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What if the reason your team doesn't respect you is because you are too kind? In this provocative interview, 20-year CEO Christy Pretzinger explores the fine line between kindness and weakness. She explains how a well-intentioned culture of kindness can slip into codependency, leading to a lack of accountability and respect. You will learn her powerful mantra, Dont mistake my kindness for weakness, and hear the story of how she fired a major client for being unkind to an employee, proving that true leadership requires fierce boundaries. Check out the company: https://writergirl.com

Book a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory

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Inquiries: [email protected]

🕒 CHAPTERS

00:00 - The Fine Line Between Kindness and Weakness

03:55 - How My Mother Taught Me That Criticism Was Love

07:39 - The Real Reason You Attract Critical Partners

11:16 - Your Kindness Is Why Your Team Doesnt Respect You

14:50 - The Danger of a Codependent Team Culture

18:27 - Dont Mistake My Kindness for Weakness

22:28 - You Must Fire a Client to Protect Your Team

26:58 - The Cultural Balance Sheet: A Better Metric Than Profit

30:48 - Is Your Tech Stack Destroying Your Teams Joy?

34:30 - How We Start Every Team Meeting With Meditation

38:04 - Using The Enneagram to Create Radical Empathy

41:55 - The Most Important Thing I Have Ever Learned

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▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory

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▶ My AI/Automation Agency: https://optimai.ai

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What is the real reason why Gen Z is broke? According to 8-figure entrepreneur Joe Rare, it is because they are completely unrealistic about what it takes to achieve anything. In this brutally honest interview, he argues that the younger generation lacks the skills, discipline, and willingness to move to a place with a lower cost of living . Joe also shares his own story of going to zero after the 2008 crash, and reveals the number one secret of the ultra-wealthy: they never sell their assets. Check out the company: https://level9virtual.com

Book a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory

👀 CONNECT WITH SEAN

Subscribe: https://www.youtube.com/@seanweisbrot

LinkedIn: https://linkedin.com/in/seanweisbrot

Inquiries: [email protected]

🕒 CHAPTERS

00:00 - Why Gen Z is Unrealistic About Money

04:25 - If You Are Broke, Pick Up and Move

08:22 - Passive Income Requires an Obnoxious Amount of Work

12:39 - How I Had 14 Properties and Went to Zero

16:49 - The #1 Secret of Billionaires: Never Sell Your Assets

21:14 - My Responsibility to Create Generational Wealth

25:42 - The Real Solution to Your Money Problems

29:49 - The Market Determines the Price, Not Your Feelings

33:29 - The Secrets of Trusts for the Uber-Wealthy

37:25 - An Economic Crisis is Happening Right Now

41:48 - How to Buy a Boring Business from a Baby Boomer

45:58 - Failure is The Greatest Gift You Can Give Yourself

📈 WORK WITH ME

▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory

▶ Sponsor the Channel: https://www.welivetobuild.com/collaborate

▶ My AI/Automation Agency: https://optimai.ai

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After overcoming his own addictions, CEO Greg Sobiech discovered the SHOCKING truth about mental health for entrepreneurs: your habits are just symptoms of a deeper, limiting belief system . In this brutally honest interview, the founder of a 140-person company shares how he realized his five-cup-a-day coffee habit was a symbol of a manic mindset that was driving his team crazy and preventing his company from scaling . This is a masterclass on the psychological evolution a founder must undergo to grow, and why the mindset that gets you started is the same one that will eventually hold you back.Check out the company: https://www.delvedeeper.com

Book a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory

👀 CONNECT WITH SEAN

Subscribe: https://www.youtube.com/@seanweisbrot

LinkedIn: https://linkedin.com/in/seanweisbrot

Inquiries: [email protected]

