Ever wondered what it’s really like to build a business in your twenties, ride the rollercoaster of entrepreneurship, and come out the other side? In this episode, Natalie sits down with Teachable founder Ankur Nagpal to spill all the tea on the evolution of online education and the booming creator economy.

Together, they take a trip down memory lane, sharing the highs and lows of startup life (spoiler: it’s not always pretty). Ankur also dives into the juicy details of navigating market saturation, using AI to shake up course creation, what happens to your identity after a big business exit, and how he really spends his money after the $250M buy out.

If you’re obsessed with entrepreneurship, creating impact, or staying ahead of the trends in online learning, this episode is packed with value— plus, you’ll learn what his second venture is, why he couldn’t just “live the travel life” + what he’s doing differently in business this time around. 

TIMESTAMPS

00:00 The Journey Begins: From Teachable to New Ventures

03:13 The Evolution of Online Courses and the Creator Economy

05:51 Navigating Identity and Growth in Entrepreneurship

08:53 The Decision to Sell: Reflections on Success and Freedom

11:49 Financial Freedom: The Shift After Selling Teachable

14:53 Building Again: Lessons from the First Venture

17:58 Hiring and Team Dynamics: The Balancing Act

21:00 The Challenges of Industry and Team Management

24:03 Personal Finance for Business Owners: Key Insights

27:09 The Importance of Mindset in Business Ownership

30:12 Maximizing Financial Benefits: Tax Strategies for Entrepreneurs

32:53 The Psychology of Spending: Balancing Wealth and Humility

35:54 The Impact of Upbringing on Mindset

39:08 Understanding Financial Management for Business Owners

43:47 The Importance of Recurring Revenue

46:53 Navigating the Challenges of Building a Fintech Company

49:57 Marketing Strategies and Audience Engagement

52:17 Getting Started with Financial Tools

54:37 Balancing Personal Life and Work

01:06:04 Redefining Success Beyond Money

RESOURCES + LINKS

Use this link to grab your special offer from Ankur on carry.com 

Black Friday at Bossbabe is coming! Join the Waitlist Here to be the First to Know What Our Secret Offer is. 

Learn Natalie’s Proven Method for Building a Profitable, Predictable, Freedom-Based Business and Get Back to WHY you Became an Entrepreneur in this FREE 90-Minute Training.

Join The Société: Our Exclusive Membership Where You Can Access All of Natalie’s Keynotes & Unlock The Best Systems + Tools To Help You Build A Freedom-Based Business.

Get Our 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) 

FOLLOW

In this inevitably relatable episode, Lindsay dives deep into the concept of the mental load that mothers carry, especially entrepreneurial + working moms. She discusses the importance of recognizing each piece of the mental load that mothers carry and teaches on how to lighten this load, which is essential to preventing burnout. Lindsay introduces her framework of the "seven buckets" that encompass various aspects of a mother’s life, offering practical strategies to manage and share responsibilities effectively.

TIMESTAMPS

00:00 Introduction to Lightening the Mental Load

01:55 Understanding the Mental Load of Motherhood

08:35 The Seven Buckets of Mental Load

14:29 Evaluating Capacity vs. Load

18:44 Tools for Lightening the Load

28:11 Taking Action to Lighten the Load

35:31 Conclusion and Reflection on Motherhood

The Seven Buckets Outlined:

RESOURCES + LINKS

Fill out the CEO Mama Membership founding member application here.

Black Friday at Bossbabe is coming! Join the waitlist here to be the first to know what our secret offer is. 

Learn Natalie’s proven method for building a profitable, predictable, freedom-based business and get back to WHY you became an entrepreneur in this FREE 90-minute training.

Join The Société: Our Exclusive Membership Where You Can Access All of Natalie’s Keynotes & Unlock The Best Systems + Tools To Help You Build A Freedom-Based Business.

Get Our 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) 

FOLLOW

In this episode, Natalie Ellis sits down with psychotherapist and digital health strategist Israa Nasir to tackle the trending issue of toxic productivity. They explore how high-achieving entrepreneurs can break free from the addiction of “doing more” and redefine success to match their balancing point. Whether you’re constantly chasing the next goal, feeling chronically behind, or struggling to balance your personal life and business, this episode offers practical steps to help you prioritize mental health and find your “enough” point.

