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Chatbot user experience: the best questions for chatbot UX that reveal real user insights

Adam Sabla - Image Avatar

Adam Sabla

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Sep 11, 2025

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Getting meaningful feedback about chatbot user experience requires asking the best questions for chatbot UX—ones that go beyond simple ratings to understand user frustrations, expectations, and moments of delight. If we want to really know how users feel, it’s about asking the right questions at just the right moments.

Traditional surveys tend to miss the nuanced feedback needed to improve conversational interfaces. With AI-powered surveys, we can finally dig into these interactions and uncover insights that lead to lasting improvements.

Core question types for chatbot feedback

I’ve found that every effective chatbot UX survey covers three main categories of questions: usability, effectiveness, and satisfaction. These work together to create a complete picture of what’s working—and what needs attention.

  • Usability: Focuses on how easy the chatbot is to navigate, whether it understands user intent, and if the conversation flow feels natural. For example, 36% of consumers believe chatbot accuracy needs improvement—a classic usability red flag. [1]

  • Effectiveness: Centers around whether users can get their tasks done, if responses are accurate, and how quickly issues are resolved. Interestingly, chatbots resolve 58% of return/cancellation requests but only 17% of billing disputes, showing clear differences based on the use case. [2]

  • Satisfaction: Digs into how users feel after the interaction, likelihood to use again, and comparisons with human support. Despite any bumps, 80% of users who interact with chatbots say the experience is generally positive. [3]

But here’s the real difference-maker: surveys that add follow-up questions to probe for specifics in real time lead to much richer, more reliable insights than a basic form ever could. This is where conversational surveys shine.

Surface-level questions

Deep insight questions

How satisfied were you?

What, if anything, prevented you from having an even better experience?

Did the chatbot resolve your issue?

Where did the conversation get off track or stall?

Would you recommend our chatbot?

Why did you pick that rating? What could we improve for you?

That’s the real difference between a survey that “checks the box” and one that delivers actionable, contextual feedback. AI makes this conversational, adapting as users share more or less detail in the moment.

Onboarding experience questions that reveal friction points

First impressions matter, especially with chatbots. For brand new users, onboarding questions should uncover not just what they liked, but exact points where things felt unclear or awkward. Your best prompts probe clarity, confidence, and trust.

  • How clear was it what the chatbot could (and couldn’t) help with? — Reveals if documentation or introductions need work.

  • What, if anything, confused you during your first conversation? — Identifies specific sticking points in the design or the script.

  • How confident did you feel using the chatbot for the first time? — Uncovers barriers to continued use.

  • What made you decide whether to trust the chatbot’s responses? — Highlights ways to build credibility faster.

You can instantly create structured onboarding surveys with Specific’s AI generator. Here’s an example prompt to kick off your next survey:

Generate a chatbot onboarding survey that measures first-time user confidence, understanding of bot capabilities, and friction points in the initial conversation flow

AI-powered follow-ups can dig into individual confusion points (“What specifically was unclear about that feature?”) to ensure you never miss critical insights from onboarding drop-offs. If you don’t track exactly who’s disengaging and why, you’ll miss those “fixable” turn-off moments that matter most early on.

Support chatbot surveys: measuring resolution quality

Measuring support chatbot interactions can be tricky—users often arrive frustrated and stakes are high. Effective surveys here ask about problem resolution, if escalation to a human was needed, and emotional shifts throughout the journey.

  • Was your issue fully resolved by the chatbot alone?

  • Did the chatbot understand your problem accurately?

  • Did you need to talk to a human to finish solving your issue?

  • How stressed or relieved did you feel before and after interacting with the chatbot?

Conversation handoff questions are essential—measuring whether human takeover happened at the right time and if users felt the handoff was smooth or jarring. These insights drive tangible improvements where most chatbots still fall short, especially given chatbots currently solve less than a fifth of billing disputes on their own. [2]

Net Promoter Score (NPS) questions are a goldmine here. When someone answers with a low NPS (0–6), trigger follow-ups (“What could we have done to help you resolve your issue more easily?”). Then, use AI-powered response analysis, which quickly finds patterns in what’s working—and what’s broken—to prioritize fixes.

