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