Sitemap - 2025 - The Strategy Stack

Business Model Series — Progress Update (Chapters 1–6 Complete)

When Network Effects Turn Against You

Why Growth In AI Ecosystems Is No Longer Acquired — It’s Engineered

Multidimensional Network Effects: How AI Platforms Really Scale

The Value Leverage Ladder: How Founders Escape the Effort Trap and Build Self-Scaling Systems

Office Hours (November 7th, 2025)

Digital Business Models 2025 (November 3rd, 2025)

Agentic AI and the Coming Economic Transformation

Platform Risks in 2026: Governance, Data Sovereignty, and the Fragility of AI-Powered Platforms

Beyond Headcount Reduction: Building AI-Era Organizations That Create Work, Not Just Automate It

Mapping The Strategy Stack — The Complete Index of Ideas Shaping Our Strategic Future

What I Can’t Unsee - Bi-Weekly Digest (October 24th, 2025)

RE: Enjoy The Strategy Stack — Free for 7 Days

The Four Levers of Leverage: How to Multiply Output Without Multiplying Effort

Why Go Paid?

Digital Entrepreneurship 101: The Architecture of Scalable Work

Platforms, Aggregators & the Power Laws of Distribution

Launching www.the-strategy-stack.com Countdown

Digital Business Models 2025 (October 13th, 2025)

Notebook LM Power-User Setup: Turning AI Into Your Strategic Research Companion

Duolingo and the Strategy That’s Redefining Education

Office Hours (Weekly News, AMA & Q&A)

What I Can’t Unsee - Bi-Weekly Digest (October 11th, 2025)

How to Roll Out AI Agents Without Burning Millions: A Step-by-Step Playbook for Startups and Enterprises

Stay in the Loop — The Strategy Stack Calendar Is Live

Agent Rollout For Startups & Organizations

Become A Guest Writer / Podcast Guest

Free vs. Paid — What You’re Missing in The Strategy Stack

ChatGPT Just Ended the App Store Era

We’re Live — The Strategy Stack Has a New Home

Digital Business Models 2025 (October 6th, 2025)

What Really Drives Platform Dominance in 2026?

Strategy in Motion — Your October Momentum Plan

Tokenomics, Usage-Based Models, and Soft Paywalls: The Future of the Participation Economy

Digital Business Models 2025 (September 29th, 2025)

🎙️ The Strategy Stack Live Tonight

⚡ Signal Brief — September 26, 2025

Intelligent Pricing: From Static Tags to AI-Driven Strategy

Managing the New Workforce: Humans + Agents

Digital Business Models 2025 (September 23rd, 2025)

Mastering Digital Business Models 2025 — Series Launch Today

The Agentic Operating Model (September 22nd, 2025)

📖 Live Today — Agentic Operating Model (Part 6)

Next Up: Digital Business Models in 2025 — Live

Revenue Architecture: How the Top Digital Businesses of 2026 Capture Value and Scale Growth

The Agentic Operating Model (September 19th, 2025)

The Agentic Operating Model (September 18th, 2025)

The Agentic Operating Model (September 17th, 2025)

What if your company could think for itself?

🎬 Replay Weekend + Toolkit Sample — Unlock the Full Strategy Stack

⚡ Signal Brief — September 12, 2025

Office Hours - Q&A / AMA & News (September 12th)

How to Build a Business Case for AI That Wins Approval

The Agentic Operating Model (September 11th, 2025)

How Digital Products Multiply: 5 Mechanisms That Drive Exponential Scale

Celebrating Bestseller Status + New Live Session on the Agentic Operating Model

The Agentic Operating Model: Building Enterprises That Think, Learn, And Act

Office Hours - Q&A / AMA & News (September 5th)

⚡ Signal Brief — September 5, 2025

What Makes a Digital Product Truly Unstoppable?

Agentic Strategy - Book Discussion, Chapter 9-12

Uncover Hidden Customer Needs: Data-Driven JTBD Strategies for 2026

How to Manage Up: Turning Bosses into Sponsors

From Pilots to Platforms: The New Playbook for AI Strategy in 2025

Office Hours - Q&A / AMA & News (August 29th)

⚡ Signal Brief — August 29, 2025

What Does Modularity Mean for Digital Models in 2026?

Slow AI for Strategic Leaders: How Reflection Becomes Advantage

Agentic Strategy - Book Discussion, Chapter 5 - 8

📖 Live Today — Agentic Strategy Book Discussion (Part 2)

📈 Agentic Strategy Hits Amazon Top 100 — Twice!

What Are the Core Shapes of Digital Business Models in 2026?