Survey creation is easy when you start with a prompt like:

Create a post-interaction survey for support chatbot users focusing on resolution success, need for human escalation, and satisfaction with response accuracy

Other useful prompts:

Ask users what information or language made them decide to escalate to a human agent

Draft a survey that checks users’ emotional state before and after their support chatbot conversation, capturing frustration, confusion, or relief

Conversion friction: questions for sales and lead qualification bots

Sales and lead qualification chatbots present a different challenge: pinpointing why users don’t convert, and whether the bot effectively builds trust and gathers what sales teams need. The best survey questions get past “Did you convert?” to unearth practical friction points.

  • What, if anything, made you hesitate about sharing your information with our chatbot? — Measures perceived trust and security barriers.

  • Did the chatbot give you enough information to decide if our product was right for you? — Surfaces content or transparency gaps.

  • How would you compare the chatbot’s sales approach to speaking with a human? — Highlights where bot personality or scripting feels off.

  • Was the chatbot able to answer your qualification questions accurately and quickly? — Checks alignment with user expectations for speed and expertise.

Lead quality questions go further, assessing if the bot identified real prospects or just added noise. The Specific AI survey editor makes it easy to refine these questions or add follow-ups like “What extra information would you have needed to move forward?” or “What, if anything, made this less helpful than a human rep?”

Design a survey for users who interacted with our sales chatbot but didn't convert, focusing on trust barriers, missing information, and conversation flow issues

Timing and targeting your chatbot UX surveys

When and how you deliver your chatbot UX survey is just as important as which questions you ask. I’ve learned the most by aligning survey triggers with the user’s journey:

  • Immediate post-interaction surveys: Great for support and onboarding feedback—capture reactions while the memory is fresh.

  • Delayed surveys: Useful for tracking whether users return or churn after initial exposure, especially valuable for sales and recurring use bots.

  • Targeting by outcome: Trigger different question sets based on a successful completion vs. failed attempt to measure the friction difference in detail.

Multi-language considerations are huge for global deployments. Conversational AI platforms like Specific can automatically adapt to a user’s language, gathering accurate feedback across regions and segments. I always apply frequency capping too—nobody wants to be badgered after every single chatbot ping.

For embedded chatbots, leveraging in-product conversational surveys keeps feedback contextual and relevant, right as the interaction ends. Here’s a quick rundown of when to survey—and common pitfalls:

When to survey

Best practices

Common mistakes

After first use

Focus on onboarding, ask about clarity/trust

Overlook early drop-offs or confusion points

After support chat

Probe resolution and emotional change

Ignore escalation to human/handoff pain

After failed conversion

Ask about missing info and trust/blockers

Skip users who abandoned mid-flow

Transform chatbot feedback into actionable improvements

The real magic comes from transforming all this feedback into tangible improvements. AI analysis can quickly spot patterns across open-ended responses, guiding product and CX teams toward what matters most. I always recommend creating multiple threads—one for each segment (new users, successful tasks, escalations)—so you can compare and prioritize fixes accurately.

The natural, chat-like format of these surveys matches what users expect from a chatbot experience. If you want to start building your own chatbot UX survey, it’s never been easier to go from idea to actionable research. Pick your audience. Set your targets. Let AI handle the probing, follow-ups, and NPS logic for you. The feedback you need to level up your chatbot is just a survey away.

Ready to learn what your users really think? Try creating your own survey and start uncovering actionable insights with every response.

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Sources

  1. Uberall. 80% of consumers report chatbot experiences as positive, but chatbot accuracy still needs improvement.

  2. Gartner. Chatbot resolution rates vary by issue type: 58% for returns/cancellations, 17% for billing disputes.

  3. Uberall. 80% of chatbot users cite generally positive experiences.

Adam Sabla - Image Avatar

Adam Sabla

Adam Sabla is an entrepreneur with experience building startups that serve over 1M customers, including Disney, Netflix, and BBC, with a strong passion for automation.

Adam Sabla

Adam Sabla is an entrepreneur with experience building startups that serve over 1M customers, including Disney, Netflix, and BBC, with a strong passion for automation.

Adam Sabla

Adam Sabla is an entrepreneur with experience building startups that serve over 1M customers, including Disney, Netflix, and BBC, with a strong passion for automation.