Why You Feel Like You Haven't Achieved Anything (Even Though You Have)

Editor's Note: This post was originally published in September 2024 and updated in December 2025 to reflect my work with women entrepreneurs trapped by their own success.

Ever find yourself at the end of a busy day, exhausted but feeling like you haven't actually achieved anything?

Despite being constantly busy. Despite checking things off your list. Despite people telling you how accomplished you are. Despite running a successful business.

You can't shake the feeling that it's not enough.

Here's the truth: your brain is lying to you.

And these lies are one of the reasons successful women entrepreneurs end up trapped. No matter how much you accomplish, it never feels like enough — so you keep pushing, keep achieving, keep doing more. Until you're completely exhausted and stuck in a business you've outgrown but can't seem to leave.

The Achievement Trap: A Real Example

I recently had a client who expressed frustration over feeling unproductive whilst away on a trip. She was convinced that she hadn't done much during her time away.

But as we dug deeper during our coaching session, it became clear that she had actually accomplished some significant tasks — like filing her tax return and creating B-roll footage for future reels — all whilst juggling the demands of travel, family, and managing her business remotely.

It wasn't until partway through our conversation that the realisation hit her: she had achieved a lot more than she initially thought.

Sound familiar?

This example perfectly illustrates how our brains distort our sense of achievement. It's easy to fall into the trap of thinking, "I haven't done anything," especially when we're under pressure or feeling overwhelmed.

But that's precisely the moment when it's crucial to stop and ask ourselves: Is that true?

More often than not, the answer is no.

Why Successful Women Entrepreneurs Can't See Their Accomplishments

If you've built a successful business, your brain has been trained to focus on what's not done rather than what is done. Here's why:

1. You're Always Moving the Goalposts

The moment you achieve something, you dismiss it and immediately focus on the next thing. Your brain says: "That doesn't count anymore. What's next?"

You hit your revenue goal? Great, now you need to double it.
You finished the project? Lovely, but what about the five other things on your list?
You managed a busy week? Sure, but you didn't do it perfectly, did you?

The goalposts keep moving. Nothing ever feels like "enough."

This is how you end up trapped in a business you've outgrown. The external markers of success keep mounting — but the internal feeling of achievement never arrives.

If this sounds familiar, you might be in what I call the success trap — where external success masks internal exhaustion.

2. Your Brain Thinks in Black and White

The brain loves to frame things in extremes: you're either wildly successful or a complete failure. There's no middle ground.

But reality usually lies somewhere in the middle. We often forget the smaller wins that contribute to our overall success and growth.

Did you respond to that difficult client email with boundaries intact? Achievement.
Did you show up for that meeting when you were exhausted? Achievement.
Did you say no to something that didn't align with your values? Achievement.

But because these don't feel "big enough," your brain dismisses them as irrelevant.

3. You've Tied Your Worth to Productivity

If you're not achieving, who are you? What's your value?

This is the core belief driving successful entrepreneurs into the success trap: "I am what I accomplish."

So when you slow down, when you rest, when you have a less productive day — it feels like you're failing. Because if you're not producing, you're not valuable.

This belief is exhausting. And it's keeping you trapped in a business that no longer fits.

4. You Discount Anything That Wasn't on "The Plan"

You had a plan for what you were going to achieve. And if life happened differently — if you had to pivot, adapt, focus on something else — your brain says those things "don't count."

My client filed her taxes and created content whilst travelling. But because she hadn't planned to do those things on that trip, her brain dismissed them as "not real achievements."

But achievements don't stop counting just because they weren't on your original to-do list.

This is also why people-pleasing entrepreneurs struggle with boundaries — their brains dismiss their own needs as "not on the plan.”

The Cost of Never Feeling "Enough"

When achievement never feels satisfying, here's what happens:

You keep pushing harder, trying to finally feel accomplished. You build a business that looks impressive but feels draining. You resent the work you're doing (because it never feels rewarding). You lose touch with what you actually want (because you're just chasing "more"). You exhaust yourself trying to prove your worth through productivity.

