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We Live to Build
Sean Weisbrot
284 episodes
4 days ago

We Live to Build is the raw, no-fluff interview series for high-performance founders and CEOs who are scaling 5+ figure businesses and want to grow faster without burning out.


Hosted by serial founder and angel investor Sean Weisbrot, each episode delivers tactical conversations with battle-tested operators, unpacking the mental models, systems, and automation strategies that drive sustainable success.


If you're obsessed with scaling smart, optimizing for mental resilience, and building teams and products that don’t rely on your constant presence, these interviews were recorded for you.


Expect honest talk about leadership, delegation, AI tools, cost reduction, psychology, and how to stop being the bottleneck in your business.


We’re not here to inspire, we’re here to equip.


Subscribe and upgrade how you build.


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

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Entrepreneurship
Business,
Investing,
Management
RSS
All content for We Live to Build is the property of Sean Weisbrot and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

We Live to Build is the raw, no-fluff interview series for high-performance founders and CEOs who are scaling 5+ figure businesses and want to grow faster without burning out.


Hosted by serial founder and angel investor Sean Weisbrot, each episode delivers tactical conversations with battle-tested operators, unpacking the mental models, systems, and automation strategies that drive sustainable success.


If you're obsessed with scaling smart, optimizing for mental resilience, and building teams and products that don’t rely on your constant presence, these interviews were recorded for you.


Expect honest talk about leadership, delegation, AI tools, cost reduction, psychology, and how to stop being the bottleneck in your business.


We’re not here to inspire, we’re here to equip.


Subscribe and upgrade how you build.


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

Show more...
Entrepreneurship
Business,
Investing,
Management
Episodes (20/284)
We Live to Build
Why We Ignored 50% of Our Customers to Save the Business

How do you save a startup when growth flatlines? Itai Sadan, co-founder of Duda, reveals the two critical pivots that saved his company: shifting from mobile-only to responsive design, and the controversial decision to ignore 50% of his customers (small businesses) to focus entirely on agencies. In this interview, Itai explains why AI is the new SEO, how to optimize your website for ChatGPT search, and why the combination of AI and human creativity is the future of web design. He also shares the hard truth about competing with giants like Wix and WordPress and why founders must sometimes make painful decisions to survive. Check out the company: https://duda.co


👀 CONNECT WITH SEAN

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

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

Inquiries: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - Why Agencies Use Duda vs. WordPress/Wix

03:00 - The New SEO: Ranking on ChatGPT & AI Search

06:27 - Will AI Replace Web Designers?

09:30 - The Future: Voice AI Building Websites?

12:35 - The Hardest Part of Being a CEO (Constant Growth)

19:30 - Pivot #1: Mobile-Only to Responsive Design

22:20 - Pivot #2: Ignoring 50% of Customers (SMBs) to Focus on Agencies

26:40 - Surviving 2 Years of Flat Growth

31:50 - There is No Single Playbook for Success


📈 WORK WITH ME

▶ Startup Fundraising: https://welivetobuild.com/ai-startup-fundraising

▶ 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.

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4 days ago
33 minutes 25 seconds

We Live to Build
How the Ultra-Wealthy Actually Invest (It's Not 60/40)

Why do the ultra-wealthy ignore the traditional 60/40 portfolio? Tad Fallows, founder of a high-net-worth community, reveals that his members hold almost zero bonds and use portfolio lines of credit instead of keeping cash reserves. In this interview, he breaks down the actual asset allocation strategies used by those with $5M-$100M+ net worths, including why they prioritize private equity and real estate over public bonds. Tad also explains why whole life insurance is almost never a good investment , the difference between revocable and irrevocable trusts for estate planning , and sophisticated tax strategies for selling concentrated stock positions—like Exchange Funds and Direct Indexing—without triggering a massive tax bill. Check out the company: https://longangle.com


👀 CONNECT WITH SEAN

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

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

Inquiries: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - Sudden Wealth: Why You Don't Need a Wealth Manager Yet

02:55 - High Net Worth Insurance (Umbrella & Carriers)

05:54 - Stop Buying Whole Life Insurance

08:33 - Estate Planning: Revocable vs. Irrevocable Trusts

11:25 - Are Offshore Trusts (Cook Islands) Worth the Risk?

