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Best questions for free trial users survey about pricing clarity

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Adam Sabla

·

Aug 23, 2025

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Here are some of the best questions for a Free Trial Users survey about pricing clarity, plus tips on creating them. If you want to build your own, Specific lets you generate a conversational survey in seconds and start understanding your users right away.

Best open-ended questions for Free Trial Users survey about pricing clarity

Open-ended questions are great when we want genuine, nuanced feedback from users. These invite people to share experiences in their own words, which is ideal for exploring perceptions of pricing clarity—where confusion can be subtle and context-specific. Open-ended questions are especially useful at the beginning of a survey or when you need to uncover unanticipated insights.

Here are 10 open-ended questions we recommend for a Free Trial Users survey about pricing clarity:

  1. Can you describe your initial impression of our pricing when you started your trial?

  2. What, if anything, confused you about our pricing options during your trial?

  3. Did you encounter any surprises related to pricing while using the product? Please explain.

  4. How would you improve our pricing page to make it clearer for new users?

  5. Were there any features you assumed were included based on the pricing information, but weren’t?

  6. Were there moments when you hesitated to proceed because of unclear pricing? Tell us about them.

  7. What questions did you have about pricing that weren’t immediately answered on our website?

  8. Is there anything about our pricing that you feel is missing, misleading, or hard to compare?

  9. How did our pricing communication influence your decision about upgrading or continuing use?

  10. What additional information would have made you feel more confident about our pricing?

This approach supports building trust and delivers actionable feedback—after all, 83% of customers prefer brands with clear, simple pricing [1], and surfacing the specifics behind confusion can help prevent lost conversions.

Best single-select multiple-choice questions for Free Trial Users survey about pricing clarity

Single-select multiple-choice questions are perfect when we need to quantify issues or spot trends quickly. For Free Trial Users, sometimes it’s easier to choose from a few short options rather than think deeply about a written response—this gets the conversation started. These questions help us break down where people get stuck so we can dig deeper with follow-up questions.

Question: How clear was our pricing information when you signed up for the free trial?

  • Very clear

  • Somewhat clear

  • Not clear at all

Question: What part of our pricing was most confusing for you?

  • Feature limits

  • Plan differences

  • Additional fees

  • Other

Question: Did unclear pricing influence your decision not to upgrade?

  • Yes, definitely

  • Somewhat

  • No

When to follow up with "why?" If a user selects an answer that signals doubt or confusion, it’s smart to ask “why?” as a follow-up. For example, when someone answers “Somewhat clear” on the first question, following up with “Could you tell us more about what wasn’t perfectly clear?” often reveals details that lead directly to improvements.

When and why to add the "Other" choice? Always add an “Other” choice when the list of answers may not cover every possible experience. Following up on “Other” provides insights we didn’t anticipate, which is especially valuable for complex topics like pricing clarity.

NPS question: should you include it for pricing clarity?

Net Promoter Score (NPS) is a simple but powerful question asking users, “How likely are you to recommend us to a friend or colleague?” Adding an NPS question tailored to pricing clarity helps us see how perceptions of price influence overall loyalty and likelihood to upgrade. For Free Trial Users, it’s particularly useful—if users hesitate to recommend because of pricing confusion, that points directly to opportunity. It’s easy to add with Specific’s NPS survey generator for pricing clarity.

The power of follow-up questions

Follow-up questions transform surveys from static forms into genuine conversations. Our automated follow-up questions feature uses AI to probe deeper based on previous replies—just like a thoughtful interviewer does. This leads to richer insights and prevents misinterpretation.

  • Free Trial User: “I was unsure about what features were included.”

  • AI follow-up: “Can you share which features you expected but didn’t see included in your trial tier?”

Without real-time follow-ups, we’d get unclear responses and miss actionable details. Automated follow-ups also save us the headache of chasing users with post-survey emails or phone calls, which aligns with industry stats: conversational surveys via chat now get response rates of 40–45%—higher than traditional email forms [3].

