What I finally understood about failure after years of resisting it

I used to think failure meant I wasn’t good enough. That if I’d been smarter, more prepared, more disciplined, I would have avoided it altogether.

So I built my life around preventing it. I overprepared for client sessions. I rehearsed difficult conversations until they felt scripted. I said yes to opportunities I wasn’t ready for because declining felt like admitting weakness.

The irony? All that failure-avoidance made me rigid, exhausted, and frankly less effective at my work.

It took a workshop that went spectacularly wrong to crack that thinking wide open.

I’d designed a two-hour session on attachment styles, confident it would resonate.

Instead, participants looked confused. My examples fell flat. The energy in the room felt heavy and disengaged. I left feeling like I’d wasted everyone’s time.

But that failure became the catalyst for a complete redesign of how I teach.

I started asking participants what they actually needed instead of assuming I knew. I built in more space for questions. I stopped performing and started facilitating.

That workshop taught me more than a dozen successful ones ever had.

The stories we tell ourselves about setbacks

Here’s what I’ve noticed working with clients for over a decade: most of us have a mental script that turns every mistake into evidence of our inadequacy.

You mess up a presentation, and the story becomes “I’m terrible at public speaking.”

You have a fight with your partner, and suddenly it’s “We’re incompatible.”

You miss a deadline, and you’ve decided “I can’t handle responsibility.”

These narratives are persuasive because they feel true in the moment. But they’re also wildly inaccurate.

Failure isn’t a referendum on your worth. It’s feedback.

Sometimes it’s feedback about your approach. Sometimes it’s feedback about timing or fit or circumstances you couldn’t control.

But it’s rarely, if ever, proof that you are fundamentally broken.

I caught myself doing this after publishing my book. I’d check reviews obsessively, and any criticism felt personal.

One reader said the book was “too simplistic.” Another wanted more clinical theory. I spiraled into wondering whether I should have written it at all.

My spouse finally asked me a question that shifted everything: “What if those reviews are just telling you who the book wasn’t for?”

Not everyone will connect with what you create or how you show up.

That’s not failure. That’s specificity.

What happens when you stop avoiding the hard stuff

I used to counsel clients to set boundaries, but I was terrible at it myself.

I’d agree to last-minute sessions, accommodate scheduling chaos, and answer emails at all hours.

I told myself I was being helpful. Really, I was afraid of disappointing people.

The turning point came during a period of burnout.

I was running on fumes, snapping at my partner, and dreading my calendar. Something had to give.

I started saying no. Not harshly, but clearly. “I can’t take that on right now.” “That won’t work for my schedule.” “I’m going to pass.”

The first few times felt awful. I braced for backlash, for people to think I was selfish or difficult.

But mostly, people just said “okay” and moved on. The world didn’t collapse because I protected my time.

What I learned is that avoiding discomfort doesn’t make you safe. It just keeps you stuck in patterns that slowly drain you.

Now I teach clients to practice direct but kind refusals.

The resistance is always the same: “But what if they get upset?” My response: “What if they do, and you handle it anyway?”

How I learned to track what actually matters

For years, I measured progress by how I felt.

If I finished a session and felt energized, I decided it went well. If I felt drained or uncertain, I assumed I’d failed.

Feelings are terrible metrics.

Some of my best clinical work happened on days when I felt like I was fumbling through. Some of my least effective sessions felt smooth in the moment but didn’t create lasting change.

I started tracking progress differently.

Did the client leave with a specific action step? Did they name one insight they hadn’t had before? Did they practice a new behavior between sessions?

These small behavioral metrics told a more honest story than my inner critic ever could.

I do something similar in my own life now. At the end of each day, I write down three wins and one lesson.

The wins don’t have to be big. Maybe I set a boundary without apologizing. Maybe I took a full lunch break instead of eating at my desk. Maybe I asked for help instead of white-knuckling through something alone.

The lesson is whatever I’d do differently or something I noticed about myself.

Not in a punishing way. Just with curiosity.

This practice has done more to build my resilience than any motivational quote or productivity hack.

It trains you to see progress even when things feel messy.

Why failure makes better teachers than success

I learned more about intimacy from navigating a difficult year in my marriage than from all the years when things felt easy.

My partner and I went through a stretch where career demands outpaced connection.

We were polite roommates managing logistics. The warmth between us had gone quiet.

We could have kept going like that, telling ourselves it was just a busy season.

Instead, we acknowledged it wasn’t working. We started scheduling intentional time together.

Not elaborate dates. Just an hour on Sunday mornings to talk without distractions.

We rebuilt intimacy slowly, through small daily repairs.

