12 Creative Interview Questions to Ask Candidates
After thousands of interviews, one thing is clear: great candidates don’t always shine under standard questions. As a staffing agency owner, I’ve sat across from every type of job seeker imaginable: the over-prepared, the under-practiced, the charismatic storytellers, and the quiet powerhouses. And if there’s one thing I’ve learned, it’s that the magic often happens when you go off-script.
Creative interview questions are more than just a fun curveball; they’re a powerful way to uncover how a candidate thinks, communicates, and solves problems in the moment. They help you move past rehearsed answers and get to the heart of who someone is and how they might fit into your team.
In this blog, I’ll share some of my favorite creative interview questions that I’ve used, refined, and seen deliver real insight. Whether you’re hiring for culture fit, problem-solving ability, or leadership potential, these questions can help you see candidates through a different lens.
Creative Interview Questions, Explained
“If you were a pie, what flavor would you be and why?”
“How would you run our company if you were from Mars?”
“Would you rather have a dozen dog-sized dinosaurs or one dinosaur-sized dog?”
We’ve all heard of off-the-wall interview questions like these in water cooler conversations and job-seeker battle stories. They make for fun happy hour talk, no doubt, and they can break the ice in the normally nerve-wracking environment of an interview.
In theory, unique interview questions are meant to force candidates outside the bounds of the typical, formulaic interview structure and into uncharted territory to see how they respond and test their creative muster. In recent years, creative interview trends have stretched beyond just the questions asked.
There is a rise in the number of companies incorporating a physical fitness element into their interview process. The CEO of Barstool Sports told the New York Times she has a practice of texting candidates at odd hours on nights and weekends to see how fast they reply as a litmus test for their responsiveness.
With coveted positions at big-name companies in high demand, some employers see unique interview questions and other unconventional tactics as a way to identify superior candidates and weed out those who don’t measure up. However, hiring experts disagree on whether such methods are truly worthwhile.
Related: How to Be a Good Interviewer
Pros of Asking Creative Interview Questions
Avoid stale, stuffy interviews
Your interview process contributes to your overall candidate experience, and something must be said about making the process memorable and enjoyable rather than monotonous and boring.
Having a positive candidate experience contributes to a stronger overall employer brand, which can help you attract top talent. Creative interview questions can show candidates your lighter side, which may be important to you if that’s a big part of your company culture.
Gauge creative thinking
Creative interview questions can work well if you can tie them to a specific job function rather than just being wacky for wackiness’ sake. For example, “Client X really wants to make a splash with the next project we’re working on. They’ve asked us to develop the most creative ideas we can think of for the campaign. What’s one idea you’d pitch?”
Asking a candidate to think outside the box in the context of the role they’re applying for can help you gauge the level of creativity they might bring to the position.
Assess poise under pressure
Some positions require a person who can stay cool no matter what’s thrown at them. If you’re hiring for such a role, unique interview questions can help you learn whether candidates can think on their feet even under pressure.
Do they maneuver through the question, even if it’s tricky, or are they totally thrown off? Depending on the position, this kind of poise under pressure might be a characteristic that’s important to identify.
Get a taste of their personality
Most candidates come into an interview scenario with their guard up. They’re in the hot seat, making it difficult to get a feel for their personality. And yet, personality, not just skill, is an important factor in deciding whether an applicant will mesh well with your organization’s culture.
Sprinkling creative interview questions in with more technical ones can help break the ice and allow a candidate to let a bit of their personality shine through.
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Cons of Asking Creative Interview Questions
Creates unnecessary pressure
Even the most conventional interviews can be nerve-wracking for candidates doing their best to make a good impression and convey their selling points. Unusual interview questions seemingly out of the blue can throw candidates for a loop, causing otherwise strong contenders to falter.
Aside from creating unnecessary pressure, candidates may feel that an unfair question caused them to perform poorly, contributing to a negative candidate experience. With the prevalence of sites like Glassdoor, it’s too easy for the word to get around about such experiences, which can hurt your chances of attracting the best candidates.
Irrelevant to the job
The biggest gripe hiring experts have with creative questions is that they’re not grounded in skills, experience, or any other proven predictor of job performance, so many see them as frivolous. While unique questions keep things from being boring, your ultimate goal is to find the best candidate, not entertain them. Asking questions too far out of left field can distract from your purpose.
It could set you up for legal trouble
To mitigate legal risk in the hiring process, companies are often counseled to avoid asking for information not directly tied to a candidate’s job ability. Asking whether an applicant has children, for example, or talking about religion, could be grounds for a future discrimination lawsuit. So, too, could asking unique interview questions.
Dr. Brenda Fellows, an organizational psychologist and adjunct professor at UC Berkeley’s Haas School of Business, spoke to Fast Company on the topic, saying not only are there “no true pros to [these] unusual interview practices, it often leads to legal challenges if you are unable to show specific job requirements whereas the practices demonstrate the job.”
Related: The Best and Worst Interview Questions to Ask in an Interview
When to Use Creative Interview Questions
Not every role needs a riddle or a curveball. But when you’re hiring for roles that require strategic thinking, problem-solving, leadership, or creativity, these types of questions can be a game-changer. They’re especially valuable when you’re looking to assess soft skills or how someone might approach ambiguity, something resumes and technical interviews can’t always capture.
I often recommend using creative questions during:
- Second or final interviews, when the basics have been covered and you’re exploring deeper fit.
- Culture fit conversations, where you’re trying to understand values, mindset, and working style.
