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We Live to Build
300+ conversations with 7-9 figure founders and investors about networking, AI, and the harsh reality of building companies.
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312. He Built LLMs in 2016 and Still Trusts Gut Over AI
29:13||Ep. 312What if the key to smarter business decisions isn't more data, but knowing when to trust yourself over the algorithm? In this episode, Sean sits down with Robert Indries, a builder and investor who was working with large language models back in 2016, long before AI became a boardroom buzzword. Robert shares why, despite his deep technical background, he still believes human intuition catches what AI cannot, especially when it comes to detecting deception during company acquisitions. You'll hear how his team uses a rigorous due diligence process of up to 170 questions to surface hidden problems before they become costly headaches, and why the best questions on that list came directly from painful past experience. Robert also breaks down how he thinks about failure tolerance in acquisitions, including why growing a company's value before a black swan event can mean the difference between a loss and getting your money back.──────────────────────────────────────────────────────📚 NETWORK BEFORE YOU NEED IT (6 LESSONS THAT MADE SEAN $15M)──────────────────────────────────────────────────────Get my brand new eBook free - https://welivetobuild.com/network──────────────────────📋 WORK WITH ME──────────────────────▶ Buy 300 Lessons From 300 Founders: https://welivetobuild.com/300-lessons-ebook▶ Sponsor the Channel: https://www.welivetobuild.com/sponsorship──────────────────────🔗 CONNECT WITH SEAN──────────────────────▶ LinkedIn: https://linkedin.com/in/seanweisbrot▶ Inquiries: welivetobuild@gmail.com──────────🕐 CHAPTERS──────────00:00 - Getting Sellers to Tell You the Truth01:17 - The 21-Question Due Diligence Massage Method02:38 - Building a "Should Have Asked" Backlog04:41 - Why AI Can't Catch a Liar in M&A07:07 - Human Intuition Still Beats Generated Scripts09:06 - Sean's Podcast Pitch That Turned a Rejection Around17:25 - No Industry Is Safe From AI Disruption19:52 - Protoss, Zerg, or Terran: Which Future Wins?26:53 - Learning to Love as a Daily Skill
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311. He Presented from the Hip on Stage and Invented a World First in 90 Days
35:26||Ep. 311What does it actually take to back yourself when the whole world seems to doubt you? In this episode, Sean sits down with Travis McGregor, a technology pioneer working to reinvent how the world handles security from the cloud to the edge, including building a world-first innovation in just 90 days. Travis opens up about the defining moment at 22 years old when he froze on stage in front of a thousand people after his team changed his entire keynote without warning, and how that humbling experience shaped him into the prepared, accountable leader he is today. You'll hear how Travis learned to stop second-guessing himself, why true belief in your own ideas is a deeply personal journey, and how choosing to fall on his sword rather than point fingers became the foundation of his leadership philosophy.──────────────────────────────────────────────────────📚 NETWORK BEFORE YOU NEED IT (6 LESSONS THAT MADE SEAN $15M)──────────────────────────────────────────────────────Get my brand new eBook free - https://welivetobuild.com/network──────────────────────📋 WORK WITH ME──────────────────────▶ Buy 300 Lessons From 300 Founders: https://welivetobuild.com/300-lessons-ebook▶ Sponsor the Channel: https://www.welivetobuild.com/sponsorship──────────────────────🔗 CONNECT WITH SEAN──────────────────────▶ LinkedIn: https://linkedin.com/in/seanweisbrot▶ Inquiries: welivetobuild@gmail.com──────────🕐 CHAPTERS──────────00:00 - Believing in Yourself When Nobody Else Does01:44 - Choking on Stage at 22 Years Old05:22 - The Off-the-Cuff Pitch That Changed Everything09:21 - Patents Aren't What Most Founders Think12:27 - Why Your Data Is Never Really Yours14:56 - Flipping the Cloud-to-Edge Security Model23:13 - SLC's Play to Reach 600 Mobile Networks27:51 - 6G and the End of Anonymous Fraud Calls29:32 - Could SIMs Replace Broken Government Systems
310. She Woke Up One Morning and Knew She Had to Buy A $50M Company
31:37||Ep. 310What does it actually take to back yourself when no one else believes in you? In this episode of We Live to Build, Sean sits down with Stacie Shifflett, a self-taught entrepreneur and subject matter expert in federal government procurement and acquisition, who shares the raw story of orchestrating a 50 million dollar software company acquisition with zero prior experience at that scale. You'll hear how Stacie walked into a boardroom, discovered her name had been left off the org chart despite a signed employment contract, and chose to stand her ground rather than go along to get along. She also opens up about one of the hardest decisions entrepreneurs face, knowing when to say no, take your money, and walk away even when others frame it as a missed opportunity. If you've ever been underestimated or felt pressure to shrink yourself in a room where you clearly earned your seat, Stacie's story will resonate deeply.────────────────────────────────--─────────────────────📚 NETWORK BEFORE YOU NEED IT (6 LESSONS THAT MADE SEAN $15M)──────────────────────────────────────────────────────Get my brand new eBook free - https://welivetobuild.com/network──────────────────────📋 WORK WITH ME──────────────────────▶ Buy 300 Lessons From 300 Founders: https://welivetobuild.com/300-lessons-ebook▶ Sponsor the Channel: https://www.welivetobuild.com/sponsorship──────────────────────🔗 CONNECT WITH SEAN──────────────────────▶ LinkedIn: https://linkedin.com/in/seanweisbrot▶ Inquiries: welivetobuild@gmail.com──────────🕐 CHAPTERS──────────00:00 - Stacy Led a $50M Acquisition From Scratch01:00 - The CEO Who Didn't Know What to Do With Her03:28 - Leaving Money on the Table Was the Right Call05:22 - The One Time Stacy Actually Threw a Punch09:59 - Stacy Woke Up and Decided to Buy a Company15:40 - Self-Taught, No Degree, Still Outperformed Everyone26:02 - Peace of Mind Is Our Greatest Personal Asset29:22 - Know Yourself Before You Can Go Anywhere
