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Customer needs analysis: best questions for onboarding that drive deeper insights

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Adam Sabla

·

Sep 6, 2025

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Getting customer needs analysis right during onboarding can make or break your product’s success. Traditional onboarding surveys often miss crucial insights because they can’t adapt to what customers actually say.

Conversational surveys with AI follow-ups change this, automatically digging deeper into customer needs by asking relevant questions on the fly and building real understanding.

Why onboarding is the perfect time for customer needs analysis

New customers bring a fresh perspective and have clear expectations—right at the moment when they’re most excited and open to sharing detailed feedback. This window is golden; they’re far more likely to describe honestly what they hope to achieve, what they fear, and what doesn’t make sense.

Capturing these insights early lets teams prevent churn before it starts, creating a smoother journey that speaks to what users genuinely care about. Data shows that companies with structured onboarding see up to 60% higher year-over-year revenue growth, and 86% of customers stay loyal if they’re educated and supported during onboarding [1][2].

When you add a conversational element—like follow-ups—your onboarding survey shifts from a transaction to a real conversation. That’s a core benefit of an in-product conversational survey—it captures richer, more useful information just when it matters most.

Essential questions to uncover customer needs during onboarding

Asking the right questions unlocks valuable insights into what your customers really want from your product. Here are the best prompts to surface needs and motivations—and why each matters:

What problem are you hoping to solve with our product?
This cuts right to the core job-to-be-done. You’ll uncover the main pain point bringing users to you, keeping your team focused on what matters most in their world.

What were you using before this?
This question peels back the competitive landscape—what alternatives users have tried and what has (or hasn’t) worked for them. It’s the fastest way to learn which features or experiences they’ll be comparing you to.

What would make this a home run for you?
Here, you reveal their own success metrics—how they’ll measure whether onboarding (and your product) delivers. Is it about speed, ease, ROI, consolidating tools, or something else?

What’s your biggest concern about getting started?
This gets to friction points—the specific doubts, anxieties, or conflicts likely to stall progress or drive early churn.

How does this fit into your current workflow?
Understanding integration needs is critical. You’ll see where your product fits (or doesn’t), so you can preempt blockers or customize education and support.

A conversational survey platform will let you weave these into an adaptive flow, so each customer’s journey feels natural while gathering exactly the info you need to help (and retain) them.

How AI follow-ups transform surface answers into actionable insights

Initial survey answers are often too broad or vague for teams to really act on. That’s where AI follow-ups shine: the AI acts like a skilled interviewer, digging deeper in real time—without making the exchange feel robotic or scripted.

For example:

Example 1: If a customer types “improve efficiency,” the AI might prompt with:

Can you describe which tasks currently take the most time or cause the biggest slowdowns for your team?

Example 2: If someone shares “integration issues,” the AI could ask:

Which tools or platforms do you need our product to work with? Are there any workflows that are especially challenging right now?

Example 3: When a customer expresses concern or hesitancy, such as “I’m worried about migrating data,” the AI can probe sensitively:

What happened during previous migrations that felt stressful—was it data loss, technical issues, or something else?

Check out how automatic AI follow-up questions make all of this possible—generating deeper context, and surfacing details a form would never catch [5].

Customizable depth means you control how many follow-up questions the AI asks—choose a single clarifier, or let the agent persist until it uncovers concrete stories, examples, or blockers. This helps you gather both breadth and depth, adapted for your team’s bandwidth.

Smart targeting: When and how to trigger needs analysis surveys

Great onboarding surveys aren’t just about content—it’s all about the right timing. If you ask too soon, users aren’t invested or equipped to answer well. If you wait too long, you miss that fresh perspective and risk pain points turning into churn.

Here’s how I time and target onboarding needs analysis surveys for best results:

  • After key activation events: Not immediately on signup, but once a user completes their first critical action (like importing data or inviting a teammate)

  • After exploring core features: Wait until the customer has meaningfully interacted—this ensures feedback is informed by actual experience

  • Target different user segments with tailored questions: Power users, admins, and first-timers may need very different onboarding journeys

Good practice

Bad practice

Trigger on day 3-7, after first value moment

Ask on first login, before any product use

Customize follow-up for user type or activation stage

Send same generic survey to every new signup

Respect frequency controls, avoid survey fatigue

Repeated pings; overwhelm new users with multiple surveys

For most SaaS teams, I recommend targeting between day 3-7 after the user signs up, or immediately after they hit their first “aha” moment. Respect frequency controls to avoid fatigue and ensure every ask lands at the right time in the user journey.

Turn customer needs data into onboarding improvements

Collecting feedback is just the start—the magic happens when you act on it. I always lean on AI-driven analysis tools to pick out themes and actionable tasks from raw responses, turning noise into clarity.

With integrated AI survey response analysis, you can:

  • Cluster feedback to spot recurring pain points and must-haves

  • Identify emerging feature requests or blockers by segment or timing

  • Generate customer language for onboarding emails, help docs, or in-app guidance

Use these insights to:

  • Customize onboarding flows for different needs and user types

  • Spin up targeted help or education assets addressing top concerns

  • Rewrite product messaging so it speaks your audience’s language—not just your roadmap

Specific makes all this seamless, from in-product conversational surveys through to AI-powered analysis. The user experience is designed to be effortless and engaging—whether you’re building the survey or answering it.

If you’re not uncovering and acting on onboarding needs, you’re almost certainly missing critical opportunities to grow faster and retain more customers long term.

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Sources

  1. Niche Capital Co. 28 Essential Customer Onboarding Statistics for 2023

  2. Business Dit. Customer Onboarding Statistics

  3. WiFiTalents. Customer Onboarding Statistics

  4. Inturact. User Onboarding Statistics

  5. ColemanWick. Leveraging AI for More Effective Customer Satisfaction Surveys

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.