Let’s get real—confidence doesn’t just magically appear in sales, especially when you’re starting out or trying something new. Instead, confidence grows with practice, learning, and a lot of trial and error. This is where iteration comes in. Iteration means you’re constantly refining and improving your approach, learning from each step along the way. It’s about taking that first shaky step, then building on it until you’re standing strong.
Start Where You Are—Perfection Can Wait
The biggest mistake I see is people waiting until they feel “ready” before diving in. Here’s the thing: if you’re waiting to be fully prepared, you’ll be waiting forever. The first step to building confidence through iteration is just getting started—no matter how shaky that start might feel.
You might stumble on that first call or fumble through a pitch, and that’s okay. Every first step is a starting point, not a finish line. Embrace the fact that you’re in learning mode. With each call, each meeting, and each pitch, you’re learning and improving. Each “rough draft” is one step closer to the polished version.
Quick Tip:
Set a goal to complete a specific number of calls or pitches each week, not to be perfect but just to get the reps in. The more you get started, the sooner you’ll see improvement.
Embrace the “Messy Middle”
One of the hardest parts of iteration is the middle phase—the point where you’ve started, but things still feel awkward and unpolished. This is where many people give up, thinking, “Maybe I’m just not good at this.” But here’s the truth: the messy middle is where the real growth happens. This is where you’re getting feedback, adjusting your approach, and trying out new ideas.
In sales, the messy middle might look like a few days of more “no’s” than “yes’s” or struggling to find the right words. Instead of seeing this as a sign to quit, view it as part of the process. The more you push through, the more insight you gain into what works and what doesn’t.
Quick Tip:
After each call or pitch, jot down what felt strong and where you hesitated. Over time, these notes will help you see patterns and refine your approach.
Find Small Wins and Celebrate Them
When you’re in the early stages of iterating, it can feel like a series of small mistakes. But it’s also a series of small wins, and those wins are crucial for building confidence. Did you handle an objection better today than yesterday? Did you improve your opening line? Each one of these small improvements is a victory, and they add up quickly.
Celebrating these small wins reinforces the progress you’re making, which is essential for your confidence. Think of these small wins as stepping stones; each one takes you closer to a bigger achievement. Over time, they build up into a solid foundation of confidence that you can rely on.
Quick Tip:
At the end of each week, list three small wins you had in your calls or pitches. Recognize your progress, no matter how small it might seem.
Treat Feedback as Fuel
Iteration means learning from feedback, even when it’s tough to hear. Whether it’s constructive criticism from a colleague, a customer’s reaction, or even your own reflections, feedback is a goldmine for building confidence. Each piece of feedback is a chance to adjust, pivot, and make your next attempt better.
Rather than seeing feedback as criticism, view it as information to help you improve. With each adjustment, you’re refining your approach and building a stronger, more resilient sales method. Feedback isn’t a setback; it’s the exact thing that fuels your progress.
Quick Tip:
After a call or pitch, review what went well and what didn’t. Ask yourself, “What’s one thing I can do differently next time?” Treat it as a learning opportunity, not as something personal.
Practice, Reflect, Repeat
The best way to get better—and feel more confident—is to practice, reflect, and repeat. This iterative process keeps you moving forward, each time a little better than before. With each attempt, your confidence grows because you’re learning what works and what doesn’t.
Reflection is key here. After each call, presentation, or email, take a moment to review what you did well and what could be improved. It’s easy to go into autopilot, but taking time to reflect helps you see where you’re progressing and where there’s room for improvement.
Quick Tip:
Set aside five minutes at the end of each day for reflection. Ask yourself, “What did I learn today that I can use tomorrow?” This small habit can make a big difference in your growth.
Embrace the Learning Curve
Finally, remember that building confidence through iteration takes time. It’s not an overnight transformation. You’re not just changing your approach; you’re rewiring how you think, speak, and connect with prospects. Embrace the learning curve as a necessary part of growth. Every call, every pitch, and every piece of feedback is another step forward.
As you continue iterating, you’ll find that what once felt awkward or challenging now feels natural. You’ll start to see patterns and understand your strengths. And as you recognize your progress, you’ll feel that confidence building.
Quick Tip:
Remind yourself daily that confidence is built, not given. Each time you face a challenge, remember that you’re getting better, one step at a time.
Final Thoughts
Building confidence isn’t about making one perfect call or delivering one flawless pitch—it’s about consistently showing up, learning, and improving. Iteration is the journey that turns nervous beginners into seasoned pros. With each attempt, you’re gaining experience, refining your approach, and, most importantly, building a foundation of confidence that will support you throughout your career.
So, keep iterating. Each call, each pitch, each moment of reflection is bringing you closer to the confident salesperson you’re becoming. Embrace the process, celebrate the small wins, and remember that each step forward—no matter how small—is progress.