14:46 - Asset Allocation: Why the Wealthy Don't Own Bonds

17:26 - The "Portfolio Line of Credit" Strategy (No Cash Drag)

20:23 - Private Equity vs. Public Markets

25:46 - How to Sell Concentrated Stock Without Taxes (Exchange Funds)

27:51 - Using Direct Indexing for Tax Loss Harvesting

29:16 - The 12-Month "Cooling Off" Rule for Windfalls


📈 WORK WITH ME

▶ Startup Fundraising: https://welivetobuild.com/ai-startup-fundraising

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

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


🎧 LISTEN TO THE AUDIO VERSION

Spotify: https://open.spotify.com/show/68lykxIMOyofZNiWSF4vFx

iTunes: https://podcasts.apple.com/us/podcast/we-live-to-build/id1531994765


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

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1 week ago
31 minutes 22 seconds

We Live to Build
Why Your Startup Shouldn't Hire a PR Agency Yet

Why should most startups avoid hiring a PR agency until after their Series A? Jackson Wightman, founder of a tech PR firm, argues that early-stage companies often waste money on agencies before they are ready. In this interview, he breaks down the right time to invest in public relations and why the playing field has tilted against those who ignore AI. Jackson also reveals how AI has fundamentally changed the agency model—allowing him to grow 15-20% without hiring junior employees. He discusses the problem of "AI Slop" in media pitches, the terrifying reality of a "lost generation" of workers who can't get entry-level experience, and how Chinese manufacturers are aggressively taking over Amazon's "Buy Box" by bypassing traditional branding. Check out the company: https://properpropoganda.net


👀 CONNECT WITH SEAN

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

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

Inquiries: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - How AI Changed the PR Industry Forever

01:32 - Why Your Startup Shouldn't Hire a PR Agency Yet

02:52 - The Plague of "AI Slop" in Pitch Emails

05:31 - Using AI for Media Training & Research

08:38 - Why We Stopped Hiring Junior Employees

10:48 - Is the Career Ladder Broken? (The Junior Talent Crisis)

13:21 - The Future of Work: Scared to Have Kids?

17:45 - How Chinese Brands Are Dominating Amazon

21:58 - Trust & Brand Equity: Why Product Isn't Everything

26:17 - The Translation Fail That Hurt a Game Launch

28:58 - The #1 Rule for Agency Success: Run by Numbers


📈 WORK WITH ME

▶ Startup Fundraising: https://welivetobuild.com/fundraising

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

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


🎧 LISTEN TO THE AUDIO VERSION

Spotify: https://open.spotify.com/show/68lykxIMOyofZNiWSF4vFx

iTunes: https://podcasts.apple.com/us/podcast/we-live-to-build/id1531994765


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

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2 weeks ago
31 minutes 39 seconds

We Live to Build
Will the AI Bubble Burst? (Geopolitics & The $400B Bet)

Is the $400 billion currently being poured into AI infrastructure a visionary bet or a massive bubble waiting to burst? Vijay Rajendran explains why we are seeing the biggest investment in fixed capital since the railroads, and what could cause it all to come crashing down. In this interview, Vijay and Sean discuss the new velocity of fundraising, where startups hit $100M ARR in months, and the rise of "seed-strapping" (raising once, then profiting). They also debate why VCs are obsessed with "founder pedigree," the structural reasons why European startups struggle to scale compared to the US, and the geopolitical shocks (food and fuel prices) that could abruptly end the AI party. Check out the company: https://gai.ventures


👀 CONNECT WITH SEAN

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

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

Inquiries: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - How AI Changed Fundraising Forever

00:40 - The Anomaly: 0 to $100M Revenue in 12 Months

04:02 - What is "Seed-Strapping"? (Profitable & Funded)

09:02 - The Pedigree Trap: Why VCs Obsess Over Stanford/Ex-OpenAI

10:07 - The Alumni Ventures Model

14:43 - Silicon Valley vs. Lisbon: Why Europe Can't Scale

17:32 - The Bureaucracy Problem in the EU

23:34 - The $400B Bet: Will the AI Bubble Burst?

