Artificial Intelligence & Machine Learning
This section contains my writings on artificial intelligence and machine learning, drawing from years of experience leading AI initiatives across various organizations. Topics range from practical implementation advice to theoretical discussions and industry trends.
Year's Start: Looking Forward to 2026
A personal theme for the new year developed through conversation with an AI, exploring the philosophy of scratching every itch.
Year's End: Looking Back at 2025
Reflecting on a year of career transitions, building personal software, writing extensively about AI and decision-making.
Project Diaries in ContextSwitch: Your AI-Powered Development Journal
How ContextSwitch's diary feature combined with Claude Code hooks creates an automated development journal that tracks decisions, progress, and blockers.
AI Tools I Actually Use
A practical rundown of the AI products I use daily for software development and work - no hype, just what actually works for me.
Claude Skills: Teaching Your AI Assistant Context-Aware Expertise
How Claude Skills let you embed reusable expertise into your projects, with a deep dive into building a de-slop skill for cleaning AI-generated code.
Building Blog Header Art with Claude Skills
How I built a custom Claude Code skill to generate blog header images that match my site's aesthetic, using DALL-E 3 and chroma key techniques.
Deep Research Systems: Architectural Differences That Matter
A technical analysis of how modern AI research systems actually work, comparing ReAct, test-time compute scaling, and hybrid reasoning architectures.
AI Agents Will Break Our Markets (Unless We Fix Them First)
A new paper explores what happens when autonomous AI agents participate in economic systems built for humans. Spoiler: lots of problems.
I Tested LLM Prompt Caching With Anthropic and OpenAI
Experiments testing prompt caching with actual API calls, measuring cache hits, token counts, and costs across Anthropic Claude and OpenAI GPT.
Joining Scale Venture Partners as Chief Data Scientist
Joining Scale Venture Partners as Chief Data Scientist to build AI infrastructure augmenting investment decisions in venture capital.
Building a Personal Prompt Library with MCP and Lexicon
How Lexicon turns your personal prompt templates into MCP prompts that automatically become slash commands in Claude Code
Evergreen Gets Serious: Building Tools That Think With You
How a simple personal CRM evolved into a flexible relationship management system powered by MCP prompts and detailed action tracking
Keeping Claude Code, Cursor, and Codex on Track with ContextSwitch
How an MCP-connected kanban board helps coordinate long-term coding projects across different AI agents without losing context
MCP Prompts and Resources: The Hidden Gems
A beginner's guide to MCP prompts and resources: the less talked about but powerful features of Model Context Protocol that go beyond simple tools
The Internet Economy Battle Royale: Bots vs Content
How payment protocols like Coinbase's x402 and Cloudflare's bot management are reshaping the economic fabric of the internet, echoing the early cable TV wars.
Vibe Coding a Personal CRM in Swift (Having Never Written Swift)
How I built a native macOS CRM app in 12 hours using Claude Code, despite never having written Swift before. True vibe coding.
Decision-Modeling vs. Process-Modeling: Why the Space Between Matters
How mapping key organizational decisions instead of processes creates flexibility for humans, AI, and automation to work together in whatever way makes sense.
The New Collaboration Patterns: How AI is Reshaping Human Teamwork
Exploring the emerging patterns of AI-human collaboration that are transforming how teams work together, make decisions, and solve complex problems.
Simon's Decision Framework: A Simple Structure for Complex Decisions
Herbert Simon's three-phase framework (Intelligence, Design, Choice) provides practical structure for better decision-making in human and AI systems.
Launching Atlanta AI Dinner: Just Good People and Better Conversation
Invitation-only dinners for Atlanta's AI leaders. Break bread, share ideas, talk shop. No pitches, no panels, just authentic conversation.
AI for Small Business: Real-World Ways to Get Started
Curious how AI can actually help your small business? Here are practical, approachable ways to put artificial intelligence to work: no tech wizardry required.
Getting Things Done: High-Stakes Decisions Need Clear Minds
Explore how the Getting Things Done framework enhances decision-making clarity for human judgment and AI system design, from personal tasks to complex systems.
South Korea's Comprehensive AI Basic Act: A New Era in AI Regulation
South Korea's AI Basic Act establishes a comprehensive risk-based framework for AI development and deployment, with key implications for global compliance.
US AI Regulation: A State-by-State Analysis
Overview of US AI regulation. Examines federal initiatives (EO 14110, NIST), state laws (CA, CO, NY), and the evolving, complex regulatory landscape.
Implementing llms.txt for Better AI Accessibility
Explore the implementation of llms.txt on this site, making content more accessible to AI language models through structured site overviews and navigation.
Japan's Human-Centric Approach to AI Regulation
Explore Japan's unique AI regulation: a human-centric approach using soft law frameworks, guiding principles, and strong international collaboration efforts.
The UK's Pro-Innovation Approach to AI Regulation
A detailed analysis of the UK's principles-based approach to AI regulation, examining its pro-innovation stance, key frameworks, and future directions.
Using Cursor for Open Source Library Maintenance
How AI tools like Cursor simplify open source library maintenance by assisting with code understanding, environment setup, housekeeping, and project standards.
India's Emerging AI Regulatory Landscape: A Pro-Innovation Approach
India''s AI regulation approach: no specific AI laws yet. Focus is on existing frameworks, data protection, sector rules. Waiting on Digital India Act.
China's AI Regulatory Framework: A Comprehensive Analysis
Explore China's comprehensive approach to AI regulation, covering key measures for generative AI, algorithmic recommendations, and deep synthesis technology.
Claude 3.7 and new Cursor: first impressions
First impressions of Anthropic's Claude 3.7 model and the latest Cursor AI coding assistant update. Exploring improved reasoning, speed, and new features.
EU AI Act: A Practical Guide for Practitioners
An in-depth guide covering the EU's groundbreaking AI regulation, its framework, key compliance requirements, and strategies for practitioners.
Global AI Regulation in 2025: A Comparative Overview
Intro to our series on global AI regulation. Examines approaches in key jurisdictions (EU, China, US, UK, etc.) and common themes in AI governance
The Evolution of Cursor Rules: A More Granular Approach to AI Guidance
Explore Cursor AI guidance evolution from .cursorrules to Project Rules. Learn how the new directory-based system offers more granular, pattern-based control.
SDLC in the Age of AI
Exploring how AI reshapes software development: natural language programming, documentation as prompt engineering, and the role of `.cursorrules` files.
Investment Review: Jericho Security
Review of my angel investment in Jericho Security, focusing on their AI-powered security training and its alignment with my enterprise cybersecurity thesis.
Investment Review: DeepSentinel
Reviewing my angel investment in DeepSentinel. Exploring their fit with my thesis, unique AI-powered security value proposition, and hybrid human-AI approach.
Investment Review: Seer.ai
A review of my angel investment in Seer.ai, exploring how they align with my investment thesis and their unique value proposition in AI-powered analytics.
TechEmergence Podcast and Atlanta AI Article
Discover how predictive maintenance is revolutionizing AI in Atlanta, highlighting the city's strengths, future prospects, and unique opportunities for growth.
Artificial Intelligence & Machine Learning
Technical insights and practical experiences in AI/ML from industry roles at JPMC, RTX/UTC, and Predikto, covering theory and real-world applications.