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What I Learned in a 5-Day Dark Retreat About Limiting Beliefs
What happens during a 5-day dark retreat? My guest, Matthew Stafford, a Conversion Rate Optimization (CRO) expert, spent 121 hours in total darkness. He explains how the experience rewired his brain, teaching him that our limitations are just "consensual hallucinations." Matthew masterfully connects these deep psychological lessons to the world of e-commerce and CRO, explaining why simplicity and solving problems are the real secrets to higher conversions. This is a must-watch conversation about rewiring your brain and your business. Check out the company: https://buildgrowscale.com
Book a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory
š CONNECT WITH SEAN
Subscribe: https://www.youtube.com/@seanweisbrot
LinkedIn: https://linkedin.com/in/seanweisbrot
Inquiries: welivetobuild@gmail.com
š CHAPTERS
00:00 - Profit is Not a Dirty Word: The Goal of CRO
03:00 - From Personal Trauma to Simplifying Websites
06:00 - Lesson from Darkness: Your Limitations Are Not Real
08:58 - The Power of No Distractions: Forging Mental Toughness
12:00 - How We Use AI to Create a 90-Day Conversion Roadmap
15:10 - The Paradox of Choice: Why More Options Hurt Your Sales
17:57 - CRO Secrets: Removing Things & The Hierarchy of Focus
21:02 - The #1 Mistake on Your Website: You're Selling, Not Solving
š WORK WITH ME
ā¶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory
ā¶ Sponsor the Channel: https://www.welivetobuild.com/collaborate
ā¶ My AI/Automation Agency: https://optimai.ai
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280. "We're Forced to Automate" - Surviving the Amazon Age
36:17||Ep. 280In the "Amazon Age," customers expect custom products yesterday. Eric Turney explains why businesses are now "forced to automate" or get left behind. In this interview, he reveals how Chinese manufacturers are using robotics to reduce factory lines from 50 workers to just 5 and why speed is now the most critical metric for survival. The conversation delves into the practical side of automation: using Monday.com to manage thousands of orders , implementing AI image editors to stay competitive , and the controversial rise of "Vibe Coding." Eric shares how he bypassed expensive developers to fix a critical website bug in 30 minutes using Claude AI , while Sean details how he built a functional SaaS tool using Cursor without writing the code himself. Check out the company: https://montereycompany.comš CONNECT WITH SEANSubscribe: https://www.youtube.com/@seanweisbrotLinkedIn: https://linkedin.com/in/seanweisbrotInquiries: welivetobuild@gmail.comš CHAPTERS00:00 - The State of Automation in E-Commerce 00:53 - How Robots Replaced 90% of Factory Workers 03:28 - Dialing in Manufacturing Processes in China 07:15 - Automating Order Management (Monday.com) 11:21 - The "Amazon Age": Why Speed is Everything 13:15 - Adopt AI or Get Left Behind 16:05 - Vibe Coding: Replacing Developers with AI 19:53 - Sean's Story: Building a SaaS App with Cursor 27:10 - Fixing Critical Bugs in 30 Minutes with Claude 32:38 - The Reality of Buying a Business (It's Hard) 34:36 - Why Culture is Your Best Retention Strategyš WORK WITH MEā¶ Startup Fundraising: https://welivetobuild.com/fundraisingā¶ Sponsor the Channel: https://www.welivetobuild.com/collaborateā¶ My AI/Automation Agency: https://optimai.ai
279. Why People Declined Cash Rewards (The Psychology of Incentives)
34:49||Ep. 279Why did people turn down a $5,000 cash reward for referring a candidate? Dakota Younger discovered a strange psychological phenomenon while building his referral platform: offering money sometimes decreases motivation. In this interview, he breaks down the complex psychology of incentives, explaining why altruism often outperforms cash and how to structure a referral program that actually works. Dakota also explains why posting jobs is the least effective way to hire, the power of accessing passive talent through social capital, and the "Ice Cream Study" theory on why giving people too many choices leads to decision paralysis. Finally, he shares his most humbling lesson as a founder: admitting that he knows "absolutely nothing." Check out the company: https://goboon.coš CONNECT WITH SEANSubscribe: https://www.youtube.com/@seanweisbrotLinkedIn: