When It’s Time to Let Go: Coaching a Founder Through the Hardest Goodbye

LETTING GO of something you CREATED—something that carries your fingerprints, your late nights, your heart—is one of the HARDEST things a LEADER will ever DO.

I had the privilege of walking with a nonprofit founder through the most courageous decision of her leadership life: stepping away after 15 years.

This organization wasn’t just a job to her. It was her baby. Her calling. Her identity in many ways. She had birthed it, grown it, led it, sacrificed for it, fought for it. For over a decade, her life had been wrapped up in it. And slowly, quietly, it had also begun to take from her—mentally, emotionally, physically. It was affecting her health, her joy.

She knew it was time. But knowing and doing are two very different things.

We spent several months having honest conversations—sometimes hopeful, many times challenging—about how to decouple from what had become part of her. Not because it was bad. But because it was no longer hers to carry. Her heart had begun to dream in new directions. The fire that once fueled her now flickered. She had run out of steam.

And yet… courage began to emerge.

  • Courage to assess her mental and emotional health honestly.
  • Courage to say, “I need to breathe again.”
  • Courage to loosen her grip—not out of bitterness, but with blessing.

She didn’t storm out. She didn’t burn bridges. She didn’t walk away with resentment. Instead, she handed off the mission with integrity, with an open hand and a clear heart. She honored what was. She honored the people who had journeyed with her. And she honored herself by listening to voice CALLING her toward something new.

There are many ways to leave. Some are loud and painful. Others are quiet and courageous.

This leader chose the brave path. And now? She’s lighter. More joyful. Her family feels it. Her friends see it. And her vision for the future is expanding.

If you’re a founder or leader who’s sensing that it might be time to let go, let me say this clearly:
You are not a failure. You are not giving up. YOU ARE GROWING FORWARD.
You are not abandoning your creation. You are entrusting it.
And that may be the most powerful act of leadership you’ll ever make.


Ready for a Courageous Conversation?
If this story resonates with you and you’re wondering what’s next in your leadership journey, let’s talk. I work with leaders like you who are navigating transitions with integrity, clarity, and courage. You don’t have to do it alone.

👉 Schedule a free discovery call with me.
👉 Or visit www.scott-lowe.com to learn more about coaching for founders and leaders in transition.


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