27:32 - The "Geopolitical Shock" That Could Crash the Market

29:59 - How to Win Investor Money Right Now (Momentum)


📈 WORK WITH ME

▶ Startup Fundraising: https://welivetobuild.com/ai-startup-fundraising

▶ Sponsor the Channel: https://www.welivetobuild.com/ai-product-testing

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


🎧 LISTEN TO THE AUDIO VERSION

Spotify: https://open.spotify.com/show/68lykxIMOyofZNiWSF4vFx

iTunes: https://podcasts.apple.com/us/podcast/we-live-to-build/id1531994765


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

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3 weeks ago
31 minutes 13 seconds

We Live to Build
"We're Forced to Automate" - Surviving the Amazon Age

In 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.com


👀 CONNECT WITH SEAN

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

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

Inquiries: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - 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 Strategy


📈 WORK WITH ME

▶ Startup Fundraising: https://welivetobuild.com/fundraising

▶ 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.

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1 month ago
36 minutes 17 seconds

We Live to Build
Why People Declined Cash Rewards (The Psychology of Incentives)

Why 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.co


👀 CONNECT WITH SEAN

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

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

Inquiries: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - 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"


📈 WORK WITH ME

▶ Startup Fundraising: https://welivetobuild.com/fundraising

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

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


🎧 LISTEN TO THE AUDIO VERSION

Spotify: https://open.spotify.com/show/68lykxIMOyofZNiWSF4vFx

iTunes: https://podcasts.apple.com/us/podcast/we-live-to-build/id1531994765


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

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1 month ago
34 minutes 49 seconds

We Live to Build
Hourly vs. Commission: Disrupting the Recruiting Industry (David Windley)

Why 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.com


👀 CONNECT WITH SEAN

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

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

Inquiries: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - The $50M Exit & The Hardest Part 

00:41 - Surviving a 75% Revenue Drop During COVID 

03:11 - Rebuilding to $50M Revenue Post-Pandemic 

05:54 - Why I Sold the Business (The "Accidental Entrepreneur") 

06:06 - Hourly vs. Commission: Disrupting the Recruiting Model 

09:35 - Why the Industry Hates the Hourly Model 

12:42 - How to Generate $50M on Hourly Rates 

14:00 - Spinning Out "Hoot Recruit" Software  

16:35 - Using AI Agents for Candidate Sourcing 

19:26 - Will AI Replace Recruiters? (Human in the Loop) 

25:30 - AI Bias and Why Humans Are Still Needed 

27:26 - The #1 Leadership Rule: Character vs. Competence 

29:08 - Why Culture Matters More Than Policies


📈 WORK WITH ME

▶️ Startup Fundraising: https://welivetobuild.com/fundraising

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

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


🎧 LISTEN TO THE AUDIO VERSION

Spotify: https://open.spotify.com/show/68lykxIMOyofZNiWSF4vFx

iTunes: https://podcasts.apple.com/us/podcast/we-live-to-build/id1531994765


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

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1 month ago
30 minutes 41 seconds

We Live to Build
Don't Miss Out on This Game-Changing Cursor Technique for AI Entrepreneurs

Don'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.com


👀 CONNECT WITH SEAN

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

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

Inquiries: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - 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 Technique


📈 WORK WITH ME

▶ AI Startup Fundraising: https://welivetobuild.com/fundraising

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

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


🎧 LISTEN TO THE AUDIO VERSION

Spotify: https://open.spotify.com/show/68lykxIMOyofZNiWSF4vFx

iTunes: https://podcasts.apple.com/us/podcast/we-live-to-build/id1531994765


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

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1 month ago
48 minutes 14 seconds

We Live to Build
Founder vs. Investor: Which Role is Actually Harder? (Mike Lazerow)

Which 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.com


👀 CONNECT WITH SEAN

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

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

Inquiries: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - 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 & Business


📈 WORK WITH ME

▶ Startup Fundraising: https://welivetobuild.com/fundraising

▶ Sponsor the Channel: https://www.welivetobuild.com/ai-product-testing

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


🎧 LISTEN TO THE AUDIO VERSION

Spotify: https://open.spotify.com/show/68lykxIMOyofZNiWSF4vFx

iTunes: https://podcasts.apple.com/us/podcast/we-live-to-build/id1531994765


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

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2 months ago
41 minutes 25 seconds

We Live to Build
I Sold My Agency. Here Are The 5 Things I'd Do Differently.

