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Chris Duff

Get Serious

Join Chris Duff, Managing Partner at Serious Land Capital, as he shares short, value-packed episodes about his team's journey building a world class real estate business focused on land in the US. Succeed or fail, ALL will be shared. Occasional interviews may be published. Have a land deal that needs funding? Visit https://seriousland.capital/Want to price land more accurately and simpler than ever before? Visit https://landpricer.ai/

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Auteur

Chris Duff

Catégorie

Business

Site du podcast

seriousland.capital

Dernier épisode

28 oct. 2026

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Épisodes

Market Cycles Just Got Shorter: Your Business Has to Catch Up | Ep 306 22.04.2026

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 stuck in a buyer's market that hasn't bottomed since mid-2022. AI is compressing market cycles faster than prior eras, forcing operators to check assumptions on a week-by-week basis against a backdrop of record corporate earnings and all...

4 Investments Every Operator Should Be Focusing Right Now (Business, AI, Mindset, Health) | Ep 305 15.04.2026

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 backdrop of nearly four years of deteriorating real estate conditions and accelerating AI disruption, the framework cuts through shiny object syndrome to identify where durable ROI actually lives. Each area connects back to a single thesis:...

Building the SLC Chatbot with Claude Cowork (Full Breakdown) | Ep 304 09.04.2026

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 history across thousands of reviewed transactions, and Chris's voice into a deployable AI tool. The project is modeled on Callan Faulkner's CalChat framework and is being built entirely through Claude Cowork, with phase one (kno...

Louisiana Deal Update: Every Strategy and Tactic We Tried on a 32-Acre Subdivide | Ep 303 01.04.2026

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 each that sat completely offerless through 20-plus site visits over multiple months. Originally underwritten during a mini bull run, the deal stalled as buyer demand evaporated, with local realtors citing the slowest land movement in over 1...

The Stat That Makes Today's Market Historically Unprecedented | Ep 302 25.03.2026

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 risks. It offers valuable lessons from previous crises like the GFC, the 1980s recession, and the Great Depression. We fund larger land deals that others can’t reliably underwrite. With a 100% close rate on committed capital and over $6M fu...

Cockroach Mode: Surviving the Worst Market in a Generation | Ep 301 18.03.2026

In this episode, the current market environment gets a sober, unfiltered assessment as geopolitical uncertainty, AI-driven job disruption, and stalled real estate deal flow create what some of the most well-financed institutional voices are calling the worst market they have ever seen. Overhead has been cut despite having more personal liquidity than ever, and deal volume is down significantly fro...

Why a 65% Win Rate Isn't Good Enough in the Worst Buyer's Market in Decades | Ep 300 11.03.2026

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 outcome. County-level data from Reventure reveals a 238% inventory surge since 2022, days on market pushing 90-101 days, and a projected 6.3% price decline over the next year. The macro case for patience overrides the surface-level deal math. We...

Claude Cowork Changed Everything: Redefining What’s Possible | Ep 299 04.03.2026

Chris shares how AI tools like Claude Cowork are revolutionizing land investment, legal documentation, marketing, and operational efficiency. Discover real-world examples of AI-driven ROI, legal automation, and time savings that are transforming business practices. We fund larger land deals that others can’t reliably underwrite. With a 100% close rate on committed capital and over $6M funded, we a...

Self Leadership: The Real Competitive Advantage In Land Investing | Ep 298 25.02.2026

Chris discusses the evolving landscape of high-value land deals, emphasizing the necessity of working with top-quality operators and leveraging AI for efficiency. He highlights the importance of self-leadership and accountability in business, advocating for a mindset that embraces challenges with a 'yes' attitude. The discussion underscores the need for detailed preparation and interperson...

AI as a Thought Partner, Not a Ghostwriter: How I Used AI to Draft a Legal Agreement | Ep 297 18.02.2026

Chris discusses the complexities of funding land deals and the challenges faced when navigating legal structures. He emphasizes the importance of understanding the intricacies of legal agreements and how AI can assist in drafting and reviewing these documents. The conversation highlights the evolution of legal drafting with AI, the need for robust agreements to minimize disputes, and the future po...

Soft Costs, SPVs & 7-Figure Returns: Inside Our Entitlement Playbook | Ep 296 11.02.2026

Chris discusses the evolution of their content strategy, focusing on high-value land deals and the complexities of entitlement deals. He emphasizes the importance of risk management, creative problem-solving, and the value of partnerships in navigating the real estate investment landscape. The conversation highlights the challenges and rewards of pursuing higher-level deals, encouraging listeners...

Tax Strategy for Land Investors: Aggressive vs Conservative Reporting | Ep 295 06.02.2026

Chris discusses the complexities of tax law and accounting methods, emphasizing the importance of clean accounting practices and the role of CPAs in navigating state-specific regulations. He shares insights on income reporting strategies and tax mitigation, highlighting the need for businesses to adapt as they grow and engage in more complex transactions. We fund larger land deals that others can’...

