Top Challenges Women Entrepreneurs Face and How to Overcome Them
First — Let’s Kill the “Girl Boss” Myth
Let’s just say it: the “girl boss” era did women no favours.
It sold us aesthetics over infrastructure. Hustle over health.
Success, but only if it was pretty, palatable, and perfectly posed on Instagram.
But here’s the real vibe:
Building a business as a woman is often messy, emotional, and loaded with extra shit most men don’t even think about.
We’re not just entrepreneurs—we’re also caretakers, cycle navigators, mindset renovators, emotional load bearers, and often... our own damn tech department.
So let’s talk about the real challenges—and what to do about them.
Challenge #1: Charging Your Worth Without Feeling Like a Villain
You know too much to work for free.
But you’ve been conditioned to feel bad for wanting to profit.
What Happens
You underprice.
You overdeliver.
You burn out and still feel behind.
What to Do Instead
Set pricing based on value + outcomes, not hours.
Practice saying your price out loud until your voice doesn’t shake.
Use automations (like inside The CODE Experience) to confidently deliver with consistency—then scale.
📎 CTA: Struggling with this one? Check out The FeMillionaire Mindset Program—because your bank account isn’t a charity.
Challenge #2: Tech Overwhelm That Keeps You Stuck in Start Mode
Let’s be honest: most women don’t hate tech.
They hate that no one taught them how to make it work together.
You're duct-taping tools together and hoping your checkout page doesn’t break the minute someone actually clicks it.
What to Do Instead
Pick one platform that does more (hello, Systeme.io).
Map out your funnel or delivery system on paper before building.
Use tools like Trello to visually break down workflows.
Automate the repetitive stuff. No, seriously—stop doing it all manually.
📎 Affiliate CTA: We run our biz on Systeme.io—and recommend it because it works. Yes, that’s our affiliate link. Yes, it’s worth it.
Challenge #3: Not Having a Safe Space to “Fail Out Loud”
Men lose $100K in startups and call it “experience.”
Women second-guess a $497 course purchase for weeks.
The pressure to get it right in silence is real—and it’s a business killer.
What to Do Instead
Find or build a community where imperfection is safe.
Normalize failure as part of your data.
Get support that doesn’t shame, guilt, or gaslight you.
📎 CTA: Need that space? Our free directory + collab platform is a no-judgement zone for real women building real businesses.
Challenge #4: Visibility Guilt (aka “Who Do You Think You Are?” Syndrome)
You know you should be posting.
But every time you go to share something, that little voice whispers:
“Who are you to say that?”
“Who’s even going to care?”
What to Do Instead
Post before you're ready. Seriously.
Document, don’t perform.
Use Metricool to track reach—because facts kill fear.
📎 CTA: Want our content planner setup? It's inside Trello + part of The CODE Experience workflow.
Challenge #5: No Clear Business Structure—Just Vibes
You’ve got ideas. Passion. Energy.
But everything feels like it’s built on spaghetti and hope.
What to Do Instead
Build systems before scale.
Create templates for repeat tasks.
Use digital products and automation to reduce service delivery time.
📎 CTA: Not sure where to start? Systers Intel drops monthly assets, tools, and strategy breakdowns that make business less chaotic.
Final Word: You’re Not Failing. You’re Navigating What No One Told You About.
These challenges aren’t personal flaws.
They’re systemic blind spots. Emotional labor. And inherited scripts we never opted into.
But we can rewrite them.
With the right systems, support, and straight-up strategy, women are building businesses that aren’t just profitable—but powerful.
And no, we’re not asking for permission.
First — Let’s Kill the “Girl Boss” Myth
Let’s just say it: the “girl boss” era did women no favours.
It sold us aesthetics over infrastructure. Hustle over health.
Success, but only if it was pretty, palatable, and perfectly posed on Instagram.
But here’s the real vibe:
Building a business as a woman is often messy, emotional, and loaded with extra shit most men don’t even think about.
We’re not just entrepreneurs—we’re also caretakers, cycle navigators, mindset renovators, emotional load bearers, and often... our own damn tech department.
So let’s talk about the real challenges—and what to do about them.
Challenge #1: Charging Your Worth Without Feeling Like a Villain
You know too much to work for free.
But you’ve been conditioned to feel bad for wanting to profit.
What Happens
You underprice.
You overdeliver.
You burn out and still feel behind.
What to Do Instead
Set pricing based on value + outcomes, not hours.
Practice saying your price out loud until your voice doesn’t shake.
Use automations (like inside The CODE Experience) to confidently deliver with consistency—then scale.
📎 CTA: Struggling with this one? Check out The FeMillionaire Mindset Program—because your bank account isn’t a charity.
Challenge #2: Tech Overwhelm That Keeps You Stuck in Start Mode
Let’s be honest: most women don’t hate tech.
They hate that no one taught them how to make it work together.
You're duct-taping tools together and hoping your checkout page doesn’t break the minute someone actually clicks it.
What to Do Instead
Pick one platform that does more (hello, Systeme.io).
Map out your funnel or delivery system on paper before building.
Use tools like Trello to visually break down workflows.
Automate the repetitive stuff. No, seriously—stop doing it all manually.
📎 Affiliate CTA: We run our biz on Systeme.io—and recommend it because it works. Yes, that’s our affiliate link. Yes, it’s worth it.
Challenge #3: Not Having a Safe Space to “Fail Out Loud”
Men lose $100K in startups and call it “experience.”
Women second-guess a $497 course purchase for weeks.
The pressure to get it right in silence is real—and it’s a business killer.
What to Do Instead
Find or build a community where imperfection is safe.
Normalize failure as part of your data.
Get support that doesn’t shame, guilt, or gaslight you.
📎 CTA: Need that space? Our free directory + collab platform is a no-judgement zone for real women building real businesses.
Challenge #4: Visibility Guilt (aka “Who Do You Think You Are?” Syndrome)
You know you should be posting.
But every time you go to share something, that little voice whispers:
“Who are you to say that?”
“Who’s even going to care?”
What to Do Instead
Post before you're ready. Seriously.
Document, don’t perform.
Use Metricool to track reach—because facts kill fear.
📎 CTA: Want our content planner setup? It's inside Trello + part of The CODE Experience workflow.
Challenge #5: No Clear Business Structure—Just Vibes
You’ve got ideas. Passion. Energy.
But everything feels like it’s built on spaghetti and hope.
What to Do Instead
Build systems before scale.
Create templates for repeat tasks.
Use digital products and automation to reduce service delivery time.
📎 CTA: Not sure where to start? Systers Intel drops monthly assets, tools, and strategy breakdowns that make business less chaotic.
Final Word: You’re Not Failing. You’re Navigating What No One Told You About.
These challenges aren’t personal flaws.
They’re systemic blind spots. Emotional labor. And inherited scripts we never opted into.
But we can rewrite them.
With the right systems, support, and straight-up strategy, women are building businesses that aren’t just profitable—but powerful.
And no, we’re not asking for permission.
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When you feel like you are doing everything right - and business still isn't taking off....
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