the bossbabe podcast

Latest Episodes:

473: I Left My Goldman Sachs Role to Write Fiction Novels: Here’s Exactly How I Did It Jul 24, 2025

Show notes

What if the “dream job” you worked so hard to earn… wasn’t your dream anymore?

In this episode, Natalie sits down with Lindsay MacMillan - a former VP at Goldman Sachs who walked away from a prestigious Wall Street career to follow a lifelong dream of becoming a published author. Since leaving Wall Street, Lindsay has signed major book deals with Penguin Random House, taken the TEDx stage four times, and created a multi-faceted creative business aligned with her values.

Together, they unpack what it really takes to leave a good job, why the “Plan B” trap keeps so many women stuck, and how to navigate the financial, emotional, and identity shifts that come with choosing the creative path.

This conversation is an honest, vulnerable, and deeply empowering look at what happens when you stop settling for a life that looks good on paper, and start creating one that actually feels good.

TIMESTAMPS

00:00 - Why Natalie cut her trip short + the power of honoring your season

01:03 - From Wall Street to writing: How Lindsay made the leap from VP to published author

02:32 - The real reason people are quitting corporate (hint: it’s not burnout)

04:47 - Walking away from a “good on paper” job to follow your dream

06:58 - How Lindsay earned a VP promotion, and still knew it was time to go

09:05 - The simple shift that helped her unlock work-life balance (and still get promoted)

10:32 - Why prioritizing creativity made her better at her corporate job

12:31 - A realistic financial game plan for leaving a high-paying job

17:00 - How to build a portfolio career that funds your creativity and freedom

21:00 - The mindset shift that helped Lindsay stop working like she was still in corporate

23:01 - How to say no to misaligned money (and trust you’ll be okay)

26:17 - Why “pretty good” is the most dangerous place to be

29:21 - What it really looks like to build a creative career on your own terms

RESOURCES + LINKS

Get Lindsay’s New Novel: Summer On Lilac Island

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).

472: The End of an Era? What AI Means for Creators, Coaches + Course Businesses (And How to Win Anyway) Jul 17, 2025

Show notes

The golden era of online business is over, and no one’s saying it loud enough.

In this episode, Natalie breaks down the real reason your launches feel quieter, your content isn’t converting like it used to, and what AI is actually doing to the course, coaching, and creator economy. Spoiler: It’s not about doom and gloom - it’s about evolution.

You’ll learn why buyers are savvier than ever, what AI can and can’t replace, and how to future-proof your business by building depth, clarity, and trust. Whether you're a coach, consultant, course creator, or service provider, this episode is your roadmap to staying relevant and wildly in demand over the next 5–10 years.

If you've felt like you're working harder for half the results, this conversation will make everything click.

TIMESTAMPS

00:00 - The golden era of “easy online business” is over, here’s why

01:24 - Why so many mid-level creators are quietly burning out

03:03 - What AI is actually replacing (and what still matters)

05:48 - The offers that are collapsing and the ones still converting

07:13 - What AI can’t replace and why that’s your edge

10:07 - 5 examples of deep specialization that cut through the noise

14:51 - Why brand trust and transformation are your new currency

17:44 - Funnel vs. ecosystem: what you actually need to build now

22:49 - The 5 systems every future-proof business needs

24:13 - Stop asking how to grow + start asking how to build smarter

28:24 - How to protect your relevance and stay essential

RESOURCES + LINKS

Get Your FREE Future Proof Guide 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).

471: Why 99% of Online Businesses Will Die by 2030 (And How to Survive) Jul 10, 2025

Show notes

The online business landscape is shifting, and fast. What worked even three years ago is now dangerously outdated, and most entrepreneurs haven’t caught up. In this episode, Natalie unpacks five non-obvious shifts that founders must make to survive (and thrive) in a rapidly evolving market.

You’ll learn why visibility and volume are no longer enough, how AI is commoditizing surface-level content, and what it really takes to build a business that lasts through 2030 and beyond.

This episode is your roadmap to the next era of online business: one built on infrastructure, IP, thought leadership, and CEO-level clarity. If you want to stop surviving and start architecting a business designed for longevity, this is a must-listen.

