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ChatGPT isn’t “AI.” It’s just the brand most of us started with.

In this episode, we get real about what happens when you stop treating AI like a chatbot… and start treating it like infrastructure. We share why we moved beyond ChatGPT, what surprised us about Claude, and how “scaffolding” (the 90% behind the scenes) is what turns AI from a toy into a tool that can actually run parts of your business.

We talk about building a personal “Jarvis” that doesn’t just answer questions—it pulls numbers, flags blind spots, organizes decisions, and gives you an owner-level snapshot in seconds. Not theory. Real workflows: email triage, calendar handling, dashboards that unify QuickBooks + ops + marketing, and a simple prompt that might change how you think forever: “Show me my blind spots.”

We also hit the part most people ignore: security. If you’re handing AI the keys to your life, you better know what doors you just unlocked. The goal isn’t replacing people—it’s freeing your team to do higher-level work while you make faster, cleaner decisions.

📌 Key Topics:

• Building AI “scaffolding” so it knows where to pull truth from ✅
• Turning scattered tools into one decision dashboard ✅
• Using AI to expose blind spots before they cost you ✅
• Security red flags when AI touches email, browser, and finances ✅
• Starting with your biggest bottleneck—not the coolest feature ✅

If you want more freedom, stop chasing hacks—and start building systems you can trust.

Chapters:
00:00 Why I Quit ChatGPT (and 10x’d My Business)

00:28 Testing ChatGPT vs Gemini vs Claude — What Actually Worked

02:03 The Vegas Story: SamCart CEO Rebuilt a Business in 45 Minutes

04:28 Claude vs ChatGPT Personalities + Better Strategic Output

06:01 My #1 AI Prompt: “Show Me My Blind Spots”

06:51 The Real Secret: “Scaffolding” Your AI Like an Operating System

08:34 Going Phone-First: Running My AI Assistant on WhatsApp

10:12 Modern-Day Jarvis: $20 vs $200 Claude Plans (Credits & Opus Access)

13:26 How I ‘Train’ It: Claude Code, Iteration, and Commander's Intent

14:36 Building the Unified Business Dashboard (QuickBooks + Ops + Marketing)

15:58 One Assistant, Multiple Businesses: Consolidating Data into One Database

16:51 Using Other AIs as Sub-Agents: ChatGPT for Research, Gemini for YouTube

18:35 Security & Risk: Giving an AI Access to Your Browser and Financial Data

20:35 Security & privacy concerns with AI assistants

21:15 AI won’t kill the assistant role— it upgrades it

21:58 Real example: offloading email/calendar while upskilling the team

23:15 What’s next for the custom dashboard (voice, WhatsApp, team access)

26:25 Why most owners don’t build this (and what it could be worth)

28:15 Where to start: bottleneck analysis + using AI for financial clarity

29:21 QuickBooks reality check: bank feeds, reporting gaps, and security limits

30:58 Can AI replace bookkeepers? Trust, accuracy, and human oversight

32:13 Using AI for strategy: frameworks, coaching, and what humans still do best

35:32 The real power of dashboards: tying metrics to behavior and revenue

37:08 Building it in-house: replacing scattered tools and saving $5k/month

40:13 Closing thoughts & a meta-AI idea for analyzing the podcast

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In this episode, we dive into the "unknown unknowns" of entrepreneurship—the problems you don't see coming until they hit you. From QuickBooks payroll nightmares and duplicate W2 filings to the surprising workarounds for renting a car with a debit card, we share real-world solutions to the challenges that every business owner faces.

We also unpack the myth of linear business growth. Why do some businesses scale 10X while others get stuck? We discuss the power of "who not how," the importance of getting in the right rooms, and how to cultivate a mindset that embraces million-dollar problems as a sign of success.

00:00 Introduction and QuickBooks Troubles

00:29 Unexpected Business Challenges

01:22 Dealing with Payroll and Bookkeeping

09:06 Scaling and Business Growth

14:42 Masterminds and Networking

32:07 The Importance of Community

32:36 Conclusion

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How to Build a 7-Figure Real Estate Portfolio From Scratch

In this episode, we sit down with Josh, a real estate investor who made the incredible journey from a dream job in corporate sales at Oakley and Trek Bikes to building a thriving real estate business.

Josh shares the raw, unfiltered story of why he walked away from a successful career in the action sports industry to pursue financial freedom through real estate investing. We dive deep into the mindset shifts, the challenges of starting over, and the critical role his faith has played in his success.

📌 Key Topics:

• ✅ The exact moment to leave a W2—and the safety nets to stack first
• ✅ Our three-option framework for sellers: retail, real cash, or creative terms
• ✅ How to use subject-to/seller finance ethically (and where it goes wrong)
• ✅ Building real deal flow through community, not cold DMs
• ✅ Intrinsic drive vs. borrowed motivation—and how to self-govern daily
• ✅ Bringing faith and integrity into business without being weird
• ✅ A practical, boring definition of freedom that actually holds up

Chapters:

00:00 Introduction and Initial Real Estate Deal
00:14 Career Struggles and Turning Point
00:24 Discovering Real Estate
00:52 Podcast Introduction and Guest Background
02:51 College Years and Early Career
11:27 Transition to Real Estate
19:27 Applying Past Skills to Real Estate
28:04 Faith and Business Integration
37:31 Navigating Community and Belonging
37:45 Challenges in Building Community in Santa Cruz
39:52 Marriage Counseling and Community Loss
40:48 Moving to Omaha and Building New Communities
42:16 The Sub Two Community and Real Estate Networking
45:24 Intentional Networking and Business Growth
57:22 Creative Financing in Real Estate
01:02:20 Risks and Protections in Subject To Deals
01:07:16 The Value of Community and Mentorship
01:13:22 Defining Freedom and Personal Goals
01:15:42 Closing Thoughts and Contact Information