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Uncertainty

The Life Between the Wins

I spent a long time waiting for things to fall into place before allowing myself to feel like things were going well. I am starting to realize how much life happens in between.

Jeff Kangar 7 min read

The Life Between the Wins

For a long time, I have been waiting for things to fall into place.

An answer. Some clarity. A breakthrough. A little more certainty. Something that would make me feel like I could finally exhale.

I do not think I realized how often I was doing it.

I would feel better when this thing worked out. I could relax when I knew what came next. I would enjoy myself once life felt a little more settled. I would be proud when there was something undeniable to point to.

When.

It is a dangerous word when too much of your happiness lives behind it.

Somewhere along the way, I had started treating my actual life like a waiting room.

Not intentionally. I was still living. Still traveling. Still exercising. Still eating good food, drinking good coffee, laughing, working, learning, and experiencing new things.

But underneath a lot of it was the same quiet question:

What happens next?

It is easy to convince yourself that this is just ambition.

Sometimes it is.

There is nothing wrong with wanting more from your life. I still do. There are things I am working toward that matter deeply to me. Things I want to build. Things I want to accomplish. Risks I want to see pay off.

I have not suddenly become less ambitious. If anything, I may be more ambitious now than I have ever been.

What is changing is the amount of authority I am willing to give the outcome.

Last month, I wrote about going a year without paying myself after deciding to build a company full time. I wrote it before knowing how the story ends because that was the only honest way I knew to write it.

I still do not know how the story ends.

There are questions I cannot answer yet. Things I want to happen that may or may not happen. Days when the future feels clear, followed by days when it does not.

But lately, I have been thinking less about the ending and more about what happens while I am waiting for it.

Because that part counts too.

Learning to appreciate Tuesday

There have been wins.

Some have been obvious. Others would probably seem insignificant to anyone who was not there for the work that came before them.

There have been losses too. Things I thought would happen that did not. Plans that changed. People who said no. Opportunities that looked promising until they disappeared. Moments when I felt certain about something and later learned that certainty had very little to do with what actually happened.

For most of my life, I think I have been good at sorting things into categories.

Progress or setback. Win or loss. Forward or backward.

But life is rarely that clean.

Sometimes the thing you thought was a loss creates room for something better. Sometimes the thing you celebrated becomes complicated later. Sometimes nothing particularly significant happens at all.

You just wake up and live Tuesday.

And I think I am finally learning to appreciate Tuesday.

The workout when nobody is watching. The coffee that is better than you expected. A meal good enough to make you put your phone down. A conversation that stays with you longer than you expected.

Walking through a neighborhood you have walked a hundred times and noticing something you somehow missed.

A moment that makes you forget, briefly, what you were worried about.

Sitting alone somewhere and realizing that being alone and being lonely are not the same thing.

Getting home after a long day and appreciating the quiet.

Going to sleep without having solved everything.

Waking up and trying again.

None of those things look particularly impressive on paper. They will not appear in a biography. Most will never be photographed. Some will be forgotten entirely.

And yet, increasingly, those are the moments that feel like life to me.

Not the space before life begins.

Life itself.

Ambition has a shadow side

I think I spent years training myself to measure progress through outcomes.

Get the degree. Get the certification. Get the job. Get promoted. Reach the next level. Build something meaningful. Prove that the risk was worth it. Figure out what comes next.

There is always another thing.

That can be a gift.

Ambition has pushed me into rooms I once could not imagine being in. It has made me take risks I probably would not have taken otherwise. It has made me attempt things before I knew whether I was capable of doing them.

I do not want to lose that part of myself.

But ambition has a shadow side.

You can become so focused on becoming that you forget to notice being.

You can spend years building a better life while repeatedly postponing your permission to experience the one you already have.

And the problem is that the finish line moves.

There is always another milestone. Another number. Another level. Another question. Another version of yourself that seems just a little more complete than the person you are today.

If happiness is always waiting there, you can spend a very long time chasing it without ever quite arriving.

Building a company has made this especially obvious to me. There is always another milestone, another uncertainty, another thing that could change the trajectory of a month.

The habit follows you

But this is not really a lesson about startups.

I have done the same thing at other points in my life.

Waiting for the promotion. Waiting for the next opportunity. Waiting to know where I would live. Waiting for a difficult period to end. Waiting for life to become more predictable.

The circumstances change. The habit does not.

The boring kind of consistency

That is part of why I have been thinking so much about consistency lately.

Not the dramatic kind. The boring kind.

Getting up and doing the work. Taking care of your body. Following through. Trying again after disappointment. Keeping promises to yourself when nobody else would know if you broke them. Showing up on days when there is nothing to announce.

There is something grounding about that.

I cannot control timing. I cannot control another person’s decision. I cannot make an opportunity arrive before it is ready. I cannot force clarity simply because I want it now.

But I can control whether I show up tomorrow.

I can decide what kind of person I am while I wait.

That distinction has become important to me because uncertainty can make you believe that nothing is happening.

Consistency reminds you that something is.

You are still becoming. You are still building. You are still living.

Sometimes that has to be enough for today.

I am also becoming less interested in turning every difficult experience into a beautiful lesson.

Some seasons are just hard. Some losses hurt. Some uncertainty is exhausting. Some things do not happen for a profound reason. They simply do not happen.

I do not think optimism requires pretending otherwise.

Seeing more good in my life does not require me to lie about the difficult parts of it. The two can exist at the same time.

I can be disappointed and still have had a good day.

I can be uncertain about the future and still enjoy dinner tonight.

I can want something badly and still be okay before I get it.

I can lose and still recognize that there is good in my life worth noticing.

That may be the biggest change for me.

The space between the wins

I used to think peace would come from solving enough problems.

Now I am starting to think peace comes partly from accepting that there will always be problems to solve, and refusing to make their disappearance a prerequisite for living.

There is still a future I am fighting for. There are still things I want badly. There are still outcomes that matter to me.

I am not trying to become indifferent to any of that.

I just do not want to reach the next win, look backward, and realize I treated everything before it as something I had to get through.

Because those months were not the prelude.

Those dinners mattered. Those conversations mattered. Those quiet mornings mattered. The people who showed up mattered. The places I saw mattered.

The work mattered even before anyone rewarded it.

The days mattered even when nothing changed.

And I mattered even when there was nothing new to prove.

I still want the wins.

When they come, I want to celebrate them fully. When the losses come, I want to let them hurt, learn what I can, and keep moving.

But I am trying not to confuse either one with the whole story anymore.

There is a lot of life happening around the outcomes.

Maybe most of it.

And lately, I have been getting better at noticing.

There are still questions I would love to have answered today. There are still things I hope work out.

But there is also a life happening before those answers arrive.

Mine.

And I do not want to miss it.

The space between the wins is not empty.

It is where almost all of life happens.


Notes from my own process of growth, healing, leadership, identity, and becoming.

If this stayed with you, these might too.