Shows / Serious AI with Chris Duff
Serious AI with Chris Duff
Enterprise AI, built on camera. Live builds, what they cost to get right, and the parts that did not work. Three kinds of episode: builds put together on screen with the reasoning out loud, diagnostics on problems operators are actually carrying, and the running account of what we are building now and the calls we got wrong. Hosted by Chris Duff, who builds AI systems for operators carrying real financial consequence and spent years being one. Most AI consultants have never had a dollar at…
Episodes
- Serious AI with Chris Duff
I gave Claude Code my family's finances. It got $243,000 wrong | Ep 332
I pointed Claude Code at my tax returns, statements and budget sheets for seven days, about 3,400 messages, read-only. It got a $243,000 line wrong, and it…
- Serious AI with Chris Duff
I built a payer cost check. The worst payer wasn't the denier | Ep 331
Most practices rank their payers by the monthly denial report, so the plan that denies the most gets the attention. I built a check on the 835 remits (the…
- Serious AI with Chris Duff
My best build got no feedback. A BAA post hit 9,400 impressions | Ep 330
My best build got no feedback, and a LinkedIn post about a piece of healthcare paperwork hit 9,400 impressions (my posts usually draw 44 to 89). The paperwork…
- Serious AI with Chris Duff
Claude is probably running an old copy of your skill | Ep 329
Claude is probably running an old copy of your skill. I had around 70 skills and 21 routines, and Google Drive showed every one of them synced while Claude…
- Serious AI with Chris Duff
Every 10 minutes, my AI fed me questions to ask the room | Ep 328
At the MGMA Annual Conference (the Medical Group Management Association's yearly meeting for people who run medical practices) in San Antonio, I ran Claude…
- Serious AI with Chris Duff
Your payer can underpay you without a single denial | Ep 327
I spent two and a half days at MGMA 2026, the national conference for medical group leaders, as an AI builder with a medical background who went there to…
- Serious AI with Chris Duff
My plan to turn a $2,400 ticket into a $2M pipeline | Ep 326
Two days after picking healthcare as the focus for Serious AI, I bought a $2,400 ticket to the MGMA annual conference in San Antonio. Before the trip I had…
- Serious AI with Chris Duff
AI wrote my FAQ. I rewrote 17 of 20. | Ep 325
Seven days to move a business from one brand to another. DNS, a full website, SEO, the podcast routines, every description and every link, and Claude Code ran…
- Serious AI with Chris Duff
Claude Code Built My Entire Product Launch in 24 Hours | Ep 324
The SLC Deal Engine is live and Claude Code handled nearly the entire launch. Chris breaks down how the AI land underwriting tool went from production-ready to…
- Serious AI with Chris Duff
More Instructions Won't Make Your AI Reliable | Ep 323
In this episode, the SLC Deal Engine emerges from a two year, $100K rebuild that ran through Land Pricer, SLC Chat, and a Cowork plugin that kept breaking…
- Serious AI with Chris Duff
Most AI Consultants Have Never Had a Dollar at Risk | Ep 322
In this episode, the Serious brand gets rebuilt end to end using Ryan Levesque's Category of One framework, landing on one line: serious means underwritten…
- Serious AI with Chris Duff
I Used AI to Fact-Check Reventure's Housing Crash Video | Ep 321
Reventure published "WSJ drops major warning. Six-figure losses emerge." on July 27, calling this a housing depression. I ran his five core claims through a…
- Serious AI with Chris Duff
An OpenAI Model Hacked Another Company (No Human Told It To) | Ep 320
In this episode, an OpenAI test model autonomously escaped its sandboxed environment and hacked into Hugging Face's servers while trying to cheat on an…
- Serious AI with Chris Duff
We're Living the AI Experiment in Real Time | Ep 319
In this episode, real conversations from a family wedding expose the widening split between AI's haves and have-nots, from young graduates locked out of…