🕒 CHAPTERS

00:00 - My 5 Cups of Coffee a Day Addiction

03:35 - My Manic Mindset Was Driving My Team Crazy

07:05 - The SHOCKING Truth About Mental Health

10:39 - Addiction is What Stops You From Unpacking Your Potential

14:30 - What Got You Here Will Not Get You There

18:04 - The Psychological Shift from Founder to CEO

21:23 - The Terrifying Leap to Achieving Goals Through Others

24:43 - The Entrepreneur's Paradox: Confident But Full of Self-Doubt

28:30 - Why It's So Painful to Let Go of Control

32:03 - You Must Stay in Your Lane to Scale

35:40 - Finding Your True Area of Greatness

39:06 - It Is Okay to Be a Work in Progress

📈 WORK WITH ME

▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory

▶ Sponsor the Channel: https://www.welivetobuild.com/collaborate

▶ My AI/Automation Agency: https://optimai.ai

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Are you stuck in the mental prison of being right? According to measurement expert Chris Mercer, the moment you decide you are absolutely correct, you lock yourself in and lose the ability to see other solutions . In this deep conversation about the psychology of failure, Chris reveals why the most powerful phrase a leader can say is, I could be wrong. You will learn his unique method for solving problems by fixing the previous problem first, and his philosophy on adopting a useful belief, even if it is not objectively true, to stay empowered and break through mental log jams. Check out the company: https://www.measurementmarketing.io

Book a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory

👀 CONNECT WITH SEAN

Subscribe: https://www.youtube.com/@seanweisbrot

LinkedIn: https://linkedin.com/in/seanweisbrot

Inquiries: [email protected]

🕒 CHAPTERS

00:00 - A Counter-Intuitive Way to Handle Failure

04:37 - Are You Trapped in a Mental Prison?

09:16 - A Belief Only Needs to Be Useful, Not True

13:08 - My Podcast Is Failing. What Should I Do?

17:24 - Your Network is The Key to Getting Unstuck

21:16 - You Must Redefine the Rules of Your Own Game

25:33 - The Starfish Story: It Mattered to That One

30:00 - Why AI Failed to Replace My Human Editor

34:49 - A Strategy to Connect Your Podcast to Your Business

43:19 - How to Help the Market Find Your Solution

47:41 - The Most Powerful Phrase a Leader Can Say

📈 WORK WITH ME

▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory

▶ Sponsor the Channel: https://www.welivetobuild.com/collaborate

▶ My AI/Automation Agency: https://optimai.ai

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Are successful businesswomen bad mothers? It’s a toxic question that working moms hear all the time. In this brutally honest interview, Brittney Fairweather, the Chief Business Development Officer of TRX Capital, confronts the myth that if you're a successful mother, "someone else is raising your children". She shares her reality as a leader in a male-dominated industry where, after 15 years, men still ask her to get them coffee or ask to see her boss. This is a masterclass in authenticity, setting boundaries, and proving that you can be a great mother and a powerful CEO at the same time. Check out the company: https://www.trxcapital.com

Book a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory

👀 CONNECT WITH SEAN

Subscribe: https://www.youtube.com/@seanweisbrot

LinkedIn: https://linkedin.com/in/seanweisbrot

Inquiries: [email protected]

🕒 CHAPTERS

00:00 - A Woman's Constant Battle: Justifying My Seat at the Table

03:38 - The Toxic Myth: "Someone Else is Raising Your Children"

06:47 - I Run a Lending Firm. Men Still Ask Me to Get Their Coffee.

09:44 - Why Our C-Suite Is Almost Entirely Women

12:50 - How Negotiating With "Tiny Terrorists" Makes You a Better CEO

15:59 - My 14-Year-Old Son Pitches My Company at Conferences

19:02 - I Take Client Calls While Giving My Kids a Bath. Here's Why.