⚡ Signal Brief — August 22, 2025

Free vs. Paid — What You’re Missing in The Strategy Stack

We’re live today — join Office Hours at 1 PM ET / 7 PM CET

What Paid Readers Are Saying About The Strategy Stack

The CSO’s Guide to GPT-5: Turning Strategy Into a Superpower

Agentic Strategy - Book Discussion, Chapter 1 - 4

📝 The “Know Your Reader” Survey — Help Shape The Strategy Stack

📖 Paid Live Tomorrow — Agentic Strategy Book Discussion (Part 1)

Why Most Successful Business Models In 2026 Combine Multiple Archetypes

Where Does Strategy Live in a Digital Firm’s Stack?

Office Hours - Q&A / AMA & News (August 15th)

⚡ Signal Brief — August 15, 2025

We’re live today — join Office Hours at 12 PM ET / 6 PM CET

Building an AI Agent Performance Dashboard that Leaders Actually Use

How Did We Go from Owning Everything to Orchestrating Anything?

The Tech Adoption Constellation: A Proven Framework for Successful Technology Implementation

The Strategy Stack - Tech Breakdown (With Alex Randall Kittredge)

Mastering ChatGPT-5: Complete Guide to Setup, Hidden Features, and Productivity Hacks

Cracking the AI Code: LLMs, Generative AI, Agents, and Agentic AI — Explained Simply

Level Up Your Strategy — Live (August + September Dates)

Help Me Spread the Word About Agentic Strategy

⚡ Signal Brief — August 8, 2025

Office Hours - Q&A / AMA (August 7th, 2025)

How Modern Business Models Actually Work: A Systems View for 2026

8 Strategy Personas to Model in Prompts

Data Center Boom: How AI Is Reshaping America’s Construction Landscape

GPT-5 Could Launch This Week — Is This the Dawn of AGI?

Access 2,265+ Real‑World GenAI Use Cases — For Free

Have You Read Agentic Strategy Yet? I'd Love Your Feedback.

⚡ Signal Brief — August 1, 2025

20 ChatGPT Prompts to Supercharge Your Strategy

Agentic Strategy Is Now Public — Available Worldwide

AI Agents in Business - PART 1: STRATEGY

The Strategy Stack - Tech Breakdown (With Guest: Justin Hodges, PhD)

The Visible Hand: How Agentic AI Makes Adam Smith’s Metaphor Real

RE: Account Status — Your Access To Agentic Strategy Is About To Close

The Playbook is Dead. Long Live the Loop.

What You Missed (If You Haven’t Subscribed Yet)

From Prompts to Context: How to Actually Build Smarter AI Systems

Artificially Intelligent, Naturally Blind: Why Smart Machines Still Don’t Get the World

Part 6: Market Access in the Digital Era

⚡ Signal Brief — July 25, 2025

Model Context Protocol (MCP): What It Is, Why It Matters, and How It Actually Works

Agentic Strategy Goes Public August 1 — And You’re Invited to the Live Launch

From Output to Insight: Designing KPI Trees for Agentic Strategy

The Strategy Stack - Tech Breakdown (With Gennaro Cuofano)

How Leaders Are Already Using Agentic Strategy — 7 Real Use Cases

What I Read This Month: July Edition

The Infinite Labor Dilemma: Can Humans Thrive in an AI-Driven Economy?

The Rise of ChatGPT Agent: How AI Co-Workers Are Transforming Modern Business

Why Go Paid?

⚡ Signal Brief — July 18, 2025

The Browser Wars Just Reignited — and This Time, It’s Agentic

How to Use Agentic Strategy — Start Here

5 Takeaways from Agentic Strategy — Built for Leaders Who Think in Systems

What Is Vibe Coding? A Guide to AI Coding Tools That Deliver Real Business Value

Agentic Strategy Is Live — For the Builders Who Think in Systems

Last Day to Get Agentic Strategy Free — 24 Hours Left

Sunday Post – July 13: Countdown

Founding Member Offer — Get Agentic Strategy + Pro Access (Ends Monday)

⚡ Signal Brief — July 11, 2025

The Age of Acceleration – Where is AI Taking Us?

Agentic Strategy Drops in 5 Days — Here's How to Get It

What if your org could think for itself?

The Agentic Age Is Here — My New Book Drops in 7 Days

The Strategy Stack - Tech Breakdown (With Guest: Joel Salinas)

⚡ Signal Brief — July 4, 2025

The Strategy Stack - Tech Breakdown (With Guest: Carly Monzo)

The Strategy Stack - Tech Breakdown (With Guest: Xinran Ma)

How Advanced Is AI in 2026? Current AI Capabilities, Limitations & Bottlenecks

Platform Dependency and Ecosystem Risk: How to Manage the Fragility Curve

Part 5: Agility as a Core Operating Layer

⚡ Signal Brief — June 27, 2025

Surprise Drop: My first Digital Enterprise Cheat Sheet is live (and free).