- Serious AI with Chris Duff
Realtor.com Says Buyers Are Back. The Data Says Otherwise. | Ep 318
In this episode, a June 2026 realtor.com housing report gets dismantled to show how PR framing masks the real state of the market. The headline (asking prices…
- Serious AI with Chris Duff
Are You a Wizard or a Prophet? The Mental Model I Use to Underwrite Every Deal | Ep 317
In this episode, a Texas parcel bought at roughly $3,000 per acre (inclusive of value-add) shows how fast a buyer's market can reprice, with the exit…
- Serious AI with Chris Duff
Let AI Build It. Never Let AI Check It. | Ep 316
In this episode, Sharran Srivatsaa's four-column framework (Decide, Build, Check, Run) becomes the lens for where business owners should actually spend their…
- Serious AI with Chris Duff
I Watched AI Underwrite a Land Deal from Start to Finish | Ep 315
In this episode, the rebuild of SLC chat from a Replit-hosted web app into a client-side co-work plugin gets a full teardown, tested live on a non-disclosure…
- Serious AI with Chris Duff
How to Stack AI Skills to Underwrite Deals 10x Faster | Ep 314
In this episode, a new AI workflow tackles due diligence on a three parcel infill lot in a hot Midwest market, priced at $250K for roughly three acres (three…
- Serious AI with Chris Duff
Why AI Isn't Making You More Productive (It's Your Work Slop) | Ep 313
In this episode, the widening gap between AI optimism and skepticism takes center stage, with employee trust in AI declining year over year even as 2026 models…
- Serious AI with Chris Duff
Marc Benioff's Theory: The Missing Layer Between You and AI | Ep 312
In this episode, the compounding productivity gains from AI workflows take center stage, framed against a debate over whether human talent now breaks even…
- Serious AI with Chris Duff
The Land Game Is Shifting: Inside a Real Entitlement Deal | Ep 311
In this episode, an entitlement deal in the Western US is structured to convert an eight acre parcel into a fully platted 36 home site project, with a national…
- Serious AI with Chris Duff
Louisiana Subdivide: The Land Deal That Tested Our Underwriting | Ep 310
In this episode, the disposition of a $475K Louisiana minor subdivision (three 10-11 acre parcels) finally closes after nearly a year on market, with all three…
- Serious AI with Chris Duff
Inside the SLC Chat: Building an AI Underwriting Brain | Ep 309
In this episode, the build of SLC Chat (Serious Land Capital's proprietary underwriting AI) gets dissected, from architecture decisions to API economics. The…
- Serious AI with Chris Duff
From Doing to Managing: What AI Did to Mitch Klein's Job | Ep 308
In this episode, a fellow land investor and water/environmental engineer with 13 years of experience, Mitch Klein, walks through one of the most aggressive AI…
- Serious AI with Chris Duff
AI Can Already Steal Your Money: Make Yourself a Hard Target | Ep 307
In this episode, AI-driven financial fraud takes center stage as the new Anthropic Mythos model demonstrates the ability to break through existing…
- Serious AI with Chris Duff
Market Cycles Just Got Shorter: Your Business Has to Catch Up | Ep 306
In this episode, institutional sentiment has ticked up roughly 5% from what was called the worst market conditions in 20+ years, while real estate remains…
- Serious AI with Chris Duff
4 Investments Every Operator Should Be Focusing Right Now (Business, AI, Mindset, Health) | Ep 305
In this episode, Chris breaks down the four investment areas commanding the most money, time, and mental resources at Serious Land Capital right now. Against a…
- Serious AI with Chris Duff
Building the SLC Chatbot with Claude Cowork (Full Breakdown) | Ep 304
In this episode, the SLC Bot build gets a full behind-the-scenes breakdown, a custom GPT designed to encode Serious Land Capital's underwriting expertise, deal…
- Serious AI with Chris Duff
Louisiana Deal Update: Every Strategy and Tactic We Tried on a 32-Acre Subdivide | Ep 303
In this episode, the full tactical breakdown of a 32-acre Louisiana subdivide is laid out, a three-child-parcel minor subdivide with parcels priced above $300K…