Why Due Diligence Actually Matters: Annexation, Utilities & Recapture Fees Explained | Ep 294 04.02.2026

Chris discusses the intricacies of land investment, focusing on a specific case study involving a property purchase and the challenges faced during the zoning and utility access processes. He emphasizes the importance of creativity in navigating complex deals, understanding market dynamics, and leveraging local expertise to ensure successful transactions. The discussion highlights the need for tho...

From Flipper to Founder: What I Learned at Mastermind in Costa Rica | Ep 293 02.02.2026

Chris shares insights from an AI mastermind event, focusing on common entrepreneurial challenges, the importance of confidence, and the dynamics of gender in business. He emphasizes the need for focus, building a supportive team, and the necessity of making offers to succeed in the market. The discussion also highlights the value of having a long-term vision in business, particularly in the real e...

Travel, Perspective, and the Real Opportunity You're Not Seeing | Ep 292 30.01.2026

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 socioeconomic disparities he observed. He reflects on the happiness of the Costa Rican people despite their living conditions and emphasizes the importance of perspective when considering opportunities in real estate and life. We fund larger l...

Time Audit Process: Building AI Workflows for Repetitive Tasks | Ep. 291 28.01.2026

In this episode, Chris discusses the operational strategies at Serious Land Capital, focusing on the importance of identifying and addressing core constraints within the business. He emphasizes the role of AI in enhancing operational efficiency and the necessity of conducting time audits to streamline repeatable tasks. The conversation also highlights the significance of establishing a culture of...

From "It's Impossible" to "It's Inevitable": The 5-Point Mindset for Entrepreneurs | Ep. 290 26.01.2026

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 mindset, from feeling that goals are impossible to embracing a mindset of inevitability. Through personal anecdotes and insights from coaching, he emphasizes the need for practical action and self-belief in overcoming challenges and achievin...

Building the Bridge: How We're Scaling From $500K Deals to $1M+ Properties | Ep. 289 23.01.2026

In this episode, Chris discusses the future outlook of partnership structures in real estate, focusing on capital deployment strategies, the importance of building relationships with quality operators, and the complexities of fund structures. He emphasizes the need for clear definitions in investment vehicles and the significance of matching capital with experienced operators to foster growth. The...

Banks Don't Do Their Own Underwriting: The Problem With Land Valuation Firms | Ep 288 21.01.2026

In this episode, Chris discusses the complexities and challenges of land appraisal, particularly in the context of third-party funding and the regulatory environment that banks operate under. He highlights the need for AI-driven underwriting processes to improve accuracy in property valuation and the significant role appraisal firms play in the real estate market. The discussion also touches on th...

How We Spot Overvalued Markets (Before Funding a Deal) | Ep. 287 19.01.2026

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 significant gap between buyers and sellers, noting that buyer activity is at its lowest since 2013, which indicates a challenging market for buyers. Chris emphasizes the importance of using data analytics tools like the Reventure app to asse...

From Small Deals to Seven-Figure Partnerships: Why We're Done Chasing Volume | Ep. 286 16.01.2026

Chris discusses the strategic evolution of Serious Land Capital, focusing on their marketing strategy and the adjustments made to their ideal customer profile. With a successful track record of funding over $6 million in land deals, He emphasizes the importance of refining their target market, particularly by raising the minimum purchase price for properties. He shares insights on the necessity of...

Actions First, Feelings Second: Sharran Srivatsaa's Action Equation for Beating Inertia | Ep. 285 14.01.2026

Chris discusses the challenges of maintaining productivity, especially after the holiday season. He shares personal experiences of struggling with inertia and distractions, emphasizing the importance of taking action despite feelings of low motivation. He introduces frameworks and strategies to overcome these challenges, including the idea that actions should precede feelings, and the significance...

AI vs. SaaS: Why We're Rebuilding Our Tech Stack | Ep. 284 12.01.2026

Chris discusses the rapid evolution of AI and its implications for business applications, emphasizing the need for custom solutions to enhance efficiency and competitiveness. He explores the importance of cost management in tech stacks and the future of work in an increasingly automated environment. We fund larger land deals that others can’t reliably underwrite. With a 100% close rate on committe...

Zillow Digest Strategy: The Exact Filters That Find Subdivide Deals | Ep. 283 09.01.2026

Chris discusses the strategies and experiences of Serious Land Capital in the land investment market. He shares insights on their acquisition strategies, the criteria for evaluating land deals, and the challenges faced in the current market. The discussion also highlights the adjustments being made to their strategies to enhance success in land investments. We fund larger land deals that others ca...

The Underwriter's Edge: The Data Point No One Checks | Ep. 282 07.01.2026

Chris discusses various tactics and strategies for successful land investment, emphasizing the importance of due diligence, understanding property valuation, and navigating the complexities of non-disclosure states. He shares insights on assessing property features, exit strategies, and the necessity of thorough research to avoid costly mistakes. The conversation highlights the continuous learning...

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