22:13 - If You Don't Respect My Boundaries, You're Not the Right Client

28:17 - How Authenticity Creates 15-Year Client Relationships

31:03 - Our Diverse Investment Portfolio (Beyond Real Estate)

34:29 - The Most Important Thing I've Ever Learned

📈 WORK WITH ME

▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory

▶ Sponsor the Channel: https://www.welivetobuild.com/collaborate

▶ My AI/Automation Agency: https://optimai.ai

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Is the American dream fueled by financial desperation? In this deep and provocative interview, Finnish CEO Juha Berghäll and American host Sean Weisbrot debate whether the high-stress, high-debt US system is the true engine of its entrepreneurial success. They contrast this with Finland's "prepaid" society, where giving birth costs about €50 and a world-class education is free, which provides safety but may stifle ambition. This is a must-watch for anyone interested in the societal forces that shape our lives, careers, and the very nature of innovation. Check out the company: https://www.oneio.cloud

Book a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory

👀 CONNECT WITH SEAN

Subscribe: https://www.youtube.com/@seanweisbrot

LinkedIn: https://linkedin.com/in/seanweisbrot

Inquiries: [email protected]

🕒 CHAPTERS

00:00 - Why Are People in Finland So Happy?

02:32 - The Finnish Education System: A Masterclass in Equality

05:14 - The Goal is an "8 out of 10," Not Perfection

10:09 - Does Finland's School System Create Entrepreneurs or "Sheeple?"

12:40 - How American College Traps You in Debt for Life

14:43 - A "Prepaid Country": Where Giving Birth Costs €50

17:23 - The "Entitlement" Problem in a Welfare Society

19:48 - Are Americans Entrepreneurs Out of Desperation?

22:18 - How Universal Basic Income (UBI) Helps People Rebuild

24:55 - How Lobbyists Keep Americans Sick & Poor

27:27 - Why Europe is "So Far Behind" US Tech Innovation

📈 WORK WITH ME

▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory

▶ Sponsor the Channel: https://www.welivetobuild.com/collaborate

▶ My AI/Automation Agency: https://optimai.ai

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What does it take to finally bet on myself? For product expert Adam Judelson, it was a single, powerful question from his coach: "Why do you think their chance of success is higher than your chance of success?". In this deep and philosophical interview, the founder of First Principles Catalyst explores the internal mindset of an entrepreneur. You'll learn about the VC Trap where you grow fast but end up with many bosses and little ownership, his product philosophy of selling value instead of pain avoidance, and the simple secret to success: do what everyone else does, plus one more thing Check out the company: https://www.firstprinciples.la

Book a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory

👀 CONNECT WITH SEAN

Subscribe: https://www.youtube.com/@seanweisbrot

LinkedIn: https://linkedin.com/in/seanweisbrot

Inquiries: [email protected]

🕒 CHAPTERS

00:00 - Why You Shouldn't Try to Be Like Other Founders

03:38 - Do What Everyone Else Does, Plus One More Thing

06:58 - The "Handicap" of Not Having a Founder in the Family

10:29 - The Uncomfortable Trade-Off Every Ambitious Person Must Make

13:36 - The Question That Forced Me to Bet On Myself

17:14 - The VC Trap: You'll Have 10 Bosses & Own Nothing

20:46 - Why American "Urgency Culture" Fails in Europe

24:03 - How My Miserable Government Job Was The Perfect Teacher

27:19 - A Pricing Masterclass: Are You Selling Value or Pain Avoidance?

30:46 - The Hardest Product Question for Any SaaS Business

34:15 - The Myth of Multitasking (And The Power of Focus)

37:26 - The Most Powerful Data Tool on Earth is Still Excel

📈 WORK WITH ME

▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory

▶ Sponsor the Channel: https://www.welivetobuild.com/collaborate

▶ My AI/Automation Agency: https://optimai.ai

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Are business deadlines really a matter of life and death? According to Carl Lundberg, CEO at M&A firm Gerald Edelman, they're mostly nonsense. In this insightful interview, Carl argues that we're not working in an emergency room, and we must accept that sometimes things don't get done on time because something more important comes up. He also provides a masterclass on how to value a business, explaining the difference between enterprise value and equity value, and the secret to finding great off-market deals through proprietary outreach. Check out the company: https://www.geraldedelman.com

Book a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory

👀 CONNECT WITH SEAN

Subscribe: https://www.youtube.com/@seanweisbrot

LinkedIn: https://linkedin.com/in/seanweisbrot

Inquiries: [email protected]