309. Who Are We Marketing to When 90% of White Collar Jobs Are Gone?
38:47||Ep. 309What happens to marketing, consumer culture, and the businesses built around them when AI eliminates 90% of white collar jobs? In this episode, Sean sits down with Zachary Rischitelli to explore how networking, relationship-building, and human connection are becoming the most durable competitive advantages in an increasingly automated world. Zachary shares how his business has sustained client relationships for over sixteen years through genuine personal investment, not transactional card-swapping, and why showing up in person still moves the needle even as LinkedIn floods everyone's inbox. You'll also hear his simple but powerful networking reframe: be interested rather than interesting, a mindset shift that cuts through small talk and builds real trust fast. If you're thinking about how to future-proof your business and your relationships before the landscape shifts beneath you, this conversation will give you a lot to chew on.──────────────────────────────────────────────────────📚 NETWORK BEFORE YOU NEED IT (6 LESSONS THAT MADE SEAN $15M)──────────────────────────────────────────────────────Get my brand new eBook free - https://welivetobuild.com/network──────────────────────📋 WORK WITH ME──────────────────────▶ Buy 300 Lessons From 300 Founders: https://welivetobuild.com/300-lessons-ebook▶ Sponsor the Channel: https://www.welivetobuild.com/sponsorship──────────────────────🔗 CONNECT WITH SEAN──────────────────────▶ LinkedIn: https://linkedin.com/in/seanweisbrot▶ Inquiries: welivetobuild@gmail.com──────────🕐 CHAPTERS──────────00:00 - The Networking Hack Nobody Talks About00:22 - Building a 17-Year Business Through Relationships03:46 - "Be Interested, Not Interesting" in Practice06:22 - Reading Body Language at Networking Events08:39 - Moving Past Small Talk With Strangers11:31 - What Makes Networking Events Exhausting19:07 - Pitching a Marketing Agency in the AI Era21:15 - Who Are We Marketing to When AI Wins?28:17 - The Acquisition That Only Goes Forward36:53 - Work-Life Balance Is a Founder's Hardest Problem
308. His Former Boss Later Became His Employee
41:37||Ep. 308What does it really take to break through a revenue plateau and build a business that outlasts your mistakes? In this episode, Ephraim Ebstein, an MSP entrepreneur who scaled past seven figures, shares the hard lessons he learned the long way. You will hear how developing financial literacy with the help of retired CEO mentors was the turning point that unstuck his business when it was trapped between seven and nine million dollars. Ephraim also breaks down why networking is never optional, showing you how a single spearfishing connection led to the job that taught him the entire industry and eventually the clients that made his company possible. And if you have ever wondered whether burning a bridge could cost you more than you think, his story of a former boss who later became his employee will make you rethink every professional relationship you have ever let go cold.──────────────────────────────────────────────────────📚 NETWORK BEFORE YOU NEED IT (6 LESSONS THAT MADE SEAN $15M)──────────────────────────────────────────────────────Get my brand new eBook free - https://welivetobuild.com/network──────────────────────📋 WORK WITH ME──────────────────────▶ Buy 300 Lessons From 300 Founders: https://welivetobuild.com/300-lessons-ebook▶ Sponsor the Channel: https://www.welivetobuild.com/sponsorship──────────────────────🔗 CONNECT WITH SEAN──────────────────────▶ LinkedIn: https://linkedin.com/in/seanweisbrot▶ Inquiries: welivetobuild@gmail.com──────────🕐 CHAPTERS──────────00:00 - Networking: Love It or Hate It?00:22 - Flying to Events to Find the Right Rooms01:08 - The One Connection That Started Everything03:49 - Retired CEOs Roasted Ephraim on Financials06:21 - Pay to Be in the Right Places11:26 - Two Takeaways, Two Relationships Per Event13:17 - Intentional Networking Beats Hoping for Luck16:00 - Never Burn Bridges Because The World Is Small21:07 - Diversifying Investments to Weather Any Storm40:00 - The Principle Behind All of Ephraim's Success
307. I Bought 3 Companies, here’s the #1 Leadership Lesson I Learned