How many follow-ups to ask? Usually, 2–3 follow-ups are enough for each area. It’s important to stop after you’ve uncovered the information you need. With Specific, you can set this up in your survey logic—we recommend an option for users to skip to the next question if they’ve already shared enough detail.

This makes it a conversational survey: the process feels more like an interview than a form, keeping respondents engaged throughout. Learn more about conversational follow-ups.

Easy AI-powered analysis: Even though you’re gathering a lot of free text, we use AI to break down and summarize results, saving you hours of manual review. See how we make it effortless on this guide to survey response analysis with AI.

With AI-powered follow-ups, it’s easier than ever to explore what users really think. Give it a try—generate a survey and see how much more you can uncover when the conversation flows naturally.

How to prompt ChatGPT to generate great questions for this survey

AI tools like ChatGPT or Specific’s AI survey generator are invaluable for brainstorming targeted questions. Here’s how we approach it:

Start simple—just copy and paste this prompt:

Suggest 10 open-ended questions for Free Trial Users survey about pricing clarity.

But the more context you provide, the better the results. Try sharing your goals, challenges, and product specifics:

I want to understand how new trial users perceive the clarity of our SaaS pricing options. Our product has three tiers, and some features are included only on higher plans. Please suggest 10 open-ended questions that will reveal where users get confused, what they'd change, and what stops them from upgrading.

Once you have your list, dig deeper by categorizing questions:

Look at the questions and categorize them. Output categories with the questions under them.

Then, based on your feedback needs, target specific categories:

Generate 10 questions for categories “Feature inclusion” and “Upgrade motivation.”

This approach works whether you’re chatting with ChatGPT or using a purpose-built generator like Specific’s survey builder for pricing clarity.

What is a conversational survey?

A conversational survey is an interactive, chat-style interview that adapts in real time—engaging users like a human researcher would. Rather than a static web form, respondents get personalized follow-ups and clarifying questions, so we capture deeper, more honest feedback. AI-powered survey makers like Specific take this to the next level by learning and adjusting as the conversation unfolds.

Let’s compare:

Manual Survey Creation

AI-Generated Surveys (Conversational)

Requires manual question writing, logic setup, and tediously crafting follow-ups.

Draft survey with a few prompts—AI builds the structure, follow-up paths, and even improves wording automatically.

Static forms risk generic, incomplete answers.

Flowing chat adapts to each answer, probing for details or clarification automatically.

Manual review and analysis of responses (especially open-ended ones) is slow and tiring.

AI summarizes, groups, and helps you chat through insights, so themes emerge quickly.

Often low engagement (especially for long forms).

Engagement rates up to twice as high via in-app conversational surveys [2][3].

Why use AI for Free Trial Users surveys? AI-powered tools quickly surface the real friction points, reasons for drop-off and, most importantly, actionable quotes you can use to refine your pricing messaging. “AI survey example” and “conversational survey” approaches don’t just collect data—they help decode it, so we can improve faster than ever. We see this firsthand with Specific’s best-in-class conversational experience. Not only does it smooth out the feedback process for teams, but respondents actually enjoy engaging with it, leading to richer insights and higher response rates.

If you want a step-by-step breakdown, see our guide to creating Free Trial User surveys about pricing clarity—it covers best practices and pitfalls to avoid.

See this Pricing Clarity survey example now

Don’t miss your chance to unlock clear, actionable feedback from your Free Trial Users—see how a conversational survey on pricing clarity can make a difference and start building customer trust with every response.

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Sources

  1. moldstud.com. Building Trust with Transparent Pricing Strategies: Consumer Preferences and Impact, citing PwC 2024 and industry studies.

  2. outgrow.co. What Is A Good Survey Response Rate?

  3. worldmetrics.org. Average Survey Response Rate 2024: Complete Benchmarks.

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.