Use these questions for customer discovery, choosing your target audience, creating messaging, choosing marketing channels, and planning your feature roadmap or new service offer. Plus a questions list you can use on your next call in (*checks notes*) 10 minutes.
Asking the right questions to decide what to do next in your company is nervewracking. It doesn't have to be.
Great customer research works because it's an ongoing conversation to understand the why behind a customer's decisions and what conversation you need to have determines what questions you need to have.
So, instead of muddling through a video call or accidentally making a well-meaning customer defensive, here's how to think about what questions to ask tailored to the goal of your customer research sprint. And several questions to get you started if your next call is in * checks notes * 10 minutes.
Let's get into it.
Customer research falls into six main categories — and every useful interview question maps back to one of them.
How stuff works — what does their day-to-day actually look like? Not the polished version, the real one.
Pain points — what is making them scream inside (or outside). Where the friction lives.
Competitors — who are they mentally comparing you to, even if they don't say it out loud.
Why are you here? — what is their end goal at work, in life, or with this product or service. Not the feature they want — the thing they want because of the feature.
Objection your honor! — why they buy, or why they don't. What almost stopped them and what pushed them through.
Proof and next steps — what do you (and they) see as the natural next step. What would make them feel confident enough to move.
Every good customer research call covers all six. What changes based on your research goal is which ones you go deepest on — and which specific questions unlock the most useful answers.
This is where purpose matters. Asking the same 10 generic questions to everyone gets you generic answers. Here's what to ask — and why — depending on what you actually need to walk away with.
You're trying to understand which customers get the most out of what you offer, so you can focus on finding more of them.
Listen for: the trigger event, the context they're in when the problem hits, and whether they share characteristics with other paying customers.
You're listening for the words they use — not the words you'd use to describe your product. You're building a vocabulary, not validating features.
Listen for: metaphors, comparisons, single-sentence summaries, and the specific frustration they name as the reason they're here.
You're trying to understand where these people live online, what influences them, and what the path to "yes" actually looked like.
Listen for: discovery channels, trust signals (what made them believe you), and blockers (what almost killed the deal).
You're looking for the gaps — what they've built workarounds for, what they wish existed, and what's not worth their attention.
Listen for: workarounds (these are features in disguise), patterns across multiple customers, and things they'd pay more for versus things that are nice-to-have.
This is the research process we run for every client before we write a word of strategy. If you want to skip the DIY and get straight to a complete plan, here's what that looks like.
The questions are only half the job. How you hold the space determines whether customers actually open up.
Close with these two questions regardless of your research purpose. Leave them on a personable note and get information to help with marketing crossover and to make sure nothing gets missed that didn't fall under your question list:
And the big verbatim rule: note their exact words, not your paraphrase or how you “think” it sounded. The specific phrase a customer uses to describe a pain point or an outcome is often the best copy. You should be recording your calls, but make a special note every time you get a gem that writes itself. Write it down verbatim.
The call is only the beginning. Here's the fast version of where each goal's answers go:
Our full customer research guide covers how to go deeper on interview analysis. And if you want to see how interview answers become a real Messaging Matrix, start here.
If running ten structured interviews and turning them into a complete marketing plan sounds like a lot — it is. We do this in a month or less, hand you a report on a Tuesday, and walk through exactly what it means for your next move. Book a call.
We’ll be in touch in a jiffy to get your company’s marketing sparkly and spiffy.