- Leadership or creative roles, where vision, decision-making, or innovation are key parts of the job.
Think of them as a way to round out your process. They’re not meant to replace skill-based assessments, but they do give you an added layer of insight that helps separate the good candidates from the great ones.
Related: Interview Formats to Use When Hiring
The Best Creative Interview Questions to Ask Candidates
1. What would your colleagues say is the most unique thing about you?
This is a great way to learn about a candidate’s characteristics outside of a run-of-the-mill question like “What are your strengths?” It can help you differentiate between similar candidates whose skills are comparable on paper. You may also learn something unexpected that could be an asset, such as if the candidate speaks multiple languages or has overcome an interesting challenge.
2. What do you like most about yourself?
Self-reflection is an important capability for job success. This question will help you understand how the candidate views themselves and shed light on the characteristics they value.
3. What book has had the biggest influence on your life?
The books a person consumes can shape their outlook on life, so it’s a good idea to find out what those defining works are. While there’s no “right” answer, the book a candidate names can tell you about their interests and priorities, which may or may not align with your ideal candidate.
4. If you could eliminate one part of your job, what would it be, and why?
No one loves every single thing about their job. What’s important for success is that employees like most of what they do so that they can power through those less desirable tasks. Ensure the candidate doesn’t name something crucial to the role, like interacting with customers if it’s a public-facing position or proofreading if they’ll be doing a lot of client communications.
5. If you could go back in time and choose a completely different career path, what would you choose?
This is a fun question that can reveal a candidate’s interests outside of their profession and maybe even uncover useful skills or untapped ambitions.
6. Where do you find inspiration?
Inspiration powers creativity and helps keep us productive when we lack motivation. A candidate should be able to name a few successful sources that drive innovation–this tells you they’re engaged with and invested in the job.
7. Pretend you just received a million dollars. You cannot quit your job. What would you do with the money?
Would the candidate do something pragmatic, like invest the money, or something spontaneous, like take a trip around the world? Would they spend it on a tangible purchase, like a house, or a noble pursuit, like donating it to charity? A candidate’s answer can illuminate more of their personality and help you understand how they make decisions.
8. Describe your idea of the perfect day at work.
This question is all about ideals and alignment. It helps a lot if you’re on the same page about what a great day looks like for a candidate to be satisfied and effective in their job.
9. Who do you admire professionally, and what do you admire most about them?
This helps you understand a candidate’s values, goals, and what kind of leadership or work ethic they aspire to. It also shows how reflective and intentional they are in shaping their own career.
10. If you had to delete all but three apps from your phone, which ones would you keep?
Asking a creative interview question like this offers a snapshot of personal priorities, whether they lean toward productivity, creativity, connection, or entertainment. It’s a casual way to spark conversation and get a glimpse into personality and values.
11. What’s a problem you solved in a completely unconventional way?
Great for roles that require innovation, this question uncovers whether a candidate can think outside the box. It also shows how comfortable they are challenging the status quo and whether they’re confident navigating ambiguity.
12. What’s the best piece of advice you’ve ever received, and how has it shaped you?
A reflective question that uncovers core beliefs and how candidates apply life lessons to their career and decision-making. It often reveals humility, gratitude, and a growth mindset.
Related: Free Interview Question and Answer Generator By Job Title
Best Practices for Picking and Asking Creative Interview Questions
Be strategic
The most important guideline for asking creative interview questions is that they serve a purpose–you’re not just asking them off the top of your head for fun. The questions should be strategically chosen to reveal more about a candidate’s skills, personality, background, or any other characteristic you’re trying to identify.
Be consistent
Ask the same question to all candidates. This is true for creative questions as well as standard ones like “Why do you want this job?” If you fail to do this, you lack a solid way to compare answers and risk choosing a candidate for subjective reasons rather than selecting the best candidate for the job.
Be mindful of culture
In addition to learning more about a candidate, creative interview questions are a way to tell the candidate something about the company. Consider whether it’s consistent with your company culture for every question you plan to ask. For example, if you have a highly professional culture and take a no-nonsense approach to your work, it wouldn’t make sense to ask a frivolous question like, “What’s your favorite ice cream flavor?” Instead, a question like “Who are your biggest role models?” or “What is your favorite form of professional development?” would be more appropriate.
Tailor questions to the job
Your interview questions should be selected in advance and specific to each role. For a creative role, it might be practical to ask more unique questions to gauge the person’s creativity in their answers. For a financial role, you would probably want to focus more on questions identifying the person’s experience level and technical capabilities.
Keep them open-ended, not tricky
The goal isn’t to stump someone. You’re looking to invite thoughtful responses, not one-word answers or mental gymnastics. Avoid riddles or logic puzzles unless they’re directly relevant to the role.
Hire More Effectively With Our Staffing Experts
In today’s hiring market, skills and experience still matter, but culture fit, creative thinking, and adaptability are just as crucial. The best interviews don’t feel like interrogations; they feel like conversations. They allow candidates to show who they are, not just what they’ve done.
I’ve seen time and again how a single creative question can change the direction of a hiring decision. It can bring a quiet candidate to life, reveal a leader in disguise, or uncover the perfect cultural add that you didn’t know you were looking for.
If you’re ready to level up your interview process, we’d love to help. We can connect you with pre-vetted talent; we’re here to make sure your next hire is not just qualified, but exceptional!
Schedule your free consultation today to create a staffing solution tailored to your needs and budget, and learn how creative interview questions can transform your hiring strategy.
