01 · The blog

10 essays · updated weekly

Field notes on shipping AI, hard-won.

Architecture calls, agent patterns, eval suites that actually catch regressions, and the boring last mile of getting AI features in front of real users.

10 essaysWeekly cadence0 filler

02 · Featured

Most recent

Published 04/07/2026

The CTO's AI Readiness Checklist: 10 Questions Before You Build

AI ReadinessCTO

04/07/2026

The CTO's AI Readiness Checklist: 10 Questions Before You Build

Every CTO wants to build AI. Most aren't ready. Here are the 10 questions that separate the teams that ship from the teams that stall.

Oscar Gallo

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03 · Archive

Earlier essays

Fractional CTO for AI: What It Is, What It Costs, and When You Need One

Fractional CTOAI

03/31/2026

Fractional CTO for AI: What It Is, What It Costs, and When You Need One

Most companies don't need a full-time CTO to ship AI. They need someone who's done it before, can make the hard architecture decisions in the first 30 days, and then get out of the way.

You Can't Debug an Ugly Image - Building ByPosting.com

I thought I was building a posting tool. I ended up learning 6 skills I didn't know existed, fighting scope explosion at every turn, and coming out the other side as a completely different builder.

Your Next.js Site Is Invisible to AI — Here's How I Fixed Mine

I spent a weekend going down the GEO rabbit hole. Then I built a Claude Code skill to audit any Next.js site in minutes. My score went from 7.1 to 8.4 out of 10.

Tools, Skills, and MCPs: The Three Building Blocks of Claude Agents

Understanding what connects Claude to the world, what makes Claude smarter, and what bridges the gap between them.

The Hidden Cost of Progress: When AI Moves Faster Than We Can Adapt

Adam Wathan laid off 75% of Tailwind's engineering team. Not because of poor management, but because AI fundamentally changed how people interact with documentation.

GPT-5.2 is Here: The New King of Reasoning?

Just when we thought the AI wars had settled down, OpenAI has dropped a massive update. GPT-5.2 is officially out.

The Future of AI: A Look into the Next Generation of AI

The future of AI is bright, and the next generation of AI is already here. Let's take a look at what's coming next.

OpenAI o3 Pro: The Pro Model That Might Change Everything

Yesterday, OpenAI launched their latest model: o3 Pro And while the naming system continues to get more confusing, let’s break down what “Pro” actually means

You’re Wrong About DeepSeek

Lately, I’ve seen the ultimate meltdown over DeepSeek—a Chinese LLM hyped as a ChatGPT killer, supposedly way better than ChatGPT, and causing a ripple effect so massive it allegedly crashed the S&P 500 and Nvidia stocks.

Oscar Gallo

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