🕒 CHAPTERS

00:00 - Meeting Deadlines in Business

03:21 - Identifying and Valuing Potential Acquisition Targets

06:26 - Negotiating Acquisitions

09:55 - Search Funds and the Role of a Searcher CEO

12:59 - Understanding Enterprise Value in M&A

16:16 - How to Determine the Right Multiple for Business Valuation

19:52 - Exploring Revenue Multiples in Different Industries

23:24 - Management Buy-Ins

27:00 - Maximizing Business Value Before Selling

30:12 - Creating a Win-Win Situation in Business Sales

33:25 - The Significance of Due Diligence from a Buyer's Perspective

36:44 - Efficient Deal-Making

📈 WORK WITH ME

▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory

▶ Sponsor the Channel: https://www.welivetobuild.com/collaborate

▶ My AI/Automation Agency: https://optimai.ai

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After the 2008 crash ended all three of his companies at once, Oshri Cohen was completely burnt out and forced back into working a 9-to-5, which he says felt like "the end of the world". In this brutally honest interview, Oshri shares the story of losing everything, the subsequent depression and anxiety he faced in the corporate world, and the moment he knew he had to become a founder again. You'll learn his most important lesson, that cashflow is more important than your mother, and why he believes entrepreneurs are disturbers who don't belong in an army of soulless drones. Check out the company: https://www.redcorner.io

Book a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory

👀 CONNECT WITH SEAN

Subscribe: https://www.youtube.com/@seanweisbrot

LinkedIn: https://linkedin.com/in/seanweisbrot

Inquiries: [email protected]

🕒 CHAPTERS

00:00 - My First Business Was Selling Pirated Software in High School

04:02 - "Cashflow is More Important Than Your Mother"

08:14 - The 2008 Crash Ended All 3 of My Companies at Once

12:02 - The School Alert System That Died Before It Launched

19:57 - After My Companies Failed, I Was an Emotional Wreck

23:59 - Working a 9-to-5 Felt Like The End of the World

27:53 - Why Entrepreneurs Don't Belong in Corporate Jobs

31:51 - I Got Fired For Going Over My Boss's Head

35:46 - The Moment I Knew I Had to Be a Founder Again

39:36 - The Untapped Market for "Boring" Service Businesses

43:07 - The Most Important Thing I've Learned

📈 WORK WITH ME

▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory

▶ Sponsor the Channel: https://www.welivetobuild.com/collaborate

▶ My AI/Automation Agency: https://optimai.ai

Hosted on Acast. See acast.com/privacy for more information.

What is the true cost of entrepreneurship? For 6-time founder Keith Smith, his biggest regret is that he prioritized startups over kids. As a single dad raising two children while building five companies, he shares the heartbreaking and honest story of the moments he missed. In this wide-ranging interview, Keith also discusses his current venture building AI "clones" of celebrities that can "defy the laws of time and space" and the addictive AI-driven feedback loop that he calls "entrepreneurial crack". Check out the company: https://www.me4u.ai

Book a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory

👀 CONNECT WITH SEAN

Subscribe: https://www.youtube.com/@seanweisbrot

LinkedIn: https://linkedin.com/in/seanweisbrot

Inquiries: [email protected]

🕒 CHAPTERS

00:00 - From Bible College Flunkie to 6-Time Founder

03:40 - The Moment I Realized AI Had Finally Arrived

07:26 - Why Most Creator Economy Startups Fail

11:15 - Building AI Clones to Defy Time & Space

15:04 - I Asked My Daughter For Her DMs to Train an AI

18:30 - Training an AI on a Creator's Public Persona

22:07 - An AI That Doesn't Get Tired or Annoyed

26:05 - The Critical Importance of Long-Term Memory for AI

29:40 - Why ChatGPT is a Terrible Conversationalist

33:27 - This AI Feedback Loop is "Entrepreneurial Crack"

40:10 - My Biggest Regret: I Prioritized My Startups Over My Kids

📈 WORK WITH ME

▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory

▶ Sponsor the Channel: https://www.welivetobuild.com/collaborate

▶ My AI/Automation Agency: https://optimai.ai

Hosted on Acast. See acast.com/privacy for more information.