Jeff 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.ca


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: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - Thing #1: Reverse-Engineer Your Revenue Goals

02:28 - Why "Making Money" Isn't Enough to Survive

08:17 - Thing #2: Reinvest in Promotion From Day One

10:06 - Thing #3: Build Strategic Partnerships Intentionally

15:10 - Thing #4: Master The 3-Tier Pricing Proposal

21:40 - The Psychology of Price Anchoring

24:01 - Thing #5: Proactively Plan For Growth (Stop Reactive Hiring)

28:18 - The Hard Truth About Your Identity After an Exit

29:53 - Recovering From Founder Burnout


📈 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.

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2 months ago
31 minutes 3 seconds

We Live to Build
The "AI-First" Content Strategy is Wrong. Do This Instead.

Everyone 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.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: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - Be Undeniable Where It Counts

01:36 - Quality vs. Quantity in the Age of AI

02:01 - Why The "AI-First" Mentality is Wrong

02:30 - AI is The Co-Pilot, Not The Pilot

04:09 - The Big Flaw in AI Content Tools

05:48 - Building Your Content Funnel Framework

08:36 - Why Your Content Must Be Evergreen

12:24 - The #1 Mistake That Gets You Marked as a "Supplier"

14:19 - Content Attracts, The Funnel Sells

22:51 - Your LinkedIn Profile is a Landing Page, Not a Resume

24:22 - The Most Important Lesson of My Life


📈 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.

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2 months ago
26 minutes 39 seconds

We Live to Build
Why Bootstrapping is a Slow Death for Ambitious Founders

For 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.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: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - Why I'm Abandoning My 8-Figure Bootstrap Business

00:35 - 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 Company

09:50 - The "Spend $110 for every $100 Earned" Growth Model

12:01 - Why We Invest in Partnerships, Not Google Ads

15:20 - 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


📈 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.

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2 months ago
29 minutes 4 seconds

We Live to Build
Never Show Customers Your Underpants (A Guide to AI Pricing)

Are you making the #1 mistake in AI pricing? Many founders are using their old SaaS pricing model, but for AI, that’s a huge error. As pricing expert Dan Balcauski explains, it’s like showing customers your “underpants”, and it’s 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.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: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - Why Your SaaS Pricing Model is Obsolete

02:05 - The Value vs. Cost Dilemma of AI

03:20 - Foundation Models vs. AI Applications

07:15 - Why AI Product Prices Are So Inconsistent

11:15 - The Power of Long-Tail Distributions in Pricing

17:05 - The Problem with Capped "Unlimited" Plans

19:10 - Why AI Companies Are Hardware Constrained

24:30 - The 2 Axes of a Smart AI Pricing Strategy

28:00 - The #1 AI Pricing Mistake: Showing Your "Underpants"

31:30 - The Psychology of Value-Based Pricing


📈 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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2 months ago
33 minutes 3 seconds

We Live to Build
How I Get a 70% Reply Rate on LinkedIn DMs (CEO of an 8-Figure Agency)

How do you get a 70% reply rate on LinkedIn DMs? In this episode, I sit down with Gabe Lullo, CEO of the 8-figure sales development agency Alleyoop, who shares his exact method for filling his sales pipeline every single day. Gabe unpacks the hard truths about modern sales, explaining why most LinkedIn outreach is just noise and how hyper-personalized voice notes can get you a 7x higher response rate. He also breaks down his "calls and content" strategy, why prospecting for one hour daily is more effective than batching it once a week , and the critical difference between being a founder and being a CEO. Check out the company: https://alleyoop.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: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - The #1 Rule for a Full Sales Pipeline

01:10 - Why Daily Prospecting Beats Weekly Batching

06:15 - Founder vs. CEO: Why You're Not Who You Think You Are

09:30 - My Secret to a 70% Reply Rate on LinkedIn DMs

11:00 - Why LinkedIn Voice Notes Get 7x More Replies

15:00 - The "Doctor" Method of Selling

23:30 - "Calls & Content": The LinkedIn Growth Strategy

25:15 - How to "Build in Public" When You Have Zero Customers

29:10 - A 3-Step Plan for LinkedIn Prospecting

31:25 - The One Thing I Wish I Started 13 Years Ago


📈 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.

