This is the conversation about the part most founders don't say out loud: the moment you hit the revenue number and feel nothing.

Natalie sits down with Jenna Wright — a Pilates studio owner who built a 7-figure business from $1,000 and an air mattress. From the outside, she'd made it. From the inside, she was running at 9% profit, paying herself $80K a year, and calling it — in her own words — a pretty prison. So she did what most founders won't: she dismantled it on purpose. They go inside the math (she was running $1.2M at 9% profit, paying herself $80K/year), the team mutiny that finally broke the model, and the deliberate revenue cut from $1.2M to $650K that tripled her margin to 30%.

If you've ever hit the revenue numbers and felt nothing, this episode is the operating system for what comes next.

Time Stamps:

07:40 "Tired at a soul level" — the burnout most founders hide

10:00 $1,000 and an air mattress: the rebuild from zero

14:05 $250K to $875K in one year (and the cost it hid)

19:10 The misery beneath success

25:15 The team mutiny that broke the business model

28:33 The math: cutting 4 studios to 2, profit triples

31:50 "Your business will expose every wound you have"

33:00 The 7-day retreat that reorganized everything 

40:05 The lessons Jenna is rewriting today

Resources + Links:

Pre-Order The Freedom-Based Business Method.

Follow Jenna: @iam_jennawright

Learn more about Jenna's Teacher Training

Follow Jenna Wright + Read Her Substack "The Shift" Where She Documents The Scale-Down Publicly

Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. 

Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).

In this episode, Natalie sits down with Keren Eldad — coach to some of the world's highest achievers and author of Gilded and the new Gilt Free — to unpack why external success never delivers the safety it promises. Keren shares the three core wounds beneath achievement addiction, the "gilded cage" so many high-achieving women are trapped in, and the surprising income threshold where what you want out of life finally starts to change.

You'll learn how to recognize the wound driving your hustle, why "assume everyone likes you" became her most viral piece of advice, and the riptide rule for holding onto success without letting it consume you.

If you've ever achieved everything you set out to and quietly wondered why it's still not enough, this episode is the reframe and the way out.

Time Stamps: 

03:50 The gilded cage: when the shiny life is the trap

07:50 "Yes, we're addicts" — achievement as addiction

15:30 The 3 core wounds behind every overachiever

18:18 The success coach who still spirals when business slows

21:34 The $500K line that changes what you actually want

27:50 "Assume everyone likes you" — the rule that went viral

38:11 The riptide rule for holding onto success

48:28 Why scaling might be the wrong goal entirely

53:46 What real credibility in coaching actually looks like

Links & Resources: 

Pre-Order The Freedom-Based Business Method.

Follow Keren: @coachkeren 

Grab a copy of Keren’s book - Gilded: Breaking Free from the Cage of Ambition, Perfectionism, and the Relentless Pursuit of More

Listen to Natalie on COACHED by Keren Eldad

Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. 

Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).

Most course creators add more channels to scale. Anna Konchar did the opposite and now runs a 7-figure business on 2 days a week.

Natalie sits down with Anna Konchar — the funnel strategist behind a 7-figure evergreen course business that runs on 2 days a week while she's home with her three kids. Anna shares the exact mechanics of the evergreen funnel + paid ads engine she's used for eight years, why she cut her podcast and YouTube last year to focus on ONE offer, and how she rebuilt after her payment processor shut down her account overnight. Expect specific numbers, uncomfortable honesty about AI in funnels, and a framework you can test against your own course business this quarter.

If you've ever wondered how a course creator can scale to seven figures without launching live, this episode is the operating system.

Time Stamps:

03:11 From laid-off to full-time entrepreneur in 30 minutes

07:33 The funnel that sells while she sleeps

16:55 When the offer stops converting, fix THIS first

21:30 The pricing test most course creators never run

24:00 The webinar mistake 99% of course creators make

32:13 The day her recurring revenue disappeared overnight

39:10 How a 7-figure founder preps for maternity leave

Resources + Links

Annakonchar.com/bossbabe

Find Anna on IG: https://www.instagram.com/annakonchar/

Pre-Order The Freedom-Based Business Method.

Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. 
Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).

Ever wondered why every time you reach a new revenue level, the same exhaustion shows up — just dressed differently?