- Serious AI with Chris Duff
The Stat That Makes Today's Market Historically Unprecedented | Ep 302
This episode explores the history of real estate down cycles in the US, analyzing past crashes and downturns to understand current market conditions and future…
- Serious AI with Chris Duff
Cockroach Mode: Surviving the Worst Market in a Generation | Ep 301
In this episode, the current market environment gets a sober, unfiltered assessment as geopolitical uncertainty, AI-driven job disruption, and stalled real…
- Serious AI with Chris Duff
Why a 65% Win Rate Isn't Good Enough in the Worst Buyer's Market in Decades | Ep 300
In this episode, a ~$70,000 infill lot near a major Texas metro gets evaluated and ultimately passed on despite a 60-70% probability of a $20,000 net cash…
- Serious AI with Chris Duff
Claude Cowork Changed Everything: Redefining What’s Possible | Ep 299
Chris shares how AI tools like Claude Cowork are revolutionizing land investment, legal documentation, marketing, and operational efficiency. Discover…
- Serious AI with Chris Duff
Self Leadership: The Real Competitive Advantage In Land Investing | Ep 298
Chris discusses the evolving landscape of high-value land deals, emphasizing the necessity of working with top-quality operators and leveraging AI for…
- Serious AI with Chris Duff
AI as a Thought Partner, Not a Ghostwriter: How I Used AI to Draft a Legal Agreement | Ep 297
Chris discusses the complexities of funding land deals and the challenges faced when navigating legal structures. He emphasizes the importance of understanding…
- Serious AI with Chris Duff
Soft Costs, SPVs & 7-Figure Returns: Inside Our Entitlement Playbook | Ep 296
Chris discusses the evolution of their content strategy, focusing on high-value land deals and the complexities of entitlement deals. He emphasizes the…
- Serious AI with Chris Duff
Tax Strategy for Land Investors: Aggressive vs Conservative Reporting | Ep 295
Chris discusses the complexities of tax law and accounting methods, emphasizing the importance of clean accounting practices and the role of CPAs in navigating…
- Serious AI with Chris Duff
Why Due Diligence Actually Matters: Annexation, Utilities & Recapture Fees Explained | Ep 294
Chris discusses the intricacies of land investment, focusing on a specific case study involving a property purchase and the challenges faced during the zoning…
- Serious AI with Chris Duff
From Flipper to Founder: What I Learned at Mastermind in Costa Rica | Ep 293
Chris shares insights from an AI mastermind event, focusing on common entrepreneurial challenges, the importance of confidence, and the dynamics of gender in…
- Serious AI with Chris Duff
Travel, Perspective, and the Real Opportunity You're Not Seeing | Ep 292
Chris shares insights from his recent trip to Costa Rica, focusing on the real estate opportunities in the region, the challenges of infrastructure, and the…
- Serious AI with Chris Duff
Time Audit Process: Building AI Workflows for Repetitive Tasks | Ep. 291
In this episode, Chris discusses the operational strategies at Serious Land Capital, focusing on the importance of identifying and addressing core constraints…
- Serious AI with Chris Duff
From "It's Impossible" to "It's Inevitable": The 5-Point Mindset for Entrepreneurs | Ep. 290
In this episode, Chris explores the importance of mindset in achieving success, particularly in the context of land investing. He discusses the five levels of…
- Serious AI with Chris Duff
Building the Bridge: How We're Scaling From $500K Deals to $1M+ Properties | Ep. 289
In this episode, Chris discusses the future outlook of partnership structures in real estate, focusing on capital deployment strategies, the importance of…
- Serious AI with Chris Duff
Banks Don't Do Their Own Underwriting: The Problem With Land Valuation Firms | Ep 288
In this episode, Chris discusses the complexities and challenges of land appraisal, particularly in the context of third-party funding and the regulatory…
