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

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

5 June - 1 hour
Podcast Series the bossbabe podcast

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 i...

1 hour

Series Episodes

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

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

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).

40 mins

12 June Finished

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

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

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 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).

16 mins

29 May Finished

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

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

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).

30 mins

22 May Finished

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

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 Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business - Start Today for Just $97.  Learn how to Start or Scale a Freedom-Based Business With This Free Training. 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).

21 mins

15 May Finished

462: My Biggest Leadership Mistakes + Regrets

462: My Biggest Leadership Mistakes + Regrets

No one talks enough about the hard parts of leadership - the moments you wish you could take back, the decisions that didn’t go as planned, and the lessons that only hindsight can teach. In this episode, Natalie pulls back the curtain on the biggest leadership mistakes she’s made over the years. From hiring too fast to ignoring gut instincts, and losing herself in the business, Natalie shares what she would do differently, what she’s learned the hard way, and how she’s leading now. Whether you’re building your first team or already leading one, this episode will give you the honest insights most people don’t share. Let’s dive in! TIMESTAMPS 00:00 Why we’re talking about leadership mistakes today + why more founders need to 03:05 The hard truth about hiring fast and leading without clarity 07:40 What happened when Natalie didn’t listen to her gut 11:20 The hidden cost of avoiding hard conversations 16:00 How people-pleasing led to a leadership identity crisis 20:45 A breakdown that forced a breakthrough in how she leads 25:10 The biggest regret + what she’d do differently now 28:50 What “healthy leadership” looks like today inside Bossbabe 31:20 Natalie’s challenge to every founder who wants to grow with integrity RESOURCES + LINKS Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business - start today for just $97.  Learn how to Start or Scale a Freedom-Based Business with this free training: www.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).

19 mins

8 May Finished

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