In this conversation, Natalie sits down with Julie Santiago — founder of We Are The Women, former Wall Street operator, and one of the rare guests who can break down what high-functioning burnout actually looks like at the 7- and 8-figure mark. Julie walks through the three burnouts that shaped her career: the Wall Street year that put tumors on her ovary at 28, the coaching practice she rebuilt in a San Francisco apartment, and the post-motherhood collapse that brought her to her knees again. The takeaway isn't grit. It isn't quitting. It's something Julie calls evolution and it's the framework most high-achieving women never get taught.

This isn't about hustle, balance, or finding your why. It's a brutally honest breakdown of what high-functioning burnout actually looks like at the 7- and 8-figure mark, why the same pattern that builds your success eventually breaks you, and how to evolve past the cycle so you stop ending up in the same place at every new level.

Time Stamps:

00:59 The childhood imprint that built an 8-figure business and broke it

05:45 Wall Street, tumors at 28, and the body's verdict

13:10 The 2-path trap: why pushing through OR quitting both fail

20:45 Why clunkiness is a season change, not a failure to optimize

28:40 The match-my-salary moment her therapist shut down

33:22 Safety, surrender, and a new relationship to money

38:18 The metaphor that broke her thinking about money's source

43:30 Going all-in vs. knowing when to evolve

Resources + Links:

Pre-Order The Freedom-Based Business Method.

Follow Julie on Instagram

Learn more about We Are the Women

Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. 

Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).

Organic content builds your brand. But ads? Ads build your bank.

In this episode, Natalie sits down with Brooke Shelton — a former Meta insider who helped train the platform's ad AI and advised advertisers spending hundreds of millions of dollars on Meta. Brooke delivers a full tactical masterclass on running Meta ads with AI: the strategy most founders get wrong, how to build AI agents that create and manage your campaigns, and why the next 9 to 12 months are a rare window to master this before Meta automates it all away.

You'll learn the one-campaign, one-ad-set rule that stops you competing against yourself in the ad auction, why creative (not audience targeting) is your only real advantage in 2026, and how Brooke runs her entire business on AI with zero team after 6X-ing her revenue. She also breaks down the difference between an assistant, an agent, and agentic AI, then gives a step-by-step walkthrough for building your very first AI agent today.

If you've ever felt like ads are too technical, too expensive, or too overwhelming to touch, this episode is the reframe — and the operating system behind it.

And if this conversation lights you up, Natalie and Brooke are taking it live and hands-on at their AI hackathon in New York City on June 10th. All the details are linked below.

Time Stamps:

00:00 - From Meta's ads AI team to building her own business

06:30 - Why organic builds brand, but ads build bank

09:49 - The 9-month AI window before Meta does it all for you

14:27 - The one-campaign, one-ad-set rule most founders get wrong

18:14 - How to let AI run your entire ad account

21:58 - Why creative is your only real bid in 2026

26:11 - Can AI really build hundreds of ads? The 10/80/10 reality

29:32 - Assistant vs agent vs agentic AI, finally explained

34:19 - The full AI tool stack behind a zero-team business

41:53 - How to build your first AI agent today

46:53 - Inside the June hackathon with Natalie + Brooke

Resources + Links:

Join Natalie + Brooke At The Freedom AI Hackathon In NYC On June 10th: Spend One Day Building Your Entire AI-Powered Sales + Marketing Engine, Done With You In The Room

Get Inside Brooke's AI Ads Coaching Membership At Atelier AI

Natalie + Jamie Kern Lima At GodMothers: An Evening Of Connection, Wisdom + Community For Ambitious Women

Join The Earn Your Happy Live Podcast Taping With Lori Harder: Be In The Room For A Live Recording With Natalie + Lori Harder (plus a Q&A session with Powerhouse Female Entrepreneurs)

Pre-Order The Freedom-Based Business Method.

In this conversation, Natalie sits down with David Bach — the #1 New York Times best-selling author behind The Automatic Millionaire, with 10 books and over 7 million copies sold across 33 years in finance. David walks through the ONE money habit that the majority of America's 24 million millionaires share, why "some day never comes" for most entrepreneurs planning to sell their business, how buying the building your business rents turns operators into accidental millionaires, the 10-day stock-market stat that can cut your long-term returns in half, and the mortgage rule banks don't want you to know. 

If you're an entrepreneur wondering what the smart financial move actually is in this economy, this is the playbook built for you.

