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Tooltips · 8 min read

16 User Onboarding Mistakes to Avoid to Keep Churn Low

The most common user onboarding mistakes are long copy, no clear goal, one giant tour, no checklist and no easy way to get help. The pattern shows even in onboarding software: "learning curve, hard-to-find settings" is a top-three complaint for 11 of the 13 tools whose G2 reviews we read in October 2026.

By Serra AlbanReviewed by Yağmur ÇiftçiUpdated October 22, 2026

In short

Sixteen mistakes in three groups (content, format and customer), each with a real example and a fix. The evidence that matters most: in the G2 reviews of onboarding tools we read in October 2026, "learning curve, hard-to-find settings" is a top-three complaint for 11 of 13 tools and the top one for six, so onboarding that stops after the first session is the mistake to check first.

The onboarding mistake users complain about most isn't a missing tour; it's not finding things later. In G2 reviews of the onboarding tools themselves, "learning curve, hard-to-find settings" is a top-three complaint for 11 of the 13 tools we read reviews for (October 2026), and the top complaint for six. If products built to onboard other people's users get this wrong, check your own flow for the 16 mistakes below, grouped as:

  • Content-based mistakes,
  • Format-based mistakes, and
  • Customer-based mistakes.

What do users complain about most in onboarding?

Users of onboarding software complain most about learning the software itself. For these six tools, "learning curve, hard-to-find settings" was the most common dislike in the G2 reviews we read:

ToolG2 reviews we readLearning curve, hard-to-find settingsBuilder or browser-extension friction
Userpilot30097Not in the top three
WalkMe3008234
Pendo3007773
Chameleon3007353
Whatfix3006536
Product Fruits25257Not in the top three

Two lessons carry over to your own onboarding. Users get through the basics, then get lost in the settings, so onboarding has to continue past the first session (mistakes 6, 10 and 13). And the team side matters: builder friction is also a top-three complaint for four of these six tools, which is a mistake you make before the first flow ships (see the last section).

What are content-based onboarding mistakes?

Content-based mistakes are problems with what the flow says: too much or too little copy, no personal touch, features instead of goals, and no aha moment or end goal.

1. Too long or too short copy

One of the most common problems in any onboarding flow is a lack of empathy for the user's reading load. In trying to make everything crystal clear, onboarding designers over-explain, and long copy puts users off. That lowers satisfaction, users' grasp of core features and, eventually, retention.

Notion's onboarding is great overall, but some of its modals carried a lot of text. The one below, at the time of the screenshot, explained backlinks in three paragraphs and a two-item numbered list, as step 1 of 2 (a screen recording of the modal).

Notion modal 'New in Notion: Backlinks' from David from Notion, with several paragraphs and a numbered list, step 1 of 2

It isn't necessarily a mistake, but you can do without so much text. Fix: one idea per step; move the rest to a help article.

2. No regard for a personalised experience

A personalised experience shows users you value them. Even addressing users by name, or using their past behaviour to shape what comes next, counts. The medium matters too: an email without a name feels cold, while in-app messages have more room for less personalisation.

Notion also shows how to get it right. Its in-app message, at the time, was signed by "David from Notion" and opened with the user's name.

Naming the person on each end builds trust and loyalty from the start of the journey.

3. Directions instead of explanations

One of the biggest mistakes is the mindset that user onboarding is about teaching users how to use a product. Good onboarding never consists of (just) that: it focuses on what users can achieve with the product, not a lecture on which feature does what.

Grammarly's product tour modal asked "Ready to write something brilliant?", a user goal, and offered a "Skip the tour" link under the start button, which puts the user's wishes first.

Grammarly modal 'Ready to write something brilliant?' with a Start a quick tour button and a Skip the tour link

4. No aha moments

An aha moment is the point in an onboarding flow where a customer sees the product's value: "aha! I can use this to reach my goal." It must come as early as possible, so users meet the value before they lose interest. A flow without one or two such milestones hurts the whole experience and, with it, customer success. More on this in what an aha moment is.

5. No interactive elements

Depending on the type and complexity of the product, a lack of interactivity can hurt onboarding badly. The SaaS industry moved away from user manuals and static text because they didn't work at scale, and users now expect interactive content.

Vieworks' onboarding flow is a good example: its tooltips (step 1 of 7 below) asked users to click and fill in, not just read.

6. No clear ultimate goal

Like a missing aha moment, a missing end goal makes onboarding feel disorganised. Depending on the product, the goal might be making a first end product or showing signs of proficiency; you can also set smaller goals one by one, which is where checklists and hotspots come in.

What are format-based onboarding mistakes?

Format-based mistakes are about how the onboarding is delivered: missing welcome screens or checklists, a disoriented journey, one long tour, or a format that doesn't fit the product.

7. No welcome modal

Some products need users to jump straight in, but a welcome modal, a personalised one if possible, almost always helps: it marks the start of the journey, shows users where they are and, of course, welcomes them.

