Interview Creative Guests 1. Do a Quick Background Check (But Don’t Over-Research)

Before a guest joins the podcast, I take a little time to understand who they are and what they do, so I don’t ask the same tired questions they get elsewhere. I’m not diving deep into every detail of their career; instead, I focus on finding something unique or lesser-known about them to make our conversation feel fresh. Guests appreciate when the interview feels like a new experience for them, and it keeps the conversation lively. Check out how this worked in my chat with Mary Kate Wiles.

From the newest season of the podcast, great example is my episode with Cam Kiernan

2. Set the Tone from the Start

First impressions matter, especially for a podcast. I always take a few minutes before we hit record to chat casually with my guests. A little small talk goes a long way toward helping them relax and feel at ease. It also lets them know they’re in a safe space where they can be themselves. Setting a friendly, open tone before you dive into the interview creates an environment where the conversation flows naturally.

3. Ask Open-Ended Questions, But Keep It Casual

While I keep open-ended questions in mind, I don’t want it to feel like I’m trying to dig up a specific answer. My goal is to let the conversation feel natural and easygoing. Instead of grilling them on specific details, I encourage them to share stories or expand on topics they enjoy talking about. This approach lets them express themselves more freely and gives the interview a more laid-back feel, like with Brittany Hanrahan.

4. Follow Your Instincts Rather Than a Script

I don’t usually have a strict plan or list of questions—I have my reasons for asking that guest to be on, and I let that guide our talk. I focus on topics I know they’re passionate about or stories they’d enjoy telling. This way, the conversation flows naturally and feels less like a standard Q&A session. When I connect with a guest’s creative side or personal interests, it leads to a much richer and more genuine exchange.

5. Use Humor to Your Advantage

Humor is a fantastic tool for breaking the ice and making guests feel comfortable. As a comedian, I find that cracking a joke or sharing a funny story early on helps my guests loosen up. Of course, it’s important to read the room—if humor isn’t a natural fit with a guest, don’t force it. But when done right, a bit of laughter can turn a good interview into a great one.

6. Listen More Than You Talk

It’s easy to fall into the trap of focusing too much on the next question or on saying the “right” thing. But the best interviews happen when you’re fully present and truly listening to your guest. Pay attention to what they’re saying, and look for cues to ask follow-up questions or dig deeper. Active listening allows you to connect more naturally and pick up on details you might have otherwise missed.

7. Ask About Their Passions, Not Just Their Work

One of the most surprising ways to get guests to open up is by asking about things they’re passionate about outside of their main work. Creatives are often multi-talented and have hobbies or interests they rarely get to discuss. I’ve found that asking questions like, “What’s something you love doing that your fans might not know about?” can lead to some fascinating stories and insights. It also allows listeners to see a side of the guest they may not get anywhere else.

8. Wrap Up on a Positive Note

As the interview winds down, I like to ask a lighthearted question or something that lets the guest end on a high note. This could be a funny story, something they’re excited about, or even just a little wisdom they want to share with listeners. Ending on a positive note helps guests leave the interview feeling good about the conversation—and it’s a great way to close the episode on an uplifting, memorable note.

Final Thoughts When You Interview Creative Guests

Interviewing is a skill that you’ll get better at with practice, but keeping these tips in mind can help speed up the learning curve. When you show genuine curiosity, set an open tone, and allow guests to express themselves fully, you create an environment where true, meaningful conversations happen.

If you’re curious about how these tips play out in real conversations, listen to the Zack Lyman Podcast here or subscribe on your favorite platform!