TIMESTAMPS

02:30 How financial groundwork buys you the freedom to choose

14:51 Where to start when your business is actually cash flowing

18:30 The #1 money habit: pay yourself first (before anything else)

19:55 The accidental-millionaire move hiding in your rent check

23:10 The lifestyle-inflation trap (and the "quiet wealth" exit)

33:35 Rent vs buy: the debate that only started 10 years ago

41:23 The two assets behind 24 million American millionaires

45:10 The 10-day stat that should change how you invest

51:30 "If I don't know, I don't owe" — the much needed lesson on money shame

55:00 Always borrow less than the bank offers you

RESOURCES + LINKS

Pre-Order The Freedom-Based Business Method.

Join David's Insider Launch Team To Get Early Access To The 2026 Update Of The Automatic Millionaire — His Step-By-Step Playbook For Building Financial Security On Autopilot, No Budget Required

Follow David On Instagram For Daily Money Insights: https://www.instagram.com/davidlbach/

Follow David On Facebook For Long-Form Financial Breakdowns: https://www.facebook.com/DavidBach/

Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. 

Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).

What does it actually take to build a 3M+ personal brand while running a $250M company? In this episode, Natalie sits down with Leila Hormozi - COO of Acquisition.com - to break down the playbook for personal brand: how Leila built one of the top personal brands without making it her full-time job, why deprioritizing content was the move that finally made her brand compound, and the practical content systems (including how she really uses AI) that let her ship without burning out. Expect specific numbers, a counter-discourse case for personal brand in the AI era, and a content "double dip" framework you can install this week.

If you've ever wondered whether building a personal brand is even worth it in 2026, or you're a founder trying to figure out how to ship content without it taking over your life, this episode is the operating system.

Time Stamps:

00:00 - The personal brand strategy that grew 3M+ followers 

01:43 - Why content compounded after she stopped trying so hard

06:24 - The mentor's "ham and garlic" rule for packaging

09:35 - Why your niche is "one of one" — the anti-niching case

15:36 - The AI rule that separates real brands from AI slop

18:50 - Why personal brand is MORE valuable in the AI era

24:15 - Inside the first 100% AI-driven sale at Acquisition.com

29:17 - The doubling-constraint scaling lens for personal brand

35:51 - The newsletter she built without writing a single word

Resources + Links:

Follow Leila Hormozi On Instagram: https://www.instagram.com/leilahormozi 

Leila's Letters Newsletter: leilahormozi.com

Pre-Order The Freedom-Based Business Method.

Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. 
Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).

Most coaches scaling past $300K hit a ceiling and assume they need a higher-ticket offer. Maria Wendt did the opposite and built an 8-figure business selling $24 products.

In this conversation, Natalie sits down with Maria Wendt — the founder behind an 8-figure business built on low-ticket products. Maria breaks down how she scaled to near-$1M/months working ~10 hours a week, the front-page checkout architecture that turns $1 orders into $100+ carts at a 60% take rate, why she walked away from the $1M/year coaching model after her daughter was born, and how she scaled to 100K YouTube subscribers in seven months with a webcam and no editor. If you've ever wondered whether low-ticket can actually scale past seven figures — without a higher-ticket offer, a bigger team, or longer hours — this episode is the full operating system.

Time Stamps:

01:15  -The low-ticket 8-figure model

07:35 - Maria's first two years: $63 → $350

13:18 - The single-mom pivot to low-ticket

16:24 - Pricing, AOV, and lifetime value

21:00 - Checkout architecture and front-page bumps

31:40 - Content strategy: three types

38:25 - The $850K/month math

43:20 - Hiring strategy for mom-founders

49:00 - A typical day in the business

Resources and Links: 

Follow Maria: @maria.wendt on Instagram

Free tutorials, free guides, and the full $24 product library lives at mariawendt.com.

Pre-Order The Freedom-Based Business Method.

Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. 

Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).

Seven months off the podcast. Three of them completely offline. $2.2M in revenue while she wasn't there.

Natalie is back and this is the most honest breakdown she's given of what the gap actually taught her. In this episode, she breaks down exactly what happened, why this maternity leave performed when her last one didn't, and the foundational sales engine, team culture, and AI systems that ran the business in her absence. You'll learn what she's pruning from the business going forward, the new direction she's taking the show, and the one question every founder should sit with this week.

If you've ever worried that your business runs on you, that if you stepped away, it would all stop, this episode is the operating system you need to start unwinding from being the bottleneck.