https://linkedin.com/in/seanweisbrotInquiries: welivetobuild@gmail.comš CHAPTERS00:00 - Why Most Hiring Tools Fail (Employer-Centric) 01:39 - The Power of Social Capital in Referrals 04:10 - Why "Passive Talent" is the Gold Standard 06:27 - Hiring Remote Developers (Sean's Experience) 11:26 - How to Incentivize Referrals (Points vs. Cash) 16:34 - Why People Declined My $5,000 Cash Reward 18:34 - The Psychology of Altruism vs. Money 23:20 - The "Ice Cream Study": Why Less Choice is More 28:34 - Cultural Differences in Motivation (Asia vs. West) 31:35 - The #1 Lesson: "I Know Absolutely Nothing"š WORK WITH MEā¶ Startup Fundraising: https://welivetobuild.com/fundraisingā¶ Sponsor the Channel: https://www.welivetobuild.com/collaborateā¶ My AI/Automation Agency: https://optimai.aiš§ LISTEN TO THE AUDIO VERSIONSpotify: https://open.spotify.com/show/68lykxIMOyofZNiWSF4vFxiTunes: https://podcasts.apple.com/us/podcast/we-live-to-build/id1531994765
278. Hourly vs. Commission: Disrupting the Recruiting Industry (David Windley)
30:41||Ep. 278Why did David Windley disrupt the recruiting industry by moving from commissions to an hourly model? In this interview, he reveals how he scaled his firm to $50 million in revenue before selling it. He explains why the traditional 33% commission model is broken for clients and how he implemented a professional services approach instead. David unpacks the terrifying reality of a 75% revenue drop during COVID and how furloughing staff saved the company. He also shares why he spun out a software startup (Hoot Recruit) to build AI agents for sourcing, the truth about whether AI will replace human recruiters, and his #1 rule for leadership: character over competence.Check out the company: https://iqrecruit.comš CONNECT WITH SEANSubscribe: https://www.youtube.com/@seanweisbrotLinkedIn: https://linkedin.com/in/seanweisbrotInquiries: welivetobuild@gmail.comš CHAPTERS00:00 - The $50M Exit & The Hardest PartĀ 00:41 - Surviving a 75% Revenue Drop During COVIDĀ 03:11 - Rebuilding to $50M Revenue Post-PandemicĀ 05:54 - Why I Sold the Business (The "Accidental Entrepreneur")Ā 06:06 - Hourly vs. Commission: Disrupting the Recruiting ModelĀ 09:35 - Why the Industry Hates the Hourly ModelĀ 12:42 - How to Generate $50M on Hourly RatesĀ 14:00 - Spinning Out "Hoot Recruit" SoftwareĀ Ā 16:35 - Using AI Agents for Candidate SourcingĀ 19:26 - Will AI Replace Recruiters? (Human in the Loop)Ā 25:30 - AI Bias and Why Humans Are Still NeededĀ 27:26 - The #1 Leadership Rule: Character vs. CompetenceĀ 29:08 - Why Culture Matters More Than Policiesš WORK WITH MEā¶ļø Startup Fundraising: https://welivetobuild.com/fundraisingā¶ļø Sponsor the Channel: https://www.welivetobuild.com/collaborateā¶ļø My AI/Automation Agency: https://optimai.aiš§ LISTEN TO THE AUDIO VERSIONSpotify: https://open.spotify.com/show/68lykxIMOyofZNiWSF4vFxiTunes: https://podcasts.apple.com/us/podcast/we-live-to-build/id1531994765
277. Don't Miss Out on This Game-Changing Cursor Technique for AI Entrepreneurs
48:14||Ep. 277Don't miss out on this game-changing Cursor technique designed specifically for AI entrepreneurs. While most use Cursor AI just for coding, there's a revolutionary way to manage your entire business, documents, emails, projects, and sales, directly within its interface, treating everything like code in a GitHub repository. In this demo, Seva Ustinov unveils this powerful workflow. Forget scattered AI tools; see how centralizing your company's context (strategy docs, meeting transcripts, competitor analysis) allows AI agents like Claude inside Cursor to automate huge portions of your non-coding work. Learn how this technique saves hours, increases accuracy, and could be the key to building a leaner, faster AI-driven business. Check out the company: https://ellyanalytics.comš CONNECT WITH SEANSubscribe: https://www.youtube.com/@seanweisbrotLinkedIn: https://linkedin.com/in/seanweisbrotInquiries: welivetobuild@gmail.comš CHAPTERS00:00 - The Cursor Technique AI Entrepreneurs NEED to Know 01:27 - Why This Beats ChatGPT for Business Management 01:55 - LIVE DEMO: Managing Business Docs in Cursor AI 04:05 - Applying the Technique to Internal Company Ops 06:03 - Maintaining Context: Cursor vs. Chat Threads 07:14 - You're Still Responsible for the AI Output 08:31 - Building Your "Canonical" Knowledge Base in Cursor 11:35 - Using the Cursor Technique