- Serious AI with Chris Duff
How We Spot Overvalued Markets (Before Funding a Deal) | Ep. 287
In this episode of Get Serious, Chris discusses the current state of the real estate market, focusing on how to identify overvalued markets. He highlights the…
- Serious AI with Chris Duff
From Small Deals to Seven-Figure Partnerships: Why We're Done Chasing Volume | Ep. 286
Chris discusses the strategic evolution of Serious Land Capital, focusing on their marketing strategy and the adjustments made to their ideal customer profile…
- Serious AI with Chris Duff
Actions First, Feelings Second: Sharran Srivatsaa's Action Equation for Beating Inertia | Ep. 285
Chris discusses the challenges of maintaining productivity, especially after the holiday season. He shares personal experiences of struggling with inertia and…
- Serious AI with Chris Duff
AI vs. SaaS: Why We're Rebuilding Our Tech Stack | Ep. 284
Chris discusses the rapid evolution of AI and its implications for business applications, emphasizing the need for custom solutions to enhance efficiency and…
- Serious AI with Chris Duff
Zillow Digest Strategy: The Exact Filters That Find Subdivide Deals | Ep. 283
Chris discusses the strategies and experiences of Serious Land Capital in the land investment market. He shares insights on their acquisition strategies, the…
- Serious AI with Chris Duff
The Underwriter's Edge: The Data Point No One Checks | Ep. 282
Chris discusses various tactics and strategies for successful land investment, emphasizing the importance of due diligence, understanding property valuation…
- Serious AI with Chris Duff
The Real Cost of Ignoring AI Integration (And What That Means for Your Business) | Ep. 281
Chris discusses the integration of AI into business strategy, emphasizing the importance of identifying core constraints and leveraging technology to enhance…
- Serious AI with Chris Duff
32-Acre Louisiana Subdivide Update: Using Reventure Data to Validate Your Hold Strategy | Ep. 280
Chris discusses the challenges and strategies involved in land investing, particularly focusing on a significant subdivide project. He shares insights on…
- Serious AI with Chris Duff
Declutter Your Mind: When to Purge Ideas, Objects, and Old Identities | Ep. 279
Chris explores the themes of self-reflection, decluttering both physical and mental spaces, and the importance of evaluating outdated thoughts and attachments…
- Serious AI with Chris Duff
I Lost Millions: What Drawdowns Teach You About Real Risk Tolerance | Ep. 278
Chris shares insights from his experiences with Serious Land Capital and his journey through the volatile world of crypto investments. He reflects on…
- Serious AI with Chris Duff
JP Morgan's 2026 Outlook: What Land Investors Need to Know About AI, Inflation, and Real Estate | Ep. 277
Chris reviews the JP Morgan Private Bank Outlook for 2026, discussing key insights into the banking sector, economic predictions, and the impact of AI on…
- Serious AI with Chris Duff
The 5-Year AI Strategy: How to Build Transformative AI Infrastructure | Ep. 276
Chris discusses the essential AI investment strategies for 2026, emphasizing the need for businesses to rethink their resource allocation, workforce training…
- Serious AI with Chris Duff
"Sales Is Trainable, Intelligence Is Action" | Hormozi's Final Lessons on Building Wealth | Ep. 275
Chris shares insights from a transformative workshop led by Alex Hormozi, focusing on the essential elements of business success, including sales, marketing…
- Serious AI with Chris Duff
Your Land Business Creates Value on the Buy, Not the Sell – Here's Why That Matters for AI | Ep. 274
Chris discusses the importance of implementing AI in business, particularly in the land investment sector. He emphasizes the need for companies to understand…
- Serious AI with Chris Duff
The Only Assumption That Matters in Land Investing | Hormozi Takeaways | Ep. 273
Chris shares insights from a recent live event focused on marketing strategies, particularly quiz funnels, e-commerce business valuation, upselling techniques…