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Customer feedback analysis: how to unlock deeper onboarding insights with AI-powered surveys

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Adam Sabla

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Sep 1, 2025

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Customer feedback analysis is one of the most valuable steps in understanding and improving the onboarding process for your users. In this article, I’ll break down how to analyze responses from customer feedback surveys in ways that actually move the needle for onboarding teams.

We’ll look at the best questions to ask for onboarding feedback, and how AI-driven surveys help you dig below the surface for game-changing insights.

Why most onboarding feedback stays surface-level

Typical onboarding surveys leave out crucial context because they’re usually limited to static forms or basic multiple-choice questions. The problem? These forms don’t adapt to a customer’s unique experience and can’t ask probing follow-up questions that uncover what really happened—or what’s missing.

Plus, when customers do leave open-ended responses, manually sifting through hundreds of paragraphs is slow and error-prone. Don’t be surprised—only 2% of dissatisfied customers actually say what’s wrong to your team, while the other 98% stay silent or just vanish. [1]

Traditional surveys

Conversational surveys

Static, rigid question order

Dynamic follow-ups based on answers

Misses context, bland data

Uncovers real stories and emotions

High manual analysis workload

AI automates deep analysis

With AI-powered conversational surveys with intelligent follow-ups, we finally get to ask the next right question in real time—diving into customer thought processes, missteps, or moments of delight. This transforms the typical surface answer into an actionable story we can act on as a team.

Essential questions for onboarding feedback (with AI follow-up strategies)

Let’s get specific: the best onboarding surveys don’t just ask “Was onboarding easy?” and move on—they go deeper. If you want to collect rich, actionable insight from your onboarding surveys, start with these core question types and tailor your approach using AI-powered survey prompts for maximum flexibility.

First impressions

Why it matters: The opening experience shapes long-term loyalty and readiness to engage. You need honest, nuanced takes on what struck users first.

What stood out to you the most during onboarding?

How did you feel after completing your first setup?

AI follow-up strategy: Probe for specificity (e.g., which part was most memorable?), clarify positive or negative emotions, and ask why it mattered. AI tailors its tone to match if enthusiasm or concern is detected.

Pain points

Why it matters: Friction points are dealbreakers. Without surfacing these, retention suffers—remember, 78% of customers leave after a poor experience. [2]

Did anything during onboarding confuse or frustrate you?

If you could change one thing about your initial experience, what would it be?

AI follow-up strategy: Ask for examples, dig deeper into causes, or explore workarounds customers used. If negative sentiment is flagged, AI can pause to express empathy before probing further.

Missing expectations

Why it matters: Unmet expectations lead to churn and low NPS. People rarely say this directly—you need AI to tease it out gently.

Was there anything you expected to see or do in onboarding that was missing?

Did any feature or step not match what you imagined?

AI follow-up strategy: AI can ask for clarifications (“Can you describe what you were hoping to find?”), segment responses by feature, or loop back if the answer is ambiguous.

Value discovery

Why it matters: Early “aha!” moments drive adoption. We want to know what made customers feel, “Yes, this is for me.”

When did you first feel the product was valuable for you?

What moment made you most excited about continuing?

AI follow-up strategy: Ask for context (“What led up to that moment?”), check if that moment was planned or accidental, and probe for outcomes (“What did you do next?”).

Open suggestions

Why it matters: Sometimes, the best insights are unprompted. Customer suggestions can reveal needs you’d never predicted. Remember, 84% of satisfied customers share their positive experiences—let’s encourage them to share ideas too. [3]

If you could suggest any improvement, what would it be?

Anything else you’d want us to know about your onboarding experience?

AI follow-up strategy: Invite elaboration (“Could you give a real-world example?”), highlight the uniqueness of a suggestion (“Has this been an issue elsewhere?”), and offer thanks to close the loop.

Using an AI survey maker enables you to generate these survey flows instantly, with smart adaptation depending on customer mood, channel, or onboarding status.

Turn raw feedback into actionable onboarding improvements

When responses start rolling in, the real magic is in analyzing that unstructured data—fast. Rather than get lost in a spreadsheet of answers, I rely on AI-powered chat analysis to break down the noise and uncover what matters across every onboarding journey.

AI analysis doesn’t just “summarize"; it finds trends, maps emotion, and lets us pivot between segments, channels, or touchpoints. In fact, 85% of businesses using AI for feedback say it provides highly actionable suggestions—saving enormous time and cost. [4]

With AI survey response analysis tools, you can run targeted analyses with simple prompts. Examples:

What are the top three pain points new users mentioned in onboarding over the past month?

Which customer segment is most likely to report confusion about billing setup?

Did any respondents mention unexpected use cases, and how can we build on those insights?

You can create multiple threads—say, one focused on NPS, another on onboarding friction—to prioritize changes that deliver the most impact based on your real user data, without guesswork.

When and how to collect onboarding feedback

The “when” matters as much as the “what.” For truly actionable customer feedback analysis, timing your onboarding survey around key product milestones makes responses fresher and more relevant.

That’s why in-product conversational surveys stand out—they pop up after a user completes a first key action, explores a certain feature, or even signals struggle. This brings feedback into the actual context of use, not just after-the-fact. Learn more about choosing the optimal channels on our in-product conversational survey page.

Good practice

Bad practice

Ask after users reach an onboarding milestone

Blast everyone at the same time

Use brief, conversational tone

Send stiff, formal surveys

Set re-contact limits to avoid fatigue

Survey too often, ignore opt-outs

My pro tips for running onboarding surveys that actually work:

  • Send feedback requests right after a user finishes a crucial onboarding step—not days later when memories fade.

  • Use chat-based, embedded surveys inside your app for natural context—response rates climb, and answers are richer.

  • Control how often users see a survey; nobody likes daily pop-ups.

  • Always set a warm, conversational tone. When users feel heard, data quality surges—a big reason why AI-powered, chat-first formats regularly get 25% higher response rates.[5]

Start analyzing deeper customer insights today

If you want to finally understand what your customers really think of your onboarding—and save hours of manual analysis—there’s never been a better time to act. Use AI to analyze responses, uncover bottlenecks, and improve customer experience. Ready to make onboarding feedback a true growth lever? Create your own survey and see how quickly you can drive change from authentic customer voices.

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Sources

  1. AIScreen Blog. Only 2% of dissatisfied customers take the initiative to voice their complaints to the company.

  2. AIScreen Blog. 78% of customers attribute their departure to unfavorable experiences.

  3. AIScreen Blog. 84% of satisfied customers share their positive experiences with at least six others.

  4. SEO Sandwitch. 85% of businesses report that AI provides highly actionable suggestions from feedback.

  5. SEO Sandwitch. AI-powered surveys achieve 25% higher response rates due to personalization.

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.