for Product Roadmapping 18:30 - How This Technique Enables Leaner Teams 19:10 - Managing Client Projects with the Cursor Technique 22:15 - Seva's AI Product: Automating Performance Marketing 31:58 - Why This Cursor Technique IS The Future of Work 38:05 - Demo: AI Marketing Agent Based on Cursor Context 46:03 - Automating Knowledge Extraction with This Techniqueš WORK WITH MEā¶ AI Startup Fundraising: https://welivetobuild.com/fundraisingā¶ Sponsor the Channel: https://www.welivetobuild.com/collaborateā¶ My AI/Automation Agency: https://optimai.aiš§ LISTEN TO THE AUDIO VERSIONSpotify: https://open.spotify.com/show/68lykxIMOyofZNiWSF4vFxiTunes: https://podcasts.apple.com/us/podcast/we-live-to-build/id1531994765
276. Founder vs. Investor: Which Role is Actually Harder? (Mike Lazerow)
41:25||Ep. 276Which is harder: being a founder or being an investor? Mike Lazerow has done both, building and selling companies for nearly $1 billion and now running a $400M VC fund and a PE firm. His answer might surprise you. In this interview, Mike unpacks the "existential dread" of entrepreneurship versus the challenges of deploying capital. He shares why he's most excited about AI transforming "boring" businesses , the reality of feeling lost and purposeless after a massive exit, and the single most important lesson he's learned: your network is your net worth. Check out the company: https://velvetseavc.comš CONNECT WITH SEANSubscribe: https://www.youtube.com/@seanweisbrotLinkedIn: https://linkedin.com/in/seanweisbrotInquiries: welivetobuild@gmail.comš CHAPTERS00:00 - Founder vs. Investor: Which is Harder? 01:19 - Why I Still Prefer Being an Entrepreneur 02:04 - Scratching Both Itches: VC vs. PE 05:49 - The Best Part of Being an Investor 07:23 - Why AI Will Revolutionize "Boring" Businesses 12:03 - The Post-Exit Depression No One Talks About 14:30 - Feeling Lost After Selling for $1 Billion 16:01 - Why We're the Luckiest People in the World 19:57 - Why I Keep My Anonymity 23:36 - Money Buys Security, Health & Freedom 27:30 - Why Idle Brains Go Dark 31:41 - Your Network IS Your Net Worth 38:45 - Giving GaryVee His First Office Space 40:40 - The #1 Rule in Life & Businessš WORK WITH MEā¶ Startup Fundraising: https://welivetobuild.com/fundraisingā¶ Sponsor the Channel: https://www.welivetobuild.com/ai-product-testingā¶ My AI/Automation Agency: https://optimai.aiš§ LISTEN TO THE AUDIO VERSIONSpotify: https://open.spotify.com/show/68lykxIMOyofZNiWSF4vFxiTunes: https://podcasts.apple.com/us/podcast/we-live-to-build/id1531994765
275. I Sold My Agency. Here Are The 5 Things I'd Do Differently.
31:03||Ep. 275Jeff Archibald is one of the lucky few who was able to sell his agency, and now he advises other agency owners. In this interview, he reveals what he would do differently if he had to start his agency all over again. We break down the critical mistakes most founders make, starting with the failure to set revenue goals and reverse-engineer a plan to meet them. Jeff explains why being too risk-averse and not reinvesting a portion of revenue into promotion hindered his agency's growth. He also shares the powerful 3-tier proposal method he adopted that transformed his pricing strategy by removing the fear of overpricing , and explains why you must proactively plan for your company's future instead of just reactively hiring when you get busy. This is a masterclass in building a sellable agency the right way. Check out the company: https://www.jeffarchibald.caBook a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisoryš CONNECT WITH SEANSubscribe: https://www.youtube.com/@seanweisbrotLinkedIn: https://linkedin.com/in/seanweisbrotInquiries: welivetobuild@gmail.comš CHAPTERS00:00 - Thing #1: Reverse-Engineer Your Revenue Goals02:28 - Why "Making Money" Isn't Enough to Survive08:17 - Thing #2: Reinvest in Promotion From Day One10:06 - Thing #3: Build Strategic Partnerships Intentionally15:10 - Thing #4: Master The 3-Tier Pricing Proposal21:40 - The Psychology of Price Anchoring24:01 - Thing #5: Proactively Plan For Growth (Stop Reactive Hiring)28:18 - The Hard Truth About Your Identity After an Exit29:53 - Recovering From Founder Burnoutš WORK WITH MEā¶ Book a Paid Advisory Session: https://calendly.com/wltb/advisoryā¶ Sponsor the Channel: https://www.welivetobuild.com/collaborateā¶ My AI/Automation Agency: https://optimai.ai
