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Stop Waiting to Live | Reflections from a Leadership Coach

  • Jun 22
  • 3 min read

Updated: 3 days ago

Charmaine Kissmann, leadership coach and founder of Caihan Strategies, smiling outdoors

For most of my life, I believed some version of the same story:


Work hard now. Enjoy life later.


There was always something that needed to be done first. A deadline. A project. A financial

goal. A family responsibility. A problem to solve.


I wasn't unhappy. In many ways, I was successful. I built a career I was proud of, raised two

remarkable children who continue to inspire me with the people they have become, and

developed a reputation as someone who could be counted on. If there was a challenge, I

would figure it out. If something needed fixing, I would step in.


The problem wasn't that I wasn't living.


The problem was that I was always postponing parts of my life until everything else was

finished.


Eventually, I realized something simple but profound:


"Finished" never comes.


There is always another project, another goal, another responsibility waiting around the

corner.


For years, I treated life like something that would begin once I had completed my to-do list.


Then I started asking a different question:


What if life isn't waiting on the other side of accomplishment?


That question changed everything.


Like many people in midlife, I found myself re-evaluating what mattered. Not because my

life was falling apart—quite the opposite. From the outside, things looked good.


But I began to wonder whether I was spending so much time building a life that I had

forgotten how to actually live it.


What surprised me most was what happened next.


I expected clarity.


Instead, I found confusion.


Once I decided I wanted to stop simply achieving and start living more intentionally, I ran

into an uncomfortable truth:


I didn't actually know what I wanted.


For decades, my focus had been on the next goal, the next challenge, the next problem to

solve. When I tried to imagine what I wanted beyond achievement, I felt oddly lost.


I spent two years reading books about purpose, mindset, and creating the life you want.



Everywhere I looked, I saw the same advice:


"Get clear on what you want."


But my question was different:


"What if I don't know?"


That realization became the beginning of a new journey.


Not a dramatic reinvention. A recalibration.


I started paying attention to my health. I changed my relationship with alcohol. I began

training for adventures that once felt unrealistic, including climbing Mount Kilimanjaro. I

enrolled in coaching training and started exploring a future that combines leadership,

learning, technology, and human development.


Most importantly, I began paying attention to the diFerence between achievement and

fulfillment.


Achievement matters.


Goals matter.


Ambition matters.


But crossing things oF a list is not the same thing as feeling alive.


And I've learned that deciding to live diFerently is much easier than rewiring decades of

conditioning.


I still catch myself chasing productivity instead of presence.


I still struggle to do things that are purely for enjoyment, with no measurable outcome

attached.


I still find myself believing that one more accomplishment will finally create the feeling I'm

looking for.


Old habits run deep.


But I've stopped waiting for some future version of life to begin.


I've taken the first step.


And then another.


And another.


Today, my work as a coach is rooted in the belief that many capable, successful people are

asking themselves the same questions I was:


What matters most to me now?


What am I postponing?


What would change if I stopped waiting for permission?


I don't have all the answers.


I'm still on the journey myself.


But I keep returning to the same reminder:


Life is happening now.


Not when everything is finished.


Not when you have it all figured out.


Not someday.


Now.


My hope is that you don't wait until everything is done before you let yourself live.


Take one small step toward the life you want.


You don't need the whole map.


You just need to begin.

 
 
 

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