out?”
Perfect for newer creators or those looking to grow—plus it gives the other person space to offer value.

10. “How do you like people to connect or collaborate with you?”
This is a non-cringe way to show interest in future opportunities while respecting their boundaries and preferences.

You don’t need a mic or a million followers to make a moment feel meaningful—just a little intention. So skip the small talk, lead with curiosity, and let the real convos flow.

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