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the bossbabe podcast

463: Why Most Entrepreneurs Stay Stuck at Six Figures (And How to Break Through)

May 15, 2025
21:48

Everyone online talks about reaching six-figures like it’s the ultimate goal, but what happens when you get there and realize you’re still overwhelmed, overworked, and underpaid?

In this episode, Natalie breaks down why so many entrepreneurs get stuck at $100K and what it actually takes to break through. She shares the common myths keeping people spinning (like “just add more offers” or “wait to hire until you can afford it”) and reveals the real shifts, both strategic and mindset, that unlock sustainable growth.

If you’re ready to simplify, systemize, and scale in a way that actually feels good, this one’s for you.


TIMESTAMPS

00:00 - Why six figures isn’t the freedom milestone you thought it’d be

01:03 - The real reason hustle stops working when you try to scale

02:36 - What it looks like to wear every hat (and why it’s unsustainable)

03:06 - The sneaky mindset traps that turn a plateau into your ceiling

04:03 - Three growth myths that sound smart, but actually keep you stuck

05:34 - Why the fastest growth often comes from doing less, not more

06:04 - Step 1: Simplify - get radically clear on what’s working

06:34 - Step 2: Automate - how tech can become your first hire

07:29 - Step 3: Delegate - and finally stop doing it all yourself

07:59 - How to shift from operator to true CEO (without losing momentum)

10:12 - What high-level CEOs actually spend their time on

12:13 - Why scaling revenue without profit leads straight to burnout

15:33 - The silent profit leaks draining your business behind the scenes

16:20 - The middle-class business trap + how to break free from it

17:35 - The shift that turns your business into a freedom vehicle


RESOURCES + LINKS

Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business - Start Today for Just $97. 

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