This is how successful women entrepreneurs end up trapped. Not from working too hard — from never feeling like their work is enough.

Eventually, you wake up one day running a business you don't recognise, serving clients you don't enjoy, doing work that drains you — all while everyone else thinks you're crushing it.

That's the success trap. And your inability to recognise achievement helped build it.

How to Stop the Lies and Start Seeing Your Achievements

1. Reflect on What You Actually Did (Not Just What You Didn't Do)

When you pause to reflect, you might realise that even if you haven't accomplished everything you set out to do, you've likely made strides in other areas.

Perhaps you were focused on relationship building, strategic thinking, or simply keeping things running instead of ticking off tasks on your to-do list. Those achievements are equally valuable and can offer important insights into your priorities and what truly matters to you.

The exercise:
At the end of each day, write down three things you accomplished. They don't have to be huge. They just have to be real.

• Sent that email you'd been avoiding

• Had a difficult conversation with a client

• Rested when you needed to (yes, that counts!)

2. Challenge the "I Haven't Done Anything" Thought

When your brain tells you "I haven't achieved anything today," stop and question it.

Ask yourself:

• Is that objectively true, or is my brain being dramatic?

• What evidence do I have that I did achieve things?

• What am I dismissing or discounting?

More often than not, you'll realise you've achieved far more than your brain is giving you credit for.

3. Identify Your Thought Errors

On the other hand, if you find that there were tasks you needed to complete but didn't, consider whether there might have been a thought error at play:

• Were you setting unrealistic expectations for yourself?

• Did self-doubt prevent you from taking action?

• Was there a fear hiding that stopped you from moving forward?

• Did you spend time on something that felt urgent but wasn't actually important?

Identifying these patterns can help you adjust your approach moving forward.

It's important to recognise that it's okay not to do everything on your list. Life is dynamic, and sometimes we have to shift our focus based on what's happening around us.

4. Celebrate Your Wins (Even the Small Ones)

Celebrating our wins — no matter how small — is essential for cultivating a positive mindset and maintaining motivation. This is especially important for women entrepreneurs who often juggle multiple roles and responsibilities.

When we acknowledge our achievements, we can counteract the negative narratives our minds create. It's not just about the big milestones; it's about recognising the everyday tasks that contribute to our overall success.

Start celebrating:

• Progress, not just completion

• Effort, not just results

• Growth, not just perfection

When Achievement Becomes a Trap

If you're constantly achieving but never feeling satisfied, you're not alone — and you're not broken. You've just been operating with a faulty measuring system.

Successful women entrepreneurs often end up trapped not because they're not doing enough, but because they can never feel like they've done enough. The goalposts keep moving. The bar keeps rising. And no amount of achievement fills the void.

This is unsustainable. And it's why you need to redesign.

Learn more about the Redesign Programme and whether it's right for you.

You don't need to achieve more. You need to reconnect with what you actually want — and build a business (and life) that reflects who you are NOW, not who you were when you started.

Ready to Escape the Achievement Trap?

If you're exhausted from chasing achievement and ready to start actually enjoying your success, you don't have to figure this out alone.

The Redesign Programme is a 6-month coaching journey for women entrepreneurs who've built successful businesses — and now feel trapped by them.

Through honest conversations and practical strategies, you'll learn to:

• Recognise and celebrate your actual achievements

• Stop moving the goalposts on yourself

• Build self-worth that isn't tied to productivity

• Design what comes next based on what YOU want, not what you think you should want

Not sure if coaching is right for you? Book a free 50-minute clarity call — no pressure, no sales pitch, just an honest conversation about what you need.

Not ready for 6 months of coaching? Consider a Reset Session — one conversation that helps you see your achievements differently.

Your achievements matter. But so does feeling alive in the life you've built.

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