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2 months ago
32 minutes 25 seconds

We Live to Build
Why 80% of Leaders Are Dangerously Behind on AI

A shocking statistic reveals that 80% of leaders are dangerously behind on AI, and the window to catch up is closing fast. Most are trapped by day-to-day "urgent" tasks, ignoring the "important" work of AI adoption that will determine their company's future. In this episode, executive coach and founder of NewPo, Arielle Lechner, explains why so many leaders are failing to integrate AI and provides a clear roadmap to get started. We discuss how AI is transforming industries like executive coaching with tools like custom GPTs, how to automate workflows to save countless hours, and why you need to start thinking of AI as the most powerful assistant you've never hired. Check out the company: https://newpo.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: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - The Shocking Stat: 80% of Leaders Are Ignoring AI

02:25 - The "Urgent vs. Important" Trap Killing Your Business

05:05 - Will a Custom GPT Replace Your Executive Coach?

07:20 - How to Create a "Digital Twin" of Your Favorite Experts

11:00 - The AI Workflow That Saves 20+ Hours of Work

15:00 - A Coach's Secret to Delivering More Value with AI

20:15 - Building Your Personal "Digital Twin" in ChatGPT

28:30 - The "All or Nothing" Mindset

33:05 - The #1 Thing Most People Know They Should Do (But Don't)


📈 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.

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2 months ago
34 minutes 1 second

We Live to Build
Is Your Work Ethic Secretly Sabotaging Your Business?

What if your "great" work ethic is secretly sabotaging your business? It's a tough question, but one every founder needs to confront. The toxic hustle culture sold by Silicon Valley isn't just unhealthy, it's often unprofitable. In this episode, Personal Growth Advisor Brad Farris joins me to dismantle the "grind" mindset. We explore why overworking kills the creativity needed for breakthroughs , and how things like sleep, exercise, and hobbies are actually critical tools for productivity and sustainable success. If you're an entrepreneur chasing growth without burning out, this conversation will shift your entire approach to work. Check out the company: https://anchoradvisors.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: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - The Hustle Culture Lie Pushed By VCs

02:15 - Why Grinding Kills Your Creativity

04:00 - The Biggest Threat to Your Business Is Your Own Health

07:30 - How "Doom Scrolling" Destroys Your Sleep & Productivity

11:25 - A Growth Advisor's 3-Step Calendar Audit

15:10 - The "Who Not How" Principle to Stop Drowning in Work

21:40 - Why Hobbies Like Archery & Golf Are Business Tools

27:00 - Using Meditation to Find Quiet in the Chaos

30:22 - The Most Important Lesson of My Life


📈 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.

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3 months ago
32 minutes 52 seconds

We Live to Build
Stop Building a Startup and Just Buy a Profitable Business

Why stop building a startup from scratch when you could just buy a profitable business instead? For many entrepreneurs, acquiring an established company is a faster and more direct path to success. In this interview, Neel Bhargava, Founding Partner of the private equity firm NB Group Investors, unpacks his playbook for entrepreneurial investing. He explains the real differences between private equity and the venture capital world , how he raises capital on a deal-by-deal basis , and the unique investment themes he's currently pursuing, from youth enrichment to end-of-life care. If you're a founder tired of the startup grind, this conversation will show you an alternative path to building your empire. Check out the company: https://nbgroup.us


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: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - Is Private Equity the "Smart" Entrepreneurship?

02:20 - Forget a Fund: The Deal-By-Deal Capital Model

04:10 - The REAL Difference Between PE & Venture Capital

06:30 - When The Investor Has To Become The Interim CFO

08:48 - His Investment Thesis: Youth Enrichment & End-of-Life Care

11:20 - How AI is Shaping Modern Investment Strategy

15:00 - Why Building Relationships is 90% of The Job

19:25 - The Hardest Part of Buying a Profitable Business


📈 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.

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3 months ago
20 minutes 17 seconds

We Live to Build
How I Bought an $8M/Year Company With Only $5,000

Ever wonder how someone bought an $8M/year company with only $5,000? Gary Shelton did just that, and in this interview, he reveals his exact model. Gary is "The Coaching King," having acquired, scaled, and sold 12 different businesses over the last 50 years, each hitting 8-figures per year. He explains why mindset is the #1 reason most entrepreneurs never hit $1M a year in revenue and shares the lessons he learned from his mentor who built the first black-owned billion-dollar company. If you want to learn how to acquire businesses with little of your own money, build systems that allow them to run without you, and develop the perseverance to succeed, this conversation is for you. Check out the company: https://goshelton.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: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - "Life is Quick, Man."

