Why Wanting More Feels So Uncomfortable (Especially for Women)
You’re Allowed to Want More
Hey, it’s Sara.
Let’s talk about ambition guilt.
Not the loud, obvious kind. The quiet one. The kind that doesn’t say “don’t succeed,” but whispers “don’t want too much.”
It shows up when you’re about to raise your rates and suddenly feel… rude. When you hesitate to say you want more money, more visibility, more space. When you soften your sentences with “just,” “sorry,” and “if that’s okay!” even though it very much is okay.
A lot of women I talk to don’t lack ambition.
They lack permission.
Many of us were taught, explicitly or not, that being liked was a kind of currency.
Be helpful.
Be flexible.
Don’t rock the boat.
Don’t make it awkward.
So when ambition enters the room, it can feel like a threat to that identity.
Wanting more money can feel greedy.
Wanting recognition can feel arrogant.
Wanting ease can feel lazy.
Not because those things are wrong, but because they clash with the version of “good” we were rewarded for being.
Ambition guilt isn’t about wanting too much. It’s about fearing the social consequences of wanting at all.
How it sneaks into freelance life
Freelancing is basically a masterclass in triggering ambition guilt.
You’re constantly asked to:
State your worth
Set boundaries
Negotiate
Take up space
All things that directly contradict years of conditioning.
So ambition guilt shows up as:
Underpricing because you don’t want to scare clients away
Overdelivering so no one can accuse you of being “difficult”
Saying yes when your body is screaming no
Playing small publicly while privately wanting something bigger
And then, cruelly, blaming yourself for it.
Let’s separate ambition from aggression
This reframe helped me a lot.
Ambition is not aggression.
Wanting growth doesn’t mean you’re trampling anyone.
Wanting money doesn’t mean someone else gets less.
Wanting ease doesn’t mean you’re not hardworking.
Ambition is simply information.
It’s your nervous system saying, “There’s more here for me.”
You don’t have to perform it loudly. You don’t have to justify it beautifully. You don’t have to make it palatable.
You’re allowed to want things quietly and still go after them deliberately.
The discomfort doesn’t mean you’re wrong
This is important.
If asserting yourself feels uncomfortable, that doesn’t mean you’re doing something bad. It often means you’re doing something new.
Agreeableness feels safe because it’s familiar.
Ambition asks you to risk being misunderstood.
Sometimes the guilt is just the sound of old wiring misfiring. Not a moral alarm.
Some practical ways to work with ambition guilt
Not eliminate it. Work with it.
Notice when guilt shows up specifically around money, visibility, or rest
Ask yourself whose comfort you’re prioritizing in that moment
Practice stating what you want without immediately softening it
Remember that other people’s disappointment is not proof of your wrongdoing
You don’t need to become a different personality to be ambitious.
You just need to stop treating your ambition like a character flaw.
There’s a version of success that still lets you be kind, thoughtful, and collaborative.
And there’s a version of agreeableness that slowly erases you.
You don’t have to choose between being good and wanting more.
You’re allowed to be ambitious without apologising for the space it takes up.
You’re not asking for too much.
You’re just asking from a place that hasn’t always been encouraged to ask.
Sara
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Needed this reminder today! 🙏🏼 This whole week has been about (re-)setting boundaries.
Excellent advice that's far too easy to forget. Thank you for the reminder! It also reminds me of Jen Sincero's book You Are a Badass at Making Money. I like rereading/listening to the audiobook every now and then.