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Nobody Is Going to Hand You Confidence — So I Built It Myself

How I Learned That Confidence in Leadership Comes From Results, Not Readiness

Ashley Dunn
Ashley Dunn
Manager, Business Development - Financial Services & LATAM
GitLab
Nobody Is Going to Hand You Confidence — So I Built It Myself

When I stepped into my first manager role, I had no idea what I was doing. Like, genuinely no clue. I’d been a strong team lead, and I knew how to perform as a rep—but managing people? Coaching? Building a team that actually delivered? That was a completely different skill set, and nobody handed me a playbook for it.

What made it worse was that I was terrified to ask for help. I was convinced that if I admitted I didn’t know something, people would figure out I wasn’t supposed to be there. So instead of asking, I just… winged it. I coached my reps the way I would have coached myself—which, it turns out, is one of the fastest ways to fail as a manager. My process worked for me. It didn’t work for everyone. And for a while, the numbers showed it.

We missed quota for several months in a row. And that stretch was brutal—not just professionally, but personally. I kept asking myself if I was the problem—if something was fundamentally wrong with me or my approach. I felt lost, and I didn’t know how to get out of it.

Eventually, I hit a breaking point and reached out to someone I respected for perspective. Honestly? Their advice didn’t help much. But what happened after that did. I stopped waiting for someone to hand me the answer and went out to find it myself. I joined sales communities. I connected with peers who were going through the same thing. I spent real time researching coaching frameworks and completely changed how I showed up for my team—less telling, more asking. Less “here’s what I would do,” more “let’s look at the data together and figure out what’s working.” I also got more intentional about what I asked for from my own leadership—clearer feedback, more specific support.

It wasn’t one big moment. It was a series of small shifts that slowly started to add up.

And then, one day, things started clicking. Pipeline was building. The team was delivering. Conversations that used to stall were turning into meetings. I remember feeling this weight lift—like I could finally exhale. For the first time in months, I stopped wondering if I was the problem and started feeling like I actually knew what I was doing.

That’s when I understood something I wish someone had told me at the start: confidence doesn’t come first. Results come first, and confidence follows. You don’t feel ready and then act—you act, you adjust, you fail at some things, you figure it out, and eventually you look up and realize you’ve stopped doubting yourself somewhere along the way.

If you’re early in your leadership journey and you’re white-knuckling it because you’re afraid asking for help will expose you—I get it. I lived there. But hiding it costs you more than asking ever will. The fastest path forward isn’t pretending you have it figured out. It’s being honest about where you’re stuck, finding the people and resources that can help, and having the persistence to keep adjusting until something works.

Nobody handed me confidence. I built it by failing, asking hard questions, and watching my team win. That turned out to be the only way it was ever going to stick.

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