Hopscotch's welcome modal opened the in-app flow with a short video from its founder, who told users how to reach out if they got stuck.

Bringing the founder to the user to welcome them and offer help makes the product and the people behind it likeable.

8. No checklist

A sure way to throw users off balance is to give them no list of what they'll go through to understand the product and reach their goals. How the checklist looks matters, but what matters most is having one, with around 3 to 5 tasks to start.

Calendly's onboarding checklist had five steps (connect your calendar, customise an event type, check your availability, share your link, schedule a meeting), each of which works as an aha moment.

Calendly Getting Started Guide with five steps, the first ticked, beside the event types page

9. Disoriented user journey

A user journey becomes disoriented when the flow lacks the elements above, like welcome modals and checklists, or doesn't build a digestible, easy-to-follow scenario. Timing and frequency matter too: onboarding elements that fire at the wrong moment or too often disrupt the whole journey. Fix: map the journey for each user segment and check when each element appears.

10. One big flow instead of chunks of user flows

In a complex tool with many pages and sections, one big walkthrough is too long and too detailed for first-time users. Set milestones (aha moments), organise the flow with a checklist, and give each core feature its own short onboarding.

That's what Ghostwriter.ai did: each tool had its own guide, such as the Profiler tool's welcome modal below.

For a fairly big tool with many functions, contextual flows like these work better than one long tour.

11. Wrong onboarding format for the product

The format of an onboarding involves many decisions, and the product dictates all of them. A format that works wonders for one tool can fail for another. Whether it's a one-go walkthrough, a product tour with a follow-up checklist, contextual onboarding with interactive guides, or all of them, the decision should depend on the product itself.

What are customer-based onboarding mistakes?

Customer-based mistakes affect customers directly: no self-service, hard-to-reach support, no feedback options, no segmentation and no tracking.

12. No self-service options

According to Statista, 89% of US consumers expect to be able to access online self-service. That has a lot to do with onboarding: at any point, users may need to check a fact, ask about a problem or comment on the flow itself.

Not every business can offer 24/7 support, and it doesn't need to: SuperOffice's research on self-service found it is becoming many customers' first choice.

13. Hard to access customer service

Self-service and customer service channels have to be accessible as well as available. Many users are baffled when the support link sits at the very bottom of a website, or behind several pages.

Zoom did this fairly well: a "Support" link at the top right of the screen and a chat button at the bottom right.

Zoom homepage with a Support link in the top bar and a chat button in the bottom right corner

14. No feedback options

Customer success comes mostly from listening, and the best way to listen is to ask for feedback. Was the onboarding informative enough? Too long or too short? How happy are users with the product or a feature? Choose the questions carefully and the answers will be worth having.

An NPS survey also tells you which users are likely to churn or upgrade, and what you're doing right or wrong. ClickUp's promoter survey, at the time of the screenshot, followed the 0 to 10 score with a thank-you and an open question about what would make ClickUp better.

ClickUp NPS survey with a 0 to 10 scale, 9 selected, and a text box asking what would make ClickUp better

15. No customer segmentation

Like personalisation, customer segmentation means using different onboarding UX elements and scenarios for each kind of user persona. The criteria vary by product, but segmentation lightens the load of onboarding for users and designers alike.

Segmentation can start very early. Wattpad's homepage, at the time of the screenshot, split visitors before signup with two buttons: Start Reading and Start Writing.

Wattpad homepage with two buttons, Start Reading and Start Writing

Segmentation doesn't have to be visible, either: you can segment users privately and lead each segment through its own scenario. That approach can lower the cognitive load of onboarding, but it doesn't suit every product.

16. Not monitoring user behaviour and metrics

Onboarding serves bigger goals: churn, retention and growth. To show it's working, you need metrics. Session heatmaps and surveys show how users experience the flow; acquisition rates, trial conversion rates and onboarding completion rates show investors and founders whether better onboarding is paying off through higher conversion rates. If you can't see why users drop, user testing your onboarding fills that gap.

What's the mistake before the first flow?

The mistake before the first flow is picking an onboarding tool your team can't keep using. "Builder or browser-extension friction" is a top-three complaint in the G2 reviews we read for Pendo (73 of 300), Chameleon (53 of 300) and UserGuiding (42 of 299). Flows nobody updates go stale as the product changes, which brings back mistakes 1, 9 and 16. Fix: before you buy, have the person who'll maintain the flows build one during the trial.

In SaaS, any right can turn into a wrong in the blink of an eye, and the rights and wrongs of an onboarding flow depend on the product. Consider the nature of your product first, then decide what's best for it. For the practices to apply instead, see 14 user onboarding best practices and 10 ways to improve your UX onboarding.

About the author

Serra Alban

Serra is a creative content writer focusing on UX and product and everything that deals with onboarding practices.