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How Imposter Syndrome Can Lead to Stronger Customer Onboarding Relationships
It sounds counterintuitive but it can lead to much deeper understanding of the customer's world.
Last week, I had a strong case of imposter syndrome. It made me look back at other times in my career when I felt this way.
It's a pesky thing that appears often for women in tech, people in new roles, and founders.
A KPMG study found that 75% of female executives across industries have experienced imposter syndrome in their careers.
If you are one of the lucky ones never to have experienced it, allow me to explain.
(But also, tell us your secret!)
It’s a persistent feeling that you're a fraud despite evidence of your competence.
I felt it most at the start of my career as the lone CSM at a startup and when I built an onboarding program from scratch.
However, I noticed that the same self-doubt that made me question my abilities also drove me to be more prepared, listen more attentively, and create more thoughtful onboarding experiences.
So, how do we harness this uncomfortable feeling rather than let it hold us back?
I’ll explain it below so you can use it to kick imposter syndrome’s butt.
Let’s get vulnerable. ↓

🧪 The Project: Imposter to Innovator
Step 1: Capture the doubt
When imposter feelings strike (before that enterprise kick off call for example), don't push them away. Instead, write them down and be specific.
"I feel like I don't have enough experience to guide this enterprise client."
“I don’t know the product well enough yet.”
“I don’t understand their industry to speak eloquently.”
This transforms vague anxiety into a concrete concern.
The idea of this is to end up with tangible problems that you can address methodically.
Step 2: Flip the script with evidence
Collate all of your achievements and proof of your capabilities in a central place.
This can include:
Client testimonials or positive feedback
Successful onboarding outcomes and metrics
Problems you've solved creatively
Knowledge you've acquired
Achievements and awards
Peer recognition
🔍 NOTE: This is a great tool regardless of imposter syndrome. I recommend it to coaching clients all the time. This evidence can be used in performance reviews, probation reviews, and when gunning for a promotion!
Review this document before high-stakes situations or when you feel doubt creeping in.
The human brain respects evidence. This practice gradually rewires your self-perception. It also helps to read it as if a friend or colleague is saying it to you.
Step 3: Deploy strategic preparation
Use imposter feelings as your early warning system. It’s no good sitting in doubt and not improving the root causes.
Start being proactive and tackle your area of doubt in a positive way that will boost your confidence.
For example:
Research one level deeper than feels necessary
Prepare answers to three questions you're afraid someone might ask
Create one additional resource your client hasn't requested but would find valuable
This transforms anxiety into exceptional preparation. It’s a super power!
Your clients will notice and appreciate your efforts.
Step 4: Build a validation network
Find a couple of trusted colleagues who understand customer onboarding challenges.
Share your ideas with them before presenting to clients or leadership.
This provides:
Constructive feedback to refine your approach
External validation to counterbalance self-doubt
Diverse perspectives that strengthen your proposals
Think of it as a “sense check”.
More often than not, your colleagues will say it’s perfect as it is. That’s a confidence boost in itself.
Step 5: Vulnerability isn’t bad
This is the most counterintuitive step.
Vulnerability is often seen as “weak” in business. I happen to disagree. 🤷♀️
Share your learning journey with clients where appropriate.
Clients don’t like it when we pretend to know all the answers. They do like transparency, which in turn builds trust.
I talked about the impact of transparency before. ↓
So, the next time you are put on the spot. Be honest.
Customers value partners who demonstrate growth and adaptability over those who project artificial perfection.
In my experience, these moments of vulnerability often become relationship-defining turning points.
"We developed this approach after learning from our experience with X."
“I won’t pretend to know that answer, but I can promise I will go and find out and tell you today.”
“I wasn’t aware of that, so it’s great to learn about it. I’ll do some homework so I’m more prepared on our next call.”
🤓 The Analysis
The most innovative customer onboarding managers I've worked with aren't those who never question their abilities, but those who use it to fuel continuous improvement.
Imposter syndrome doesn’t mean I’m inadequate, it means I care deeply about delivering excellence. Whether that’s for myself or for my customers.
What you'll achieve with this project:
Deeper preparation leading to exceptional service
Stronger trust through transparency
Better alignment through empathy