Issue 94, May 6th, 2026

CAREER PATH WISDOM

HOW TO BOOST YOUR CONFIDENCE – THREE PRACTICAL TIPS 

If you struggle with self-confidence, allow me to let you in on a not-so-secret secret: so does everyone else. It’s a misconception that confident people always feel certain. They may do a better job of masking their self-doubt, but it’s still there. 

 

Over the course of our careers, we all face many types of circumstances that involve uncertainty or put us outside our comfort zones, such as new roles, unfamiliar problems, first-time tasks, or difficult conversations.


It’s tempting to shy away from these moments, but if we waited until we were completely confident before facing such situations, we'd never actually move forward and gain the experience that provides the confidence we want. 

 

Importantly, confidence isn’t certainty. It’s the trust in your ability to figure things out – to learn, adapt, and response – even when you’re uncertain or scared. It starts with the belief that your perspective has value. And it grows through experience and evidence, not just positive thinking. 

 

So the real question becomes: How do we deliberately build that evidence? Here are three practical ways, all things you can start doing right away. 

 

1. Build Competence 

The first, most reliable, and most obvious source of confidence is competence. Confidence grows when we know our stuff. Think about the difference between walking into a meeting when you haven’t prepared versus when you deeply understand the issue being discussed. When you know your subject, your brain has evidence that says: “I belong here.” 

 

So how do you build competence? Here are some simple suggestions: 

  • Ask someone who is strong in an area to share their tips, or even ask them to help you
  • Prepare thoroughly, whether for a meeting, task, project, or whatever 
  • Keep learning, whether in an educational sense, from experience, or from exposure to others. This is the 3 E’s framework of development. Some people add a 4th E – environment – which is about putting yourself in the right setting to learn and grow 
  • Seek feedback and keep improving your skills 

 

2. Take Small Risks 

You can also build confidence is by taking small risks. Action builds confidence. Yes, you may find yourself outside your comfort zone. You won’t feel competent in the moment, but you will build competence over time. Every time you take a small risk and survive it, your confidence grows. 

 

Examples of small professional risks might include: 

  • Sharing an idea in a meeting, or even just speaking up
  • Making an adjustment to how you approach a task where you want to improve
  • Volunteering for a stretch assignment
  • Sharing difficult feedback with a work colleague who is unlikely to overreact

 

At first, these things can feel uncomfortable. But over time, they become normal. As author Susan Jeffers once said: “Feel the fear and do it anyway.” And remember that confidence doesn’t mean the absence of fear. It means acting despite it. 

 

3. Reframe Failure 

A third key to building confidence is to reconsider how we think about failure. One of the biggest obstacles to confidence is the fear of getting something wrong. But every successful individual has a long list of things that didn't work the first time.

  • Presentations that fell flat 
  • Ideas that got rejected 
  • Projects that struggled
  • And many more 

 

Confident people don’t avoid these experiences. They choose to interpret them differently. 

Instead of thinking, “I’m a failure”, they ask, “What can I learn from this?” You may be familiar with the example of Thomas Edison that captures this mindset. When he was asked about his failed attempts to invent the light bulb, he said: “I haven’t failed. I’ve just found 10,000 ways that won’t work.” When we treat mistakes as learning experiences, we remove one of the biggest barriers to confidence. 

 

So, boost your confidence by (1) building competence, (2) taking small risks, and (3) reframing failure. You've got this! (Those are words of encouragement to help build your confidence.)



JR and the PathWise team

WHAT’S ON IN OUR MEMBER COMMUNITY

May 4 – PathWise-Aspire Program Kick-Off! For those of you in the PathWise-Aspire program, the first “semester” of our training program kicked off this week! As a reminder, we’re offering two options for you: Starting Off Strong and Plotting Your Path. Details will be available to you in the Aspire Program area of the member community. 

May 4 – Podcast: EPISODE 200! Why Rest is the Ultimate Performance Tool, with Nathalie Walton. Nathalie is the General Manager of BetterSleep, the #1 sleep app (with an impressive 55 million downloads!). She discusses why sleep is so crucial to workplace performance and shares her broader journey, which includes having founded and sold a prior company focused on supporting women through pregnancy after experiencing a life-threatening one herself. Available here. 

May 4 – Resources: Burnout. Now recognized by the World Health Organization as a condition, burnout affects many of us at some points in our professional journeys. What makes burnout particularly tricky is that it can sneak up on you, right up until the point you hit a wall. We’ll cover drivers of burnout, symptoms, how to address it, and how to prevent it. Posts daily on LinkedIn and available in the A to Z Guide in the PathWise Member Community. 

May 7 – Ask Us Anything, and Discussion on Burnout. We’ll be online to take your questions at 10am Eastern. Join us! (requires membership). 

May 11 – Podcast: The Hidden Cost of Loneliness at Work, with Tracy Brower. Tracy makes her second appearance to discuss her new book, Critical Connections, which focused on the importance of community in both our personal and professional lives. Whether you’re a leader or an individual contributor, this episode is packed with great insights on why forming relationships feels harder than ever and what you can do about it. Available here. 

May 11 – Resources: Candor. How do you speak truth to power, share difficult feedback, and stand up for yourself in the right way? Finding the right balance of candor, without being too “hard” or too “soft”, can be challenging. We’ll share our thoughts on how to practice the right kind of candor. Posts daily on LinkedIn and available in the A to Z Guide in the PathWise Member Community.


May 11 – Office Hours: Future-Proofing Your Career. The world is changing faster than ever, and it’s not just about artificial intelligence (AI). At the same time, we’re all living longer, which means we’re going to be working longer as well. Staying on top of trends, continuing to invest in your skills, and remaining relevant is critical if you want to future-proof your career. We'll cover ways to do that in this session. Register here! 

May 14 – Ask Us Anything and Discussion on Candor. We’ll be online to take your questions at 10am Eastern. Join us! (requires membership). 

May 18 – Resources: Capability. Building capabilities is important both at the personal level and at the organizational level. Developing, honing, and adapting them to changing conditions keeps you relevant in a constantly changing world. We’ll help you learn how to build your capabilities in a sustained fashion. Posts daily on LinkedIn and available in the A to Z Guide in the PathWise Member Community. 

May 18 – Office Hours: Influence. Influence is critical to building strong relationships, getting things done, and amassing power. But how do you build influence? We’ll share our thoughts and discuss the research done on this topic in this session. Register here!

If you haven’t signed up yet for our member community, do it today! You can keep your free membership or upgrade to one of our paid member tiers. Sign up here.

 

Know others who need career support – and don’t we all? Send them this newsletter and encourage them to check us out!


And please give us your feedback, on this newsletter and PathWise more generally! You can drop a suggestion in the Suggestion Box in the new member community or email us at info@pathwise.io.

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