TIMESTAMPS

00:00 - Why the old online business playbook is collapsing (and no one’s talking about it)

01:04 - The rise of the Architect Founder + why clarity beats charisma

02:47 - AI, audience evolution + the death of surface-level offers

04:38 - Why your launches are getting flatter, even if you’re doing everything “right”

05:25 - The new goal: sustainability, structure + long-term trust

06:17 - Shift 1: From growth to infrastructure - what actually makes a business scalable

10:08 - Shift 2: From funnels to brand experiences - how to make your funnel unforgettable

15:17 - Shift 3: From content to thought leadership - what will actually cut through the noise

19:00 - Shift 4: From personal brand to proprietary IP - why visibility isn’t enough

22:36 - Shift 5: From doer to architect - how to build a business that runs without you

28:55 - The founder who thrives in 2030 will be the clearest, not the loudest

RESOURCES + LINKS

Follow Along On Instagram For More Content Specific To The 2030 Founder: @bossbabe.inc @iamnatalie + Subscribe On YouTube

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).

470: How I’d Build a $100K/Month Business from Scratch (No Audience, No Email List) Jul 03, 2025

Show notes

Ever wonder what it would take to build a $100K/month business with one offer - even if you had no audience, no email list, and no brand name?

In this episode, Natalie breaks down exactly what she would do if she were starting from scratch today. You’ll learn the strategy to grow from zero to consistent $100K months without chasing trends, overcomplicating your funnel, or trying to go viral.

This is the blueprint for building a high-profit, high-impact business by solving one real problem for one ideal client and doing it in a way that scales with clarity and simplicity. Whether your goal is $10K/month or $100K/month, this episode will show you how to start strong, stay focused, and sell with confidence, even if you're building from scratch.

TIMESTAMPS

00:00 - If Natalie had to start from scratch - here’s what she’d do

01:30 - The common mistake keeping people stuck at $0-$10K/month

04:40 - Why your income goals need to align with your life

07:03 - The most urgent, high-value problem to solve

10:14 - One person, one problem, one promise = the clarity formula

12:01 - How to price and package a premium offer

16:14 - Natalie’s simple, no-fluff funnel strategy (built backwards)

19:39 - The truth about visibility and what actually brings leads

22:36 - Organic vs paid vs borrowed traffic: how to know where to start

24:42 - Weekly sales rhythm for consistent revenue

28:27 - The mindset shift that changes how you sell

30:25 - 5 questions to ask before scaling

31:44 - Why Natalie uses Kajabi to build her entire business (and how to start your free 30-day trial)

RESOURCES + LINKS

Get Your FREE 30-Day Trial with Kajabi Right 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).

469: The Unlock to FINALLY Clarifying + Scaling Your Personal Brand with Rory Vaden Jun 26, 2025

Show notes

If you’ve ever felt like the “best-kept secret” in your industry, this episode will change that.

Natalie is joined by Rory Vaden, bestselling author and co-founder of Brand Builders Group, to talk about what it really takes to clarify your personal brand and scale your business around your unique story. You’ll learn Rory’s proven method for finding your true uniqueness, how to become the go-to name in your niche, and why AI makes your humanity more important than ever.

This isn’t about going viral, it’s about becoming wealthy and well-known through emotional connection, storytelling, and serving the person you once were. Plus, Rory is giving away his entire audiobook for free and you don’t want to miss it!

TIMESTAMPS

00:00 - The #1 unlock to building a scalable personal brand

02:00 - Why you don’t start with what, you start with who

05:00 - The shortcut to clarifying your personal brand

08:30 - Why copy-paste brands fail (and what to do instead)

13:00 - Rory’s take on being copied + how to stay original

16:00 - How to future-proof your brand in the age of AI

21:00 - Personal branding vs. information: what still matters

24:45 - Why story > data (especially in saturated markets)

30:00 - The storytelling formula that makes you unforgettable

38:00 - The secret to getting invited onto stages and podcasts

43:00 - How to become known for your original frameworks

47:00 - Grab Rory’s full audiobook FREE while it’s live!

RESOURCES + LINKS

Your magnetic brand starts here. Grab The Ultimate Personal Brand Guide for Entrepreneurs free now: ⁠https://www.bossbabe.com/personal-brand-guide

Get A FREE Early Release Of Rory’s Audiobook: Wealthy And Well-Known 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).

468: "I Don’t Feel Alive in My Business Anymore” - How to Fall Back in Love with Work Jun 19, 2025

Show notes

What do you do when the business you built no longer feels like you?

In this episode, Natalie unpacks what it really means when you feel disconnected from your work, how to tell the difference between burnout and boredom, and why it might be time to evolve your business to match who you are now.