274. The "AI-First" Content Strategy is Wrong. Do This Instead.
26:39||Ep. 274Everyone is talking about an "AI-First" content strategy, but it's the wrong mentality, and it's killing your founder authority. In a world drowning in noise, you don't need to be everywhere; you need to be "undeniable where it counts." This interview with Ethan Monkhouse, founder of Naviro, breaks down the new rules for building authority as a founder. We explore why quality content is a hundredfold more important than quantity and how to use AI as a co-pilot for the heavy lifting, not as a replacement for human creativity. You'll learn the fatal flaw in most AI content tools and the framework for a content funnel that attracts your ideal customers without turning you into just another "supplier." Check out the company: https://naviro.aiBook a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisoryš CONNECT WITH SEANSubscribe: https://www.youtube.com/@seanweisbrotLinkedIn: https://linkedin.com/in/seanweisbrotInquiries: welivetobuild@gmail.comš CHAPTERS00:00 - Be Undeniable Where It Counts01:36 - Quality vs. Quantity in the Age of AI02:01 - Why The "AI-First" Mentality is Wrong02:30 - AI is The Co-Pilot, Not The Pilot04:09 - The Big Flaw in AI Content Tools05:48 - Building Your Content Funnel Framework08:36 - Why Your Content Must Be Evergreen12:24 - The #1 Mistake That Gets You Marked as a "Supplier"14:19 - Content Attracts, The Funnel Sells22:51 - Your LinkedIn Profile is a Landing Page, Not a Resume24:22 - The Most Important Lesson of My Lifeš WORK WITH MEā¶ Book a Paid Advisory Session: https://calendly.com/wltb/advisoryā¶ Sponsor the Channel: https://www.welivetobuild.com/collaborateā¶ My AI/Automation Agency: https://optimai.ai
273. Why Bootstrapping is a Slow Death for Ambitious Founders
29:04||Ep. 273For many ambitious founders, bootstrapping is a slow death. After building a profitable, high seven-figure SaaS company for 10 years, Sameer Narkar realized his self-funded model was no longer enough to win. In this interview, Sameer explains why the AI revolution is forcing successful bootstrapped companies into raising funds to move faster. He breaks down his decision to seek investment after a decade of profitability, why he believes thinking about an exit is a distraction from building a great product, and how he plans to use the new capital to "buy growth" by investing in experienced sales teams and partnerships rather than burning cash on ads. Check out the company: https://konnectinsights.comBook a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisoryš CONNECT WITH SEANSubscribe: https://www.youtube.com/@seanweisbrotLinkedIn: https://linkedin.com/in/seanweisbrotInquiries: welivetobuild@gmail.comš CHAPTERS00:00 - Why I'm Abandoning My 8-Figure Bootstrap Business00:35 - The AI Arms Race Demands Speed 02:42 - Fundraising With No Plan to Exit? 04:28 - Is a "Lifestyle Business" a Bad Thing?08:20 - How $15M Changes a Profitable Company09:50 - The "Spend $110 for every $100 Earned" Growth Model 12:01 - Why We Invest in Partnerships, Not Google Ads15:20 - Why We're Hiring Expensive, Experienced Sales Vets 18:10 - Our Content Strategy: Case Studies & Industry Reports 23:05 - The Hardest Part of The Bootstrapping Journey 27:57 - The Most Important Lesson After 10 Years as a Founder š WORK WITH MEā¶ Book a Paid Advisory Session: https://calendly.com/wltb/advisoryā¶ Sponsor the Channel: https://www.welivetobuild.com/collaborateā¶ My AI/Automation Agency: https://optimai.ai
272. Never Show Customers Your Underpants (A Guide to AI Pricing)
33:03||Ep. 272Are you making the #1 mistake in AI pricing? Many founders are using their old SaaS pricing model, but for AI, thatās a huge error. As pricing expert Dan Balcauski explains, itās like showing customers your āunderpantsā, and itās killing your sales. In this guide to AI pricing, Dan breaks down why the game has changed. Unlike traditional SaaS, AI products have significant variable costs and unpredictable customer value, creating a new set of challenges for founders. We explore the psychology of value-based pricing, how to choose the right pricing metric, and the strategies companies like Google and OpenAI are using to price their AI tools. Check out the company: https://www.producttranquility.comBook a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisoryš CONNECT WITH SEANSubscribe: https://www.youtube.com/@seanweisbrotLinkedIn: https://linkedin.com/in/seanweisbrotInquiries: welivetobuild@gmail.comš CHAPTERS00:00 - Why Your SaaS Pricing Model is Obsolete02:05 - The Value vs. Cost Dilemma of AI03:20 - Foundation Models vs. AI Applications07:15 - Why AI Product Prices Are So Inconsistent11:15 - The Power of Long-Tail Distributions in Pricing17:05 - The Problem with Capped "Unlimited" Plans19:10 - Why AI Companies Are Hardware Constrained24:30 - The 2 Axes of a Smart AI Pricing Strategy28:00 - The #1 AI Pricing Mistake: Showing Your "Underpants"31:30 - The Psychology of Value-Based Pricingš WORK WITH MEā¶ Book a Paid Advisory Session: https://calendly.com/wltb/advisoryā¶ Sponsor the Channel: https://www.welivetobuild.com/collaborateā¶ My AI/Automation Agency: https://optimai.ai