TIMESTAMPS

00:00 - The package that made me ugly cry

02:30 - $2.2M offline in three months — no calls, no coaching, no emails

04:20 - Romy's birth + the no-childcare decision

06:10 - The real reason I didn't bring back the podcast in 3 months

08:00 - Where the $2.2M actually came from (sales engine, team, AI)

12:15 - What I'm pruning from the business going forward

14:00 - Going all in on The Boardroom mastermind + a new direction for the show

16:45 - The 30-day question every founder should sit with this week

18:30 - Pre-order The Freedom-Based Business Book — what's inside the bonuses

RESOURCES + LINKS

Pre-Order The Freedom-Based Business Method: https://www.bossbabe.com/buythebook-podcast

Apply For The Boardroom Mastermind

Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. 
Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).

Natalie gets candid about pressing pause on the podcast while on maternity leave. In this intimate solo, she shares the fears behind taking a break, the systems and team that make it possible, and the mindset shifts that let momentum keep compounding even when you step back. If you’ve ever worried a break would tank your growth, this episode will help you trust your audience, your systems, and yourself.

TIMESTAMPS

00:07 - Why this episode is different and the truth about taking a break

00:36 - The pressure to “keep appearances” vs choosing authenticity

01:22 - Integrity over optics and why pretending to be “always on” isn’t it

01:50 - Naming the fear that downloads and momentum might drop

02:34 - What’s in place before stepping away

05:09 - Automated revenue streams and cash stewardship that stabilize breaks

06:59 - Surprise upside doing even better YOY without pushing for growth

08:21 - Boundaries with partners and comms so nothing falls through the cracks

09:50 - If stepping away feels impossible trusting your audience and your work

RESOURCES + LINKS

Get My Custom AI As Your 24/7 Chief Marketing Officer, Trained On Over A Decade Of My Business Strategies, $36M+ In Proven Funnels, And My Complete FREEDOM Method™: https://www.bossbabe.com/FreedomEngineAI-Podcast

Join The Société: Build Your Freedom-Based Business™ With Systems, Templates, Coaching + Community. Just $97/Month.

Imagine Having Natalie As Your CMO, On Call 24/7 To Help You Make The Right Moves In Your Business. That’s Exactly What You Get With Bossbabe AI The Freedom Engine™: AI-Powered Strategy And Systems That Show You What To Sell, How To Sell It, And How To Scale - Without All The Guesswork. Learn More And Unlock It Here. Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).

If you’ve been “doing all the things” but still riding the revenue rollercoaster, this one’s for you. In this behind-the-scenes training from Day 1 of Freedom High Summer School, Natalie breaks down why hard work isn’t converting to revenue, and exactly how to swap random acts of marketing for a system that compounds. 

You’ll take the Revenue Predictability Test, spot the three traps killing your growth, and map your full customer journey so every post, email, and podcast appearance has a measurable path to sales. Expect tough love, real examples, and a live, pen-and-paper audit you can implement today.

TIMESTAMPS

00:00 - Why I turned Freedom High Day 1 into a podcast and what you’ll walk away with

01:26 - The promise of systems and why implementation beats more information

03:43 - Why your hard work isn’t converting and the “expensive hobby” wake-up call

06:37 - The Revenue Predictability Test that exposes fragile growth

08:59 - The three traps stalling sales and momentum (and how to get out)

11:13 - Brand vs performance marketing and the 80/20 mix that pays you back

16:22 - Revenue Per Activity (RPA) explained and how to choose the work that actually moves revenue

23:46 - Activity vs system: turning posts, emails, and podcasts into predictable sales

29:11 - The FREEDOM Method overview and why “focus” alone still fails

34:46 - Your assignment to map the journey, find the gaps, and pick the one fix that changes everything

RESOURCES + LINKS

Freedom High Summer School (On-Demand): Go Through The Full Training At Your Own Pace To Build Your Sales Engine Step-By-Step. Freedom High Summer School

Join The Société: Build Your Freedom-Based Business™ With Systems, Templates, Coaching + Community. Just $97/Month. Imagine Having Natalie As Your CMO, On Call 24/7 To Help You Make The Right Moves In Your Business. That’s Exactly What You Get With Bossbabe AI The Freedom Engine™: AI-Powered Strategy And Systems That Show You What To Sell, How To Sell It, And How To Scale - Without All The Guesswork. Learn More And Unlock It Here.

Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. 

Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).