How to Lead with Confidence in Challenging Times

Leadership, Emotional Intelligence, Growth Mindset
Wooden people figures on wooden background. Career growth, development and leadership

Leadership looks deceptively simple when the seas are calm and the skies are clear. But throw in a few surprise storms, and suddenly, your confidence can feel as shaky as an umbrella in a hurricane. If you’ve ever wondered how to remain steady at the helm when the going gets tough, you’re in the right place. In this blog post, I’ll explore how to lead with confidence in challenging times, featuring tips, strategies, and real-life stories from my own experience.

Why Confidence Matters

1. Inspires Trust

When you display confidence—especially under pressure—people notice it. It’s contagious. They are more likely to trust your judgment and follow your lead. This trust becomes the binding force that unites your team when circumstances threaten to fall apart.

2. Encourages Resilience

Confident leaders establish the mindset for how challenges are perceived. By managing adversity with composure, you demonstrate to your team that setbacks are simply stepping stones to success, rather than insurmountable obstacles.

3. Boosts Morale

A confident leader uplifts team morale. Your assurance acts like a beacon in the darkness—steering and comforting everyone that they are on a path toward a brighter future.

My Personal Experience: Overcoming Setbacks

When I first stepped into a leadership role at an investment company I worked many many years ago, I experienced a major delay on one of our targets that nearly toppled the company’s quarterly goals. Sounds dramatic? It was! Our entire team felt uncertain about how the setback would affect our future, and our morale dipped. What a great way to start your first leadership role, no? After the initial “oh-shit” moment, I started thinking about the things we can control and I put these on a list to help us get out of that unfortunate situation. Here’s how we dug ourselves out of the hole:

  1. We Quickly Assessed the Situation: I always work better under pressure and my mind focuses on what needs to be done asap. We conducted an impromptu audit of the team’s resources and timelines.
  2. We Communicated with Clarity: We got the team together in an impromptu meeting to explain the delay, the new timeline, and how everyone’s roles would shift.
  3. Empower the Team: I asked each of my team members to propose creative solutions and recognized any brilliant ideas that came forward.

These steps helped me restore my team’s confidence in the strategy—that we put together collectively. While the eventual fix wasn’t perfect, it turned out to be successful because the team pulled it off together. 

Key Strategies for Leading with Confidence

Communicate Consistently

Why it Matters: Communication is the lifeline of any organization, especially when facing uncertainty.

How to Do It:

  • Set Regular Check-Ins: Weekly or even daily stand-ups can keep everyone informed.
  • Use Multiple Platforms: Email, Slack, quick coffee chats—meet people where they are.
  • Encourage Openness: Foster an environment where questions and concerns are welcomed.

Pro Tip: I found that short “ask-me-anything” sessions each Friday helped my team clarify doubts and feel more involved in decision-making.

Foster a Growth Mindset

Why it Matters: Adopting a growth mindset can help you and your team see challenges as opportunities.

How to Do It:

  • Celebrate Small Wins: Recognize progress, no matter how small, to maintain momentum.
  • Promote Learning: Encourage your team to take online courses, attend workshops, or explore mentorships.
  • Stay Flexible: Plans will change. Leaders who adapt quickly set the tone for resilience.

Pro Tip: We do weekly brainstorming sessions to explore new ideas without fear of failure, which can lead to innovative solutions and a more confident approach to problem-solving.

Leverage Emotional Intelligence

Why it Matters: Leading with emotional intelligence (EQ) helps you understand how others feel, creating a more supportive environment.

How to Do It:

  • Practice Active Listening: Let your team members know they’re heard and valued. I admit, that this is a work in progress for me. 
  • Empathize: Recognize stressors—both personal and professional—and offer help when possible.
  • Self-Regulate: Keep your own emotions in check to create a stable environment. Another work-in-progress moment for me. A good friend of mine who is also my life coach told me to count to 10 before I react to something that I don’t want to hear… It works a lot of times and I can tone down my reaction, but there is always that one situation where I remember that I should not immediately react three seconds in my reaction… A work in progress like I said. 