01:34 - The REAL Reason Businesses Fail to Hit $1M/Year

03:42 - The Money Lesson My Grandfather Taught Me at Age 4

06:35 - My First Million-Dollar Business Acquisition

08:29 - The #1 Thing That Gives a Business REAL Value

11:19 - How I Bought an $8M/Year Company With $5,000

14:48 - "I'm Not Betting The Farm Unless The Crops Are On Fire"

17:22 - The 2 Things to Look For When Buying a Business

22:20 - The Hardest Part of Being an Entrepreneur

30:45 - "I Don't Work. I Do What I Love."


📈 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.

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3 months ago
34 minutes 4 seconds

We Live to Build
The "Hero Leader" Delusion That's Secretly Destroying Your Team

Are you accidentally destroying your team with a "Hero Leader" mindset? Many leaders believe their job is to be the primary problem-solver, but this approach can secretly sabotage team performance and create a massive bottleneck. This is the "Hero Leader" Delusion. In this interview, executive coach Dr. Carla Fowler (MD, Ph.D.) breaks down the psychology of leadership and reveals how even well-intentioned leaders stifle growth. We explore the critical differences between strategic thinkers and action-takers, why leaders must stop "putting out fires," and how to truly empower your team to achieve breakthrough results. If you're an entrepreneur, CEO, or founder, this conversation will challenge everything you thought you knew about building a high-performing team. Check out the company: https://thaxa.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: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - The "Hero Leader" Delusion That's Killing Your Business

01:46 - The Psychology That Separates Good vs. Great Leaders

03:29 - Are You a Strategic Thinker or an Action-Taker?

06:38 - Why Your Team Communication Is Silently Failing

08:03 - An Executive Coach's Role Isn't to Solve Your Problems

14:22 - The "Spider-Man" Complex That Disempowers Your Team

19:43 - Why You Are The Biggest Barrier To Your Team's Growth

32:34 - The One Question Every Effective Leader Needs to Ask


📈 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.

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3 months ago
34 minutes 10 seconds

We Live to Build
Poor People Add, Rich People Multiply, Billionaires Subtract

Why do billionaires subtract? It’s a powerful mindset that separates the ultra-successful from everyone else. In this dense masterclass on productivity, Todd Hagopian, who runs a $90 million business division, breaks down the wealth framework he learned from a billionaire: poor people add, rich people multiply, and billionaires subtract. He explains why you must ruthlessly focus on your "profit per minute" and eliminate the 80% of tasks that are wasting your time and mental energy. You'll also learn his "mind-blowing" SEO strategy to generate thousands of high-authority backlinks from evergreen content. Check out the company: https://playerone.sppx.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: welivetobuild@gmail.com


🕒 CHAPTERS

00:00 - Poor People Add, Rich People Multiply, Billionaires Subtract

02:05 - The 80/20 Rule Is Deeper Than You Think

03:04 - How Jeff Bezos & Google Used Subtraction to Win

05:08 - The #1 Metric: Are You Maximizing Your "Profit Per Minute?"

07:18 - Your Social Media Is Gone in a Month. This Is Forever.

10:31 - My SEO Strategy for 3,000+ High-Authority Backlinks

16:01 - The "Karelin Method": Why You Must Train Differently to Win

18:18 - Why You Must Think Like a Billionaire From Day One

23:24 - The 3 Levers of Results: Activity, Efficiency & Focus

25:27 - My Trick to Stop Sending (and Receiving) Useless Emails

26:50 - How I'm Building My Brand with a Business Fiction Trilogy


📈 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.

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3 months ago
39 minutes 35 seconds

We Live to Build

We Live to Build is the raw, no-fluff interview series for high-performance founders and CEOs who are scaling 5+ figure businesses and want to grow faster without burning out.


Hosted by serial founder and angel investor Sean Weisbrot, each episode delivers tactical conversations with battle-tested operators, unpacking the mental models, systems, and automation strategies that drive sustainable success.


If you're obsessed with scaling smart, optimizing for mental resilience, and building teams and products that don’t rely on your constant presence, these interviews were recorded for you.


Expect honest talk about leadership, delegation, AI tools, cost reduction, psychology, and how to stop being the bottleneck in your business.


We’re not here to inspire, we’re here to equip.


Subscribe and upgrade how you build.


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