28:52||Ep. 307Entrepreneur Scott Meier evaluated over 100 businesses before deciding to acquire three unique brands under one roof: Budsies, Petsies, and Stuffed Animal Pros. But instead of applying a ruthless corporate "roll-up" strategy, Scott chose to become a steward of an artisan-driven brand. In this episode, we dive into the world of Entrepreneurship Through Acquisition (ETA) and the booming "kid-alt" nostalgia market. Scott breaks down the complex logistics of global plush manufacturing, how his company uses its profits to support kids in hospitals and disaster zones, and how he personally uses AI tools like Claude to automate annoying tasks so his team has more time to be human. Finally, Scott shares his ultimate leadership lesson: why the best thing you can do to build trust and solve complex problems is simply to "say less." Check out the company: https://budsies.com----------------------------------------------------------------------------------------------------------------------------📚 NETWORK BEFORE YOU NEED IT (6 LESSONS THAT MADE SEAN $15M)----------------------------------------------------------------------------------------------------------------------------▶ Get my eBook free - https://welivetobuild.com/network-----------------------------------📈 WORK WITH ME-----------------------------------▶ Buy 300 Lessons From 300 Founders: https://welivetobuild.com/300-lessons-ebook▶ Book a Paid Advisory Session: https://welivetobuild.com/book-a-call▶ Startup Fundraising: https://welivetobuild.com/fundraising▶ Sponsor the Channel: https://www.welivetobuild.com/sponsorship---------------------------------------------👀 CONNECT WITH SEAN---------------------------------------------▶ LinkedIn: https://linkedin.com/in/seanweisbrot▶ Inquiries: welivetobuild@gmail.com---------------------------🕒 CHAPTERS---------------------------00:00 - Evaluating 100 Companies to Buy02:50 - The Budsies & Petsies Ecosystem05:50 - The "Kidault" Market & Nostalgia08:35 - Making Artisan Products at Scale12:15 - Avoiding the Corporate "Roll-Up" Model16:20 - Pencils of Promise & The Power of Charity20:00 - Why Facebook Ads Are Creepy23:45 - Using AI to Give Us Time to Be Human26:10 - The #1 Leadership Lesson: Say Less
306. Why Credible Investors Are Actually Killing Startups
30:41||Ep. 306Have you ever received terrible advice from a "successful" investor or mentor? In this episode, Igor Taber explains why taking advice from VCs who built companies a decade ago might actually destroy your startup. Because the market has drastically changed, relying on outdated experience makes these investors "credible and wrong"—the most dangerous combination in the startup world. We also dive into the insane $1.7 trillion AI investment bubble , why giving non-technical founders AI coding tools is like giving them a bazooka , and the truth about how top VC firms actually generate deal flow through cold outreach. Finally, Igor breaks down the three ways to build a venture firm and why being humble is the ultimate survival skill in a market where nobody truly knows the future. Check out the company: https://cortical.vc----------------------------------------------------------------------------------------------------------------------------📚 NETWORK BEFORE YOU NEED IT (6 LESSONS THAT MADE SEAN $15M)----------------------------------------------------------------------------------------------------------------------------▶ Get my eBook free - https://welivetobuild.com/network-----------------------------------📈 WORK WITH ME-----------------------------------▶ Buy 300 Lessons From 300 Founders: https://welivetobuild.com/300-lessons-ebook▶ Book a Paid Advisory Session: https://welivetobuild.com/book-a-call▶ Startup Fundraising: https://welivetobuild.com/fundraising▶ Sponsor the Channel: https://www.welivetobuild.com/sponsorship---------------------------------------------👀 CONNECT WITH SEAN---------------------------------------------▶ LinkedIn: https://linkedin.com/in/seanweisbrot▶ Inquiries: welivetobuild@gmail.com---------------------------🕒 CHAPTERS---------------------------00:00 - Why "Credible and Wrong" Kills Companies00:43 - The 3 Ways to Build a VC Firm02:20 - Do VCs Actually Cold Call Founders?08:00 - The $1.7 Trillion AI Investment Bubble11:00 - Vibe Coding & The Bazooka Problem17:28 - Why Outdated Founder Experience is Dangerous20:00 - How VCs Raise Their Own Funds23:50 - Angel Investing vs. VC Funds29:11 - The Most Important Lesson in Venture Capital