That experience made me a better counselor.

I stopped assuming connection happens automatically in long-term relationships. I started teaching couples to schedule time for each other the same way they’d schedule a meeting.

Failure exposes the gaps in your understanding. Success lets you believe you’ve figured it all out.

I see this with clients who avoid conflict because they’re afraid of saying the wrong thing.

They think silence protects the relationship. But avoidance just builds resentment.

When they finally risk the hard conversation and it goes poorly, that’s when the real learning starts.

They see what triggers them. They notice their defensive patterns. They realize their partner isn’t actually a mind reader.

Those are the sessions where growth happens.

What changes when you stop keeping score

Early in my marriage, I kept a mental tally.

I did the dishes, so he should do the laundry. I initiated plans, so he should initiate next time. I stayed calm during an argument, so he owed me an apology.

This scorekeeping made me resentful and exhausting to be around.

What shifted things was learning to make clear requests instead of waiting for him to guess what I needed.

“I’d appreciate it if you could handle dinner tonight” is so much more effective than silently fuming when he doesn’t.

I practice this with clients too. Resentment is almost always a sign of unexpressed needs.

When someone tells me they’re frustrated with a colleague or partner, I ask: “Have you told them what you need?”

The answer is usually no.

We expect people to know what we want without us saying it. When they don’t deliver, we treat it as failure on their part.

But mind-reading isn’t a reasonable expectation.

This doesn’t mean lowering your standards. It means being specific about what those standards are.

The small practice that rewired my relationship with mistakes

A mentorship early in my career taught me something I use every single day: humility accelerates growth.

My mentor would say, “Tell me what went wrong before you tell me what went right.”

It forced me to name my mistakes out loud without softening them or making excuses.

At first, it felt vulnerable. But over time, it became freeing.

When you’re honest about your failures, you stop spending energy hiding them. You can focus on fixing them instead.

I use this in my monthly personal retrospectives now.

I review what worked and what didn’t. Not to grade myself, but to notice patterns.

Am I overcommitting again? Am I avoiding a conversation I need to have? Am I letting perfectionism slow me down?

These reflections keep me from repeating the same mistakes on autopilot.

I also started keeping a resource library with handouts on boundaries, attachment styles, and repair scripts.

Every time a client struggles with something, I build a tool to address it.

My failures as a counselor have directly shaped what I offer.

Final thoughts

Failure isn’t something you overcome once and never deal with again.

It’s a constant companion if you’re doing anything that matters.

The difference is in how you relate to it.

You can treat it as proof that you’re not enough, or you can treat it as information.

I’m not suggesting you celebrate every mistake or pretend setbacks don’t sting. They do.

But resisting failure keeps you small. It keeps you playing it safe, avoiding risk, and ultimately learning less.

What I finally understood after years of resisting it is this: failure isn’t the opposite of success. It’s part of the process.

The workshop that went wrong taught me how to teach better. The burnout taught me to set boundaries. The difficult year in my marriage taught me that love requires maintenance, not just feeling.

None of those lessons came from getting it right the first time.

So if you’re in the middle of something that feels like failure right now, I won’t tell you it’s all going to work out perfectly. I don’t know that.

But I do know this: you’ll learn something you wouldn’t have learned any other way.

And that’s worth more than avoiding the discomfort ever could be.

Picture of Tina Fey

Tina Fey

I've ridden the rails, gone off track and lost my train of thought. I'm writing to try and find it again. Hope you enjoy the journey with me.

TRENDING AROUND THE WEB

If people seem interested at first but then ghost you, you’re probably doing these 8 things without realizing it

If people seem interested at first but then ghost you, you’re probably doing these 8 things without realizing it

The Vessel

Psychology says people who did homework without Google developed these 7 problem-solving abilities that AI-dependent generations will never build

Psychology says people who did homework without Google developed these 7 problem-solving abilities that AI-dependent generations will never build

Global English Editing

Psychology says people who turn down the TV or radio volume when someone starts talking display these 9 awareness traits most people never develop

Psychology says people who turn down the TV or radio volume when someone starts talking display these 9 awareness traits most people never develop

Global English Editing

The hardest truth about toxic relationships: you often don’t see it until you’re already out

The hardest truth about toxic relationships: you often don’t see it until you’re already out

The Vessel

Your content, their dataset: Rethinking what we owe the platforms we build on

Your content, their dataset: Rethinking what we owe the platforms we build on

The Blog Herald

9 things people do when they’re deeply lonely but have convinced themselves they just prefer being alone

9 things people do when they’re deeply lonely but have convinced themselves they just prefer being alone

Global English Editing