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Top 4 Nightmare Scenarios of Onboarding New Users

Boaz Amidor

When you think back on the nightmares you've had in your life, what's the common denominator? Did you have the dream where you were running in slow motion, being chased by something, and your legs didn't work? How about the one where you're walking through your old high school and you're naked? Whatever it was, it was scary. The rules of the world you knew didn't apply. You were in the realm of the uncanny, and you had no control over it.

A bad onboarding experience can be just like that for a new user. Bad website design, absent customer support, a poorly implemented tutorial, all of this can turn into a Kafkaesque nightmare for the unsuspecting customer.

Here are four of the most common customer onboarding pitfalls in the SaaS world and the equivalent nightmares we've all experienced at one time or another.

1. Stuck on the other side

A long, confusing signup process can confuse the user and make them feel insecure. The signup process can feel like an infinite feedback loop, forcing you to fill out redundant information, to click through seemingly endless, slow loading pages, to be tormented by unclear instructions and broken URLs. It's like a dream where one is running from some kind of threat, trying to open a door but the doorknob doesn't work, trying to knock on the door but their hands are numb and don't work. Everything you want is just on the other side, but it's impossible to get there. You don't know what's going on: you know what should happen, but it's not working and you don't know why. How can you get out?

2. Is there anybody out there?

Slow, non-responsive customer support is a very alienating nightmare. When the user tries to call customer support, and is on hold for what seems like hours. Nobody responds to their emails either. The SaaS company's website is up and it even updates, but nobody responds to user messages. The lights are on, but nobody's home, like a dream where you're in a city and everything is empty. The buildings are intact, the buses and trains are running, there are cold sodas in the fridge at the bodega, but there's absolutely nobody there. It's eerily silent and the user doesn't know what happened. Did the cold war go hot? Did the aliens come? The rapture? Who knows? But you're customer has been left alone.

3. Falling through the world

In life, when the learning curve on a program is too steep, your user can feel very much like the ground broke underneath them. Things were stable. Things made sense. But the user had to learn too much, too fast and now they have nothing to hold onto. Studies performed by WalkMe show that over 80% of what is learned during new user training is forgotten. In dreams, the ground gives out below you and you're plummeting through the sky and you feel the acceleration in your stomach. And then, thankfully, you wake up before hitting the ground.

4. When the masks come off

When a program fails to meet its promises, the reality that your user was promised vanishes, and instead they must deal with the terror of the unknown. Your user was captivated by the words "groundbreaking," "seamless" and "revolutionary." They signed up, they started the onboarding process and now they're terrified that they made the wrong decision. There are dreams which start out normal before taking a turn for the terrifying. It's a normal amusement park until it isn't, your friends and family rip off their human masks, and their teeth are fangs and the roller coaster you're on is descending down into the darkness.

Whoa?! Listen, onboarding can be a scary thing. It's a big commitment. Make it as easy a process as possible for the new user and hopefully, the only thing they'll have to worry about is bad dreams.

Boaz Amidor is Head of Corporate and Marketing Communications at WalkMe.

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Top 4 Nightmare Scenarios of Onboarding New Users

Boaz Amidor

When you think back on the nightmares you've had in your life, what's the common denominator? Did you have the dream where you were running in slow motion, being chased by something, and your legs didn't work? How about the one where you're walking through your old high school and you're naked? Whatever it was, it was scary. The rules of the world you knew didn't apply. You were in the realm of the uncanny, and you had no control over it.

A bad onboarding experience can be just like that for a new user. Bad website design, absent customer support, a poorly implemented tutorial, all of this can turn into a Kafkaesque nightmare for the unsuspecting customer.

Here are four of the most common customer onboarding pitfalls in the SaaS world and the equivalent nightmares we've all experienced at one time or another.

1. Stuck on the other side

A long, confusing signup process can confuse the user and make them feel insecure. The signup process can feel like an infinite feedback loop, forcing you to fill out redundant information, to click through seemingly endless, slow loading pages, to be tormented by unclear instructions and broken URLs. It's like a dream where one is running from some kind of threat, trying to open a door but the doorknob doesn't work, trying to knock on the door but their hands are numb and don't work. Everything you want is just on the other side, but it's impossible to get there. You don't know what's going on: you know what should happen, but it's not working and you don't know why. How can you get out?

