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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

The Latest

I've spent a lot of time in the channel, and one thing I keep coming back to is this: a partner program is only as good as what it looks like in the field. Many programs look great on paper, but when a partner is in front of a customer navigating a complex hybrid environment or trying to make the case for AI-powered observability, the gap between what a vendor promises and what it actually delivers becomes very clear, very fast ...

Enterprises today operate in a real-time environment where uninterrupted access to trusted data has become a baseline expectation for users, applications and automated systems. Traditional DataOps models, built on manual effort and human triage, cannot keep pace with this always active demand. AI agents are emerging as the operational backbone, ensuring consistent data availability, reinforcing trustworthiness and enabling a level of scale that manual processes cannot achieve ...

For decades, trust in the digital workplace rested on familiar signals. We trusted faces on video calls, voices on the phone, and emails that appeared to come from people we knew. These cues felt human and intuitive. They anchored how decisions were made, approvals were granted, and access was authorized. AI-powered deepfakes have quietly broken that model ...

Cloud migration was supposed to be a one-way door. For most enterprises, it turns out it isn't. Cloud data repatriation is a real and growing trend. A new survey ... finds that 89% of organizations plan to expand their on-premises infrastructure footprint over the next two years — and 75% have already moved at least some workloads back from public cloud in the past 24 months. The findings point to a broad rethinking of where data belongs ...

Over the past few years, large language models (LLMs) have revolutionized the software industry. Given their ability to excel at multi-step reasoning, LLMs have helped enterprises streamline workflows and adapt to the unknown. However, employing such models comes with sky-high costs, latency issues, and limited flexibility. In the realm of IT operations, it is generally wiser to employ smaller, domain-specific models instead ...

For years, DevOps teams operated under a simple assumption: collect enough telemetry, and you can find and fix any problem. That assumption is breaking down. Modern enterprises now operate across microservices, hybrid cloud environments, APIs, Kubernetes, and highly automated delivery pipelines. Releases happen continuously, dependencies shift constantly, and failures spread faster than teams can diagnose them ...

New Relic surveyed IT and engineering leaders from the media and entertainment (M&E) sector to understand what's working — and where challenges persist with their observability practices. The findings reveal how M&E organizations are navigating rising platform complexity, audience expectations, and AI-driven change. Below are five takeaways that stand out ...

Let me start with something I've seen play out more times than I can count. A team hits a wall with the cloud. Costs creep up, then spike. Performance starts to feel inconsistent. Someone in finance asks a simple question like "why did this double?" and nobody has a clean answer ... Maybe this isn't the right place for everything. That realization feels like a breakthrough, like you've identified the problem. In reality, you've just identified the starting line ...

In MEAN TIME TO INSIGHT Episode 24, Shamus McGillicuddy, VP of Research, Network Infrastructure and Operations, at EMA discusses network observability tool sprawl ... 

In cloud-native systems, scaling is often as simple as moving a slider. For on-premise databases, the stakes are different. Over-provisioning hardware is expensive. Under-provisioning leads to performance bottlenecks that are difficult to fix once the equipment is in the rack ...