Pro Tip: I once had a valued team member struggling to balance work and caregiving responsibilities. This team member loved to come to work and it was a top performer. By offering flexible hours and moral support, we kept this person engaged and appreciative, reinforcing the trust needed for confident leadership.

Own Your Mistakes

Why it Matters: No leader is immune to making mistakes. Being transparent about them shows humility and builds credibility.

How to Do It:

  • Acknowledge the Error: Own up quickly. Hiding mistakes undermines trust.
  • Offer Solutions: Identify how you’ll fix the issue and prevent it from happening again.
  • Reflect: Use the experience as a learning opportunity to hone your leadership skills.

Pro Tip: I once miscalculated a budget projection that affected the entire marketing for our last quarter of the year. After a sleepless night, I found the mistake, and I was able to correct the projected figures. I presented a new plan and admitted to my mistake, while I wanted the earth to open up and swallow me at the same time. I was able to turn a near-fiasco into a lesson in adaptability. Believe me, I did not make that mistake again!

Cultivate a Strong Support System

Why it Matters: Even the most confident leaders need a reliable sounding board.

How to Do It:

  • Seek Mentors: Find people who have successfully navigated challenges similar to yours.
  • Build Peer Networks: Lean on colleagues for insights, problem-solving, and support.
  • Encourage Team Collaboration: Create opportunities for cross-functional teamwork to spark innovation and camaraderie.

Pro Tip: I work in the construction industry in a leadership role at a restoration company. Not a career move that I saw coming 20 years ago… I credit much of my confidence to our mentors and a leadership circle I joined early in my career. Sharing struggles and success stories helped me see problems from different angles—and find solutions faster.

Practical Tips for Immediate Implementation

  1. Create a “Confidence Journal”: Jot down daily challenges, how you addressed them, and lessons learned. Over time, you’ll see patterns and growth.
  2. Practice “Confident” Body Language: Stand up straight, maintain eye contact, and speak with clarity. Sometimes, “fake it till you make it” can work wonders.
  3. Set Micro-Goals: Breaking big challenges into small tasks boosts morale and builds momentum.
  4. Hold Team-Building Sessions: Fun quizzes, short workshops, or volunteer projects can help the team bond and feel more unified.
  5. Schedule “Reflection Breaks”: Take short moments to breathe, reset, and evaluate if your approach aligns with your goals.

 

Recommended Reading & Training Resources

Building your leadership confidence is an ongoing journey. Here are some resources I have found useful:

  1. Dare to Lead” by Brené Brown
    • Explores the power of vulnerability, empathy, and authenticity in leadership.
    • Ideal if you want to cultivate a culture of open communication and courage.
  2. Mindset: The New Psychology of Success” by Carol S. Dweck
    • A foundational read on fostering a growth mindset.
    • Offers practical advice on turning failures into stepping stones for success.
  3. The Confidence Code” by Katty Kay & Claire Shipman
    • Delves into the science and art of confidence—especially relevant for women leaders, though universally applicable.
    • Great for actionable insights on how to step out of your comfort zone.
  4. Leaders Eat Last” by Simon Sinek
    • Focuses on creating an environment of trust and cooperation.
    • Packed with real-world examples that highlight how confident leadership can transform team dynamics.
  5. Leadership Courses on LinkedIn Learning
    • Quick, high-quality lessons on specific leadership topics such as communication, emotional intelligence, and strategic thinking.
    • Offers completion certificates to showcase your newfound skills.
  6. Coursera’s “Leading Teams: Building Effective Team Cultures
    • A course offered by the University of Illinois at Urbana-Champaign.
    • Perfect if you’re looking for a more structured approach to honing your leadership style.

Conclusion

Leading with confidence in challenging times isn’t about never feeling uncertain—it’s about knowing how to navigate uncertainty with composure, adaptability, and empathy. From my early career hiccups to my current, more seasoned approach, the constant thread is a commitment to communicating effectively, learning from mistakes, and inspiring trust. By adopting these tactics, you’ll not only steer your team through rough waters but also emerge stronger and more resilient on the other side.

Ready to Level Up Your Leadership?

Continue exploring the resources and strategies above, because the journey to confident leadership is ongoing—just like those plot twists life never fails to deliver!