2. Is there anybody out there?

Slow, non-responsive customer support is a very alienating nightmare. When the user tries to call customer support, and is on hold for what seems like hours. Nobody responds to their emails either. The SaaS company's website is up and it even updates, but nobody responds to user messages. The lights are on, but nobody's home, like a dream where you're in a city and everything is empty. The buildings are intact, the buses and trains are running, there are cold sodas in the fridge at the bodega, but there's absolutely nobody there. It's eerily silent and the user doesn't know what happened. Did the cold war go hot? Did the aliens come? The rapture? Who knows? But you're customer has been left alone.

3. Falling through the world

In life, when the learning curve on a program is too steep, your user can feel very much like the ground broke underneath them. Things were stable. Things made sense. But the user had to learn too much, too fast and now they have nothing to hold onto. Studies performed by WalkMe show that over 80% of what is learned during new user training is forgotten. In dreams, the ground gives out below you and you're plummeting through the sky and you feel the acceleration in your stomach. And then, thankfully, you wake up before hitting the ground.

4. When the masks come off

When a program fails to meet its promises, the reality that your user was promised vanishes, and instead they must deal with the terror of the unknown. Your user was captivated by the words "groundbreaking," "seamless" and "revolutionary." They signed up, they started the onboarding process and now they're terrified that they made the wrong decision. There are dreams which start out normal before taking a turn for the terrifying. It's a normal amusement park until it isn't, your friends and family rip off their human masks, and their teeth are fangs and the roller coaster you're on is descending down into the darkness.

Whoa?! Listen, onboarding can be a scary thing. It's a big commitment. Make it as easy a process as possible for the new user and hopefully, the only thing they'll have to worry about is bad dreams.

Boaz Amidor is Head of Corporate and Marketing Communications at WalkMe.

Hot Topics

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According to Auvik's 2025 IT Trends Report, 60% of IT professionals feel at least moderately burned out on the job, with 43% stating that their workload is contributing to work stress. At the same time, many IT professionals are naming AI and machine learning as key areas they'd most like to upskill ...

Businesses that face downtime or outages risk financial and reputational damage, as well as reducing partner, shareholder, and customer trust. One of the major challenges that enterprises face is implementing a robust business continuity plan. What's the solution? The answer may lie in disaster recovery tactics such as truly immutable storage and regular disaster recovery testing ...

IT spending is expected to jump nearly 10% in 2025, and organizations are now facing pressure to manage costs without slowing down critical functions like observability. To meet the challenge, leaders are turning to smarter, more cost effective business strategies. Enter stage right: OpenTelemetry, the missing piece of the puzzle that is no longer just an option but rather a strategic advantage ...

Amidst the threat of cyberhacks and data breaches, companies install several security measures to keep their business safely afloat. These measures aim to protect businesses, employees, and crucial data. Yet, employees perceive them as burdensome. Frustrated with complex logins, slow access, and constant security checks, workers decide to completely bypass all security set-ups ...

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In high-traffic environments, the sheer volume and unpredictable nature of network incidents can quickly overwhelm even the most skilled teams, hindering their ability to react swiftly and effectively, potentially impacting service availability and overall business performance. This is where closed-loop remediation comes into the picture: an IT management concept designed to address the escalating complexity of modern networks ...

In 2025, enterprise workflows are undergoing a seismic shift. Propelled by breakthroughs in generative AI (GenAI), large language models (LLMs), and natural language processing (NLP), a new paradigm is emerging — agentic AI. This technology is not just automating tasks; it's reimagining how organizations make decisions, engage customers, and operate at scale ...

In the early days of the cloud revolution, business leaders perceived cloud services as a means of sidelining IT organizations. IT was too slow, too expensive, or incapable of supporting new technologies. With a team of developers, line of business managers could deploy new applications and services in the cloud. IT has been fighting to retake control ever since. Today, IT is back in the driver's seat, according to new research by Enterprise Management Associates (EMA) ...

In today's fast-paced and increasingly complex network environments, Network Operations Centers (NOCs) are the backbone of ensuring continuous uptime, smooth service delivery, and rapid issue resolution. However, the challenges faced by NOC teams are only growing. In a recent study, 78% state network complexity has grown significantly over the last few years while 84% regularly learn about network issues from users. It is imperative we adopt a new approach to managing today's network experiences ...

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