You’ll learn how to reconnect with your why, audit what’s no longer aligned, and reignite the spark - without burning everything down. If you’ve been questioning whether it’s time for a change, this episode is your permission slip.

TIMESTAMPS

00:00 - “I don’t feel alive in my business anymore” - what this feeling actually means

01:45 - How to tell the difference between burnout and boredom

04:46 - Why your business may be orbiting an old version of you

07:31 - The Alignment Audit: 5 reflection questions to get honest about what needs to change

10:42 - What pruning your business really looks like and why it’s not about failure

13:05 - The 3-step process to prune, automate, and delegate your way back to alignment

16:30 - You can’t be creative when you’re depleted + how to make space for the spark

18:29 - Better questions to ask yourself when you're ready to evolve

20:08 - Real stories of women who simplified, realigned, and reignited their passion

23:54 - If nothing changes… nothing changes. Here’s how to start small and make it real.

25:22 - You don’t need to push harder, you need to reconnect deeper

26:12 - Download the free Realignment Reset Guide to take the next step

RESOURCES + LINKS

Get Your Free Realignment Reset Guide Here.

Watch Natalie’s Free 90-Minute Training To Learn Her 5-Step Playbook To Start Or Scale A Freedom-Based Business. Sign Up 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).

467: Billion-Dollar CEO Reveals: How He Built an Empire From Teaching (7 Steps) Jun 12, 2025

Show notes

What does it really take to build a billion-dollar business - without debt, without outside funding, and without losing your family in the process? In this episode, Natalie sits down with Mark Pentecost, founder of It Works!, Impact Professionals, and author of Life of Your Dreams, to talk about what it means to dream big, take risks, and build a life-changing legacy from nothing.

From starting out as a high school teacher to becoming a self-made billionaire, Mark shares the 7 steps he followed to go from stuck and surviving, to building a company that’s generated over $750M a year and impacted lives across 20+ countries.

Whether you're just getting started or scaling to your next level, this episode will remind you what's actually possible and why it’s never too late to get in the game.

TIMESTAMPS

00:00 - Meet the man who went from teacher to billionaire entrepreneur

03:00 - How to go from day-to-day survival to building the life of your dreams

06:00 - The power of getting in the game, even before you feel ready

07:40 - Why your environment matters more than your ideas

10:10 - “When is enough, enough?” + how legacy became Mark’s #1 driver

12:00 - Lessons from his cancer diagnosis + how it shaped his purpose

14:30 - What separates those who succeed from those who quit

18:00 - Why saying your dream out loud is a powerful step

20:30 - Building a business with your spouse and raising motivated kids

24:00 - Mark’s philosophy on money, debt, and financial freedom

28:00 - Why “debt-free is the new sexy”

35:00 - You don’t need a big idea, just the courage to take the first step

RESOURCES + LINKS

Get Mark’s book: Life of Your Dreams Here.

Watch Natalie’s Free 90-Minute Training To Learn Her 5-Step Playbook To Start Or Scale A Freedom-Based Business. Sign Up 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).

466: We Sold a Company for $745M - Here’s the Reality Behind The Scenes: A Raw Conversation with Kass + Mike Lazerow Jun 05, 2025

Show notes

Kass and Mike Lazerow are serial entrepreneurs and investors, best known as the co-founders of Golf.com and Buddy Media, the leading social media marketing platform that sold to Salesforce for $745 million. In this episode, they join Natalie for a raw, unfiltered conversation on the messy reality of building billion-dollar businesses, raising a family, navigating marriage, and staying focused through it all.

They don’t hold back. From the tough lessons they’ve learned as partners and parents to the playbook they’ve developed for building a business that lasts, you’ll walk away with the inside scoop on what it really takes to build a wildly successful business… and stay married while doing it.

TIMESTAMPS

00:00 - Introduction to Mike and Kass Lazerow

01:22 - Why co-founder partnerships succeed, or fail

02:38 - How to navigate working together as a couple

05:11 - The must-ask questions before choosing a business partner

07:28 - Equity splits, work ethic, and setting expectations

12:03 - The reality of balance for entrepreneurial families

14:27 - Building businesses during early parenting years

21:18 - The V2MOM framework for focus and decision-making

29:17 - Identifying the key levers that drive business growth

32:34 - Common mistakes in hiring and building a team

36:18 - Scripts and frameworks for difficult conversations

40:20 - Legal foundations every founder should know

45:41 - The emotional side of entrepreneurship and building wealth

49:42 - Rethinking money, freedom, and legacy

55:24 - What success really looks like in business and life

RESOURCES + LINKS

Grab Kass + Mike’s New Book Shoveling Shit Here: kassandmike.com/the-book

Get The Small Business Planner Here - The Tool Every Founder Needs To Organize + Run Every Detail Of Their Business, From Legal Documents + Contracts To Systems, SOPs, + Essential Operations.

