Burnout and Regret: The Story of Never Settling
A former lawyer’s reflection on burnout, regret, and the exhaustion of never finding the right path.
This is part of a series of unfiltered essays about survival, false starts, and the stories we carry when the path disappears beneath us.It’s about burnout, caretaking, loss, and the quiet grief of becoming someone you never meant to be. No edits. No polish. Just truth.Content note: This piece includes themes of burnout, disability, grief, and emotional exhaustion.Photo by Mizuno K courtesy of Pexels.
Sometimes life isn’t a straight line. It’s a tangle of false starts, half-finished plans, and the quiet grief of always being halfway to something else.
We’re told to specialize. Focus. Commit.
But what if you can’t?
What if you start down ten paths, finish none, and find yourself burned out before you ever really begin?
This is my story.
The House That Broke First
I knelt on the rough, grimy floorboards, trying to install a dishwasher in the house I’d bought — and would eventually lose. The screwdriver slipped from my fingers, black with dirt. Behind me, the fridge hummed quietly. In front of me, mold spread along a wall I didn’t have the money to repair.
Bare copper wire ran through a hole in the floor like a warning. Fifty years of dust surrounded it.
Upstairs, my mother slept. At thirty-nine, I was exhausted, but I kept pretending I wasn’t.“I was exhausted, but I kept pretending I wasn’t.”
And for a moment, I didn’t just wonder if the house was falling apart — or if I was.
Around the same time as I bought the house, I got my dog — a now 65-pound lab mix, eight months old when she came home with me. She wasn’t small or scrappy, but steady. A quiet presence in the chaos.
I tried to fix the house, rewired outlets, patched walls. I tried to fix myself.
But the cracks were too deep.
I couldn’t keep it. Couldn’t keep pretending. So I let it go. Or maybe it let go of me.
The Dog Who Stayed
When everything was falling apart — the surgeries, the pain, the house slipping away — she stayed.
She didn’t care about my setbacks or the weight of failure. She never judged my silence or the days I barely left the couch.
She just showed up. Waiting by the door. Sitting quietly at my feet. Reminding me someone depended on me.
Her presence wasn’t a cure. She didn’t fix the pain or erase the doubts.
But she gave me a reason to keep moving, even when I wanted to stop.
In a life of uncertainty, she was a constant.
Not a solution. Not an answer.
Just something that stayed.
And sometimes, that was enough to try again.
The False Starts
I never picked one path. I dropped out of high school. Got my GED. Went to college, then law school. Passed two bar exams. Practiced. Burned out. Started businesses. Shut them down. Learned guitar, drums, violin. Built computers. Rewired homes. Gave everything a shot.
Everything stuck just long enough for me to believe, maybe this is it.
And then it wasn’t.
There are days I wonder what would’ve happened if I had just picked something — anything — and stuck with it.
But I didn’t. I picked twenty things. None stuck. But they all left a mark.
Practicing law felt like a victory until it completely drained me.
The Mask I Wore
I only learned the term “imposter syndrome” recently. It’s supposed to be for high-achievers — self-doubt despite success.
But what if the doubt isn’t lying?
What if it’s the one thing telling the truth?
I never felt like a real lawyer. I was the IT guy, the emotional sponge, the fixer. I replaced lightbulbs between depositions. I helped people grieve between client meetings.
After a courtroom battle one day, I got in the elevator with opposing counsel. The air was tense, charged. I expected anger. Violence even. But I didn’t feel anything.
Not fear. Not pride. Not even relief.
Just vacancy. A hollow version of myself still playing the part.
That’s the worst part of imposter syndrome — when the mask isn’t for others anymore. It’s for you.
The Quiet Break
The real break came later.
I was parked outside a doctor’s office, holding a report in my lap. Another foot surgery. A revision — the kind they do when the first one fails.
Something in me just broke. No tears. No panic. Just the heavy silence of a life that won’t hold together anymore.
And I called him.
My boss. The man I worked for — the one who called me “family” when it suited him, and forgot the word when it didn’t. He had a way of making you feel chosen, like you mattered — until you realized you were just useful. Disposable.
I broke down on that call. I completely unraveled.
He told me to take the day. I don’t know what I expected. Maybe something human.
But that was the moment I knew:
I didn’t belong there.
I never had.
And still, the breaking kept going.
After the injury. After my mom moved into assisted living. After the house stopped being a home and became just another place I couldn’t hold. I’d find myself standing in the doorway of her old room, alone in that quiet, crumbling space. The silence was louder than anything. I cried — not just for the pain or the loss, but for the guilt.
I didn’t just feel like I failed her. I felt like I was a failure. Every time I’d walked into her old room, it was a reminder of another version of my life that had slipped away. I was supposed to protect her. Be strong. Be stable. Instead, I was broke, broken, and walking in circles around a house I couldn’t keep.
Holding the Mess
I couldn’t stand myself — what I’d become, what I’d lost, what I’d done with the chances I was given.
There were nights I’d collapse on the couch, not because I wanted to die, but because I didn’t know how to keep going.
These days, I write. That’s what stuck — at least for now.
I try to give shape to the mess I lived. To hold the broken pieces without pretending they’re whole. Writing isn’t a cure. It’s not a fix or a finish line. But it’s something I can hold onto — a way to make sense of the fractures and false starts, to give meaning to the mess. Maybe that’s enough for now. Maybe that’s all I need to keep going, even when everything else feels broken.“Writing’s not a cure, but it’s something I can hold onto.”
What false starts have shaped your path? Share your story below.
Dan writes about survival, resilience, and rebuilding a life from the wreckage. He believes our most broken stories are often the most human. You can support his writing and recovery journey by clicking here.
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Burnout and Regret: The Story of Never Settling was originally published in We Are Unquiet on Medium, where people are continuing the conversation by highlighting and responding to this story.