Part 4: Composability — What CSOs Need to Know

What You Voted For — and What’s Coming Next

Beyond the Browser: Imagining Life in a Post‑Web World

⚡ Signal Brief — June 20, 2025

5 AI Signals That Aren’t on Your Radar (Yet)

If I Ran a Strategic VC Fund: The 5 Bets I’d Make in 2025

Strategy OS: Reprogramming the CSO

Part 3: Digitalization as Infrastructure: The Real Raw Materials of Competitive Advantage

Part 2: Strategic Leadership at the Top

Part 1: The Strategic Triangle - Aligning Leadership, Execution, and Tech

What I Read This Month: June Edition

The Strategy Stack - Tech Breakdown (With Guest: Kieron Monahan)

⚡ Signal Brief — June 13, 2025

CSO Tools with AI: From Idea to Build

The Strategy Stack - Tech Breakdown (With Guest: Mike Goitein)

The AI Build Blueprint

The Strategy Stack - Tech Breakdown (With Guest: Colette Molteni)

Introducing Agentic Strategy — and a Whole New Strategy Book Series

⚡ Signal Brief — June 6, 2025

What AI Startups Get Wrong About Strategy (And What Corporate CSOs Can Learn From It)

The Strategy Stack - Tech Breakdown (With Guest: Bora Ger)

From North Star to Cadence: The Strategic Ops Pyramid

The Strategy Stack - Tech Breakdown (With Guest: Ben Sheppard)

How To Conduct An Ops Layer Checkup

The Stack To Enlightnment On AI Agents For Strategists (How To Generate Value)

Become A Guest Writer / Podcast Guest

How to Turn AI into Your Strategic Copilot (Not Just a Tool)

The Strategy Stack - Tech Breakdown (With Guest: Colin Fitzpatrick)

⚡ Signal Brief — May 30, 2025

The Hidden Cost of Platform Dependency: Why Tech Leverage Is a Strategic Trap

How to Structure Fast Pilots That Actually Deliver Strategic Learning

Why Strategy Teams Struggle to Absorb Tech Change

Network Effects: Why Strong Ecosystems Feel Like Cities

Strategic Insight: The One Diagram Every Modern (Digital) Leader Needs

⚡ Signal Brief — May 23, 2025

The AI Tools You Should Be Using in 2025: A Practical Guide for Entrepreneurs & Creators

The Strategy Stack - Tech Breakdown (With Guest: Ryan Ong)

The Oracle in the Machine: How AI Is Rewriting the Rules of Search

What I Read This Month: May Edition

How to Run a Strategy-Led Tool Evaluation Workshop (So You Stop Buying AI Tools You Won’t Use)

The Reverse Turing Test: Can Humans Still Surprise AI?

The Strategy Stack - Tech Breakdown (With Guest: Wyndo)

Invite your friends to read The Strategy Stack

The End of the Roadmap: Why Adaptive Strategy Will Replace Fixed Plans

⚡ Signal Brief — May 16, 2025

AI as Infrastructure: Why the Next Unicorns Will Be Built on Invisible Intelligence

5 Enterprise AI Tools Strategy Teams Are Actually Testing Now (And What They’re Using Them For)

Time Is Not Value: Why We Need to Rethink How We Measure Work in the Age of AI

How to Evaluate AI Tools (+ A Simple, Repeatable Framework for Strategy Teams)

The Weight of Strategy: Why Good Plans Still Stall

⚡ Signal Brief — May 9, 2025

Sovereign AI: Balancing Innovation with Control in the Age of Digital Independence

Where Strategy Work Actually Breaks — and How High-Leverage Teams Keep It Whole

The Tech-Enabled CSO: What Strategic Leadership Looks Like Now

⚡ Signal Brief — May 2, 2025

AI Agents in Strategy: What Teams Can Actually Do With Them

The MVP Is Dead. Long Vibe the MVE (Minimum Viable Emotion)

The Technology Evaluation Framework: A Strategy-First Approach

The Switching Cost Trap: Why Product-Led Growth Often Backfires

Is AI Neutral? Why ChatGPT and LLMs Reflect Political Bias

⚡ Signal Brief — April 25, 2025

AI Strategy Framework: How Enterprises Can Build Real-World Execution

Why Big Tech Is Betting on Enterprise AI Tools — and What It Means for Strategy Leaders

Algorithmic Marginal Utility: Why AI Makes Everything Cheaper and Less Fun

⚡ Signal Brief — April 18, 2025

AI Isn’t Just for Product — How Strategy Teams Can Use It Now

⚡ Signal Brief — April 11, 2025

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The Tech Literacy Gap in the Strategy Room: Why CSOs Need a New Lens on Emerging Technology