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I Made A Mistake Taking This Job

At some point, nearly every new nonprofit leader has the same quiet thought:   Maybe I’m not cut out for this.

It often shows up after the excitement of a new role fades and the reality of leadership sets in. The meetings are harder than expected. Team dynamics are messy. The work you thought would be strategic turns out to involve a lot of conflict management and emotional labor.

And if it’s your first leadership role, the feeling can be even stronger. You might look at your team, especially one that’s already struggling or “unruly,” and think: I made a mistake taking this job.

Before you make that conclusion, it’s worth understanding something about leadership that people rarely talk about openly.

Leadership Feels Hard Because It Is

Most professionals spend years developing expertise in their field before becoming leaders. They learn programs, systems, policy, fundraising, advocacy, or service delivery. Then one day they’re promoted or hired into management and suddenly the job changes entirely.

Instead of managing work, they’re managing people. And people are complicated.

Every team includes personalities, histories, frustrations, and unspoken dynamics that existed long before the new leader arrived. When you inherit a team that already has tension or discipline issues, you’re not starting with a blank slate. You’re stepping into a story that has been unfolding for years.

That’s difficult for even experienced leaders. For someone doing it for the first time, it can feel overwhelming.

Feeling Uncertain Doesn’t Mean You’re Failing

Many new leaders assume that if leadership feels uncomfortable, they must not be good at it. The opposite is often true. The people who worry about being good leaders tend to be the ones who care deeply about doing right by their teams. They are paying attention. They are reflecting. They are trying to understand the dynamics around them.

Those instincts matter far more than natural charisma or authority. Leadership is not something most people are born knowing how to do. It’s something they learn through experience, feedback, and yes, a few difficult seasons.

Start With Observation, Not Fixing

When a team is struggling, new leaders often feel pressure to “fix everything” quickly. That instinct can actually make the situation harder. Instead, begin with observation.

Ask yourself:

  • What behaviors are actually causing problems?
  • Are the expectations for the team clear?
  • Are there informal leaders influencing the group dynamic?
  • What patterns existed before you arrived?

Untangling team culture takes time. It rarely changes because of a single conversation or policy shift. Sometimes the most important leadership skill early on is simply listening and learning the landscape.

Lean on the People Around You

You mentioned that you respect and trust your CEO and fellow directors. That’s a powerful asset. 

Leadership should not happen in isolation.

Talk to them. Ask questions about the team’s history. Seek their perspective on what has worked or failed in the past. Experienced leaders often recognize the struggles new managers are facing because they went through them themselves. Good organizations want new leaders to succeed, not struggle silently.

Focus on Small Wins

When everything feels complicated, it helps to narrow your focus. You don’t have to solve every team dynamic immediately. Instead, aim for small, consistent improvements:

  • Clarify expectations for your team
  • Follow through on commitments
  • Address issues early and calmly
  • Recognize positive behavior when you see it

Over time, those small actions begin to shift culture.

Give Yourself Time

Leadership is not mastered in the first few months. In fact, many experienced executives will tell you that their first year leading people was one of the hardest professional transitions they ever made. It takes time to develop confidence, judgment, and communication style. The discomfort you’re feeling right now may not be evidence that you’re the wrong person for the role. It may simply be evidence that you’re learning how to lead. And that process rarely feels easy while you’re in the middle of it.

Contact the Nonprofit Snapshot

Leadership is a skill that develops over time, and support can make that journey much easier. The Nonprofit Snapshot works with nonprofit leaders to help them navigate challenges, strengthen their leadership approach, and build healthier teams. Please share your questions and comments on our Nonprofit Snapshot page on LinkedIn.