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).

465: How to Build a Personal Brand That Attracts Opportunities (Even When You’re Offline) May 29, 2025

Show notes

If you stopped posting on social media tomorrow… would your business keep growing?

In this episode, Natalie shares her 3 Pillars for building a personal brand that works for you around the clock - attracting clients, partnerships, and opportunities even when you're offline.

You'll learn how to create a brand that builds trust, gets referrals, and positions you as the go-to expert, without relying solely on the algorithm. Whether you're scaling or just getting started, this episode will help you turn your brand into your biggest business asset.

TIMESTAMPS

00:00 - If you stop posting tomorrow… would your brand still work for you?

01:10 - Why your visuals don’t matter as much as you think

01:30 - Pillar #1: Positioning - the power of owning one clear thing

02:59 - Pillar #2: Presence - how to show up in rooms that already hold trust

05:02 - Pillar #3: Proof - how to turn interest into trust and trust into sales

06:56 - The secret to getting in the rooms where deals and referrals happen

08:17 - What kind of content actually builds authority and attracts buyers

09:42 - Why thought leadership means sharing your perspective, not just tips

10:30 - How your personal brand pre-qualifies leads and collapses sales time

11:50 - The difference between being just another option, and the obvious choice

12:43 - The real goal: A brand so clear and credible, it attracts the right people… even when you’re offline

RESOURCES + LINKS

Your magnetic brand starts here. Grab The Ultimate Personal Brand Guide for Entrepreneurs free now: https://www.bossbabe.com/personal-brand-guide

Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business - start today for just $97.

Want a personal brand that looks as polished as it feels? Our B-Roll Guide shows you how to film, edit + organize high-quality B-roll using just your phone. Perfect for building authority with content that actually converts. Get it right here.

Learn how to Start or Scale a Freedom-Based Business with this free training: bossbabe.com/class.

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).

464: Erin Claire Jones on Launching a Book Postpartum + Creating Life Operating Systems with Human Design May 22, 2025

Show notes

Erin Claire Jones is one of the world’s leading experts in Human Design and she’s back on the podcast for a conversation that goes way beyond the chart.

Natalie and Erin dive deep into what it really looks like to birth a book and a baby at the same time, navigating business launches with limited time, and learning how to work with (not against) your natural energy. Whether you’re a Generator trying to find balance, a Manifesting Generator embracing your multi-passionate nature, or just curious about how Human Design can support your parenting, this episode is packed with powerful insights.

Erin also breaks down how each type - Generator, MG, Projector, Manifestor + Reflector - can approach launches, decisions, and daily life in a more aligned way. If you’re ready to confidently make decisions that align with your goals, in both business and life, this episode is a must-listen.

TIMESTAMPS

00:00 The story behind Erin’s new book (and how it came to life postpartum)

02:00 What launching a book with a baby + toddler actually looks like

04:30 When to go hard, and when to scale back in a launch season

06:10 How Erin’s Human Design as a Projector impacts her work style

10:15 A breakdown of the 5 Human Design types and how each launches differently

13:00 Why parenting and business both require constant recalibration

14:00 A powerful tip for Generators: community = opportunity

16:20 What it means to be “invited” as a Projector (and how to still pitch)

19:00 How Natalie + Erin parent through the lens of Human Design

23:00 How to use the book as a real-time guide for decisions and relationships

25:00 What’s next for Erin post-launch (and what rest really looks like)

RESOURCES + LINKS

Erin’s Book, How Do You Choose: A Human Design Guide To What’s Best For You At Work, In Love, And In Life, Is Available Now! Get It Here.

Get Your Personalized Human Design Blueprint Here. (Use Code BOSSBABE For A Discount)

Become Human Design Coaching Certified With Erin Here. (Use Code BOSSBABE For A Discount)

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).

Our TOPPODCAST Picks

Follow Us

Stay Connected

Related Podcasts

Links

Stay Connected