TIMESTAMPS

04:24 Navigating the Mental Health System

07:10 The Illusion of an Optimized Life

15:40 Breaking Free from Societal Timelines

21:30 The Paradox of Achievement and Fulfillment

27:40 Finding Balance as an Entrepreneur

30:05 Intentional Living and Life Audits

31:40 The Importance of Unplugging and Self-Care

41:45 Overcoming Over-Functioning and Toxic Productivity

47:30 Creating Healthy Routines for Balance

RESOURCES + LINKS

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) 

Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business.

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

Learn Natalie’s Proven Method for Building a Profitable, Predictable, Freedom-Based Business and Get Back to WHY you Became an Entrepreneur in this FREE 90-Minute Training.

FOLLOW

In this episode of CEO Mama, Lindsay dives deep into the complexities of childcare, discussing its challenges, costs, and the various opinions surrounding it. She shares what she’s found to be the most important aspects when it comes to finding the right childcare for your family. The conversation also touches on handling disruptions in arrangements and the significance of alone time for mental health. We also reached out to our amazing CEO Mamas and asked how they navigate this as mothers and entrepreneurs. Tune in for an insightful episode that will not only offer you guidance but also leave you feeling less alone when trying to find the best solution for you and your family. 

TIMESTAMPS

00:20 - The Childcare Conundrum

03:00 - Best Practices for Finding Childcare

10:30 - Onboarding and Setting Expectations

14:00 - Handling Disruptions and Inconsistencies

20:30 - Personal Childcare Arrangements and Insights

31:00 - Reflections on Childcare From Our CEO Mamas

31:55 - Anna Powers: Founder of Clickworthy Copywriting Certification (mom of 1 toddler with full-time childcare)

37:45 - Megan Van Noy - Myofunctional Therapist: (single mom to 1 toddler with part-time daycare + grandparents help)

40:35 - Anna Konchar - Digital Ads Expert + Coach (3 kids 5 years + under with past nanny experience + part-time preschool currently)

48:05 - Lacey Sites - Business Coach (1 toddler with full-time nanny support)

RESOURCES + LINKS

Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business.

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

Learn Natalie’s Proven Method for Building a Profitable, Predictable, Freedom-Based Business and Get Back to WHY you Became an Entrepreneur in this FREE 90-Minute Training.

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) 

Fill out the CEO Mama application here: bossbabe.com/ceomama

FOLLOW

In this conversation, Nakeia Homer joins Natalie to explore the profound connections between personal healing and entrepreneurship. They discuss the impact of childhood experiences on adult life, the importance of intuition in career choices, and the journey of self-discovery. From healing relationships to the dynamics of reparenting + parenting, Nakeia and Natalie cover it all. Tune in for an empowering + uplifting conversation. 

TIMESTAMPS

03:30 - The Healing Journey of Entrepreneurship

09:00 - Defining Moments and Career Aspirations

16:30 - Identity and Self-Discovery

22:45 - Overcoming Fear and Limiting Beliefs

29:30 - Lowering Expectations for Acceptance

35:00 - Reparenting and Parenting Dynamics

44:00 - Setting Boundaries in Relationships

55:22 - Navigating Fear and Embracing Possibility

RESOURCES + LINKS

Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business.

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

Learn Natalie’s Proven Method for Building a Profitable, Predictable, Freedom-Based Business and Get Back to WHY you Became an Entrepreneur in this FREE 90-Minute Training.

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) 

FOLLOW

In this conversation, Natalie shares her candid experiences and insights on motherhood, discussing the challenges and realities of being a new mom alongside Alex Wombwell-Povey. They pull back the curtain and share their candid experiences as new moms navigating the advice they received from every angle. Find out what they think about seeking help, the impact of sleep, and if sticking to a routine really helps. Tune in and get the tea being a new mama and how to deal with all the advice you hear.

TIMESTAMPS

01:30 - The Reality of New Motherhood

07:30 - Challenging Conventional Parenting Advice

12:00 - The Importance of Schedules

19:20 - Navigating Sleep Training and Support

24:00 The Role of Community and Help in Parenting

RESOURCES + LINKS

Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business.

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

Learn Natalie’s Proven Method for Building a Profitable, Predictable, Freedom-Based Business and Get Back to WHY you Became an Entrepreneur in this FREE 90-Minute Training.

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) 

FOLLOW

In this episode, Natalie shares her insights on the myth of passive income, emphasizing that true freedom comes from designing your work and life intentionally. She discusses her personal experiences with work-life balance, the importance of focusing on your own business rather than comparing it to others, and how to redefine success in a way that aligns with your values and goals. She shares three better questions to ask yourself than, “How can I stop trading my time for money?”

TIMESTAMPS

00:50 - Introduction and Life Update

03:00 - The Myth of Passive Income

11:00 - Redefining Success and Work

12:30 - Designing Your Work for Freedom

15:20 - The 3 Questions You Should Be Asking Yourself

17:30 - Reverse Engineer Your Business

RESOURCES + LINKS

Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business.

Get Our 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) 

Grab your Gloci for the winter season!

Grab 30 days free with Kajabi here!

FOLLOW

In this thought-provoking episode of Motherload, Lindsay tackles the complex question: can ambitious mothers truly do it all? She dives into the societal pressures surrounding motherhood and entrepreneurship, emphasizing the need to redefine what "doing it all" really means. From the importance of support systems and community in balancing responsibilities to encouragement to believe in your capacity to achieve your dreams while recognizing the value of seeking help… it’s all in this episode. Tune in for an empowering conversation that inspires mothers to embrace their ambitions while navigating the challenges of motherhood!

TIMESTAMPS

02:00 - Can We Really Do It All? Exploring the Question

06:08 - Redefining 'Doing It All': A Broader Perspective

08:13 - The Importance of Support: Finding Help and Community

09:00 - Visionary, Integrator, Executor: Roles in Life Management

12:30 - Achieving Balance: Strategies for Having It All

RESOURCES + LINKS

Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business.

Get Our 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) 

We are live on YouTube! Check out our show here.

FOLLOW

In this powerful episode, Natalie sits down with marketing legend Seth Godin to discuss game-changing strategies for female entrepreneurs. From redefining what it means to "do it all" to how to become the go-to expert in your niche, this conversation is packed with invaluable insights. Seth shares his unique perspective on creating viral content, scaling your business, + being an intentional entrepreneur.

Whether you're struggling with marketing consistency or feeling overwhelmed by the noise online, this episode offers practical advice to help you stand out and thrive. Tune in for an empowering conversation that will reshape how you approach your business and marketing strategy!

CHAPTERS

04:00 - Understanding the Freelancer vs. Entrepreneur Mindset

06:20 - The Importance of Defining Your Niche

08:40 - Navigating Fear and the Concept of Leaving Money on the Table

14:30 - The Balance Between Passion and Professionalism

16:20 - The Power of Saying No and Intentional Choices

27:00 - Social Media Strategy and the Guilt of Not Being Everywhere

41:00 - The Power of Constraints

45:00 - Marketing as Storytelling

53:00 -Introducing Seth’s New Book

RESOURCES + LINKS

Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business.

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

Learn Natalie’s Proven Method for Building a Profitable, Predictable, Freedom-Based Business and Get Back to WHY you Became an Entrepreneur in this FREE 90-Minute Training.

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) 

FOLLOW

Natalie and Lindsay delve into the complexities of motherhood, particularly focusing on the theme of resentment. They discuss how early motherhood can bring unexpected feelings of resentment, especially in the context of being the primary caregiver and breadwinner. The conversation emphasizes the importance of communication, self-care, and building a supportive community to navigate these challenges. They share personal experiences and insights on how to address feelings of inequality and the mental load that often falls on mothers. 

TIMESTAMPS

01:00 - Navigating Resentment in Early Motherhood

09:00 - The Breadwinner Dilemma and Unequal Loads

19:40 - Communication: The Key to Addressing Resentment

29:30 - Self-Care and Support Systems

40:00 - Building Community and Connection

RESOURCES + LINKS

Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business.

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

Learn Natalie’s Proven Method for Building a Profitable, Predictable, Freedom-Based Business and Get Back to WHY you Became an Entrepreneur in this FREE 90-Minute Training.

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) 

FOLLOW