Watercolor style: a winding river flows from upper left to lower right, with a small ferry crossing marker in the middle, symbolizing a progress calibration point in a long conversation

Today's Practice: A 15-Turn Conversation Experiment

Today’s Practice Pick a real multi-step task you have on hand, and hold a conversation with AI for at least 15 turns (one question + one answer = one turn). Example tasks: “Help me plan a family trip (destination, itinerary, budget, packing list)” “Help me set up a personal blog from scratch (pick a platform, choose a theme, write the first post)” “Help me analyze a career decision (take stock of where I am, pros and cons, action plan)” Let the conversation unfold naturally without forcing strict structure at first, but do pause around turn 10 and run the progress-summary checkpoint. Send this message: ...

2026-05-22 · 2 min · Alex Wang
A microscope and a telescope side by side, with a dashed line between them labeled 'the invisible blank layer'

The Invisible Blank Layer

Series: Breaking to Build: TDD Process Iterations (Post 3) Post 1: What a Failed Experiment Got Right · Post 2: Using the Method to Improve the Method TL;DR: Phase 6 already does diagnostics at the integration level — drilling into each bug’s root cause. What it doesn’t do: cross-defect pattern scanning, component gap checking, execution order analysis. Those belong to Phase 7. In small systems, Phase 7 catches a few more bugs. As the system grows, those same three tasks produce something different — building test infrastructure, hardening CI rules, driving architectural evolution. Phase 7 doesn’t make architecture decisions. But it provides the scarcest input for those decisions: evidence-based problem localization. ...

2026-05-21 · 6 min · Alex Wang
Watercolor illustration: two people across a large table covered in notes and sketches, deep in discussion, symbolizing iterative collaboration through multi-turn conversation

AI Path L0→L1 Upgrade Guide (3): Turning AI Into Your Collaboration Partner

📖 This is Part 3 of 5 in the “AI Path L0→L1 Upgrade Guide” series. Part 1: Understanding Your Tools · Part 2: From Vague Questions to Precise Instructions · Part 3: Turning AI Into Your Collaboration Partner · Part 4: Building Your Personal System · Part 5: Graduation & Next Steps TL;DR: Three core skills — follow-up iteration (the first answer is almost never the best), context management (periodic summaries, start fresh after ~20 turns, split complex tasks), and role-playing (assigning a role changes output depth). This week’s practice focus: deliberately run a 15+ turn long conversation and proactively do a progress summary. ...

2026-05-21 · 8 min · Alex Wang
A ruler measuring its own scale marks for redundancy, then trimming the excess marks away

Using the Method to Improve the Method

Series: Breaking to Build: TDD Process Iterations (Post 2 of 3) Previous: What a Failed Experiment Got Right · Next: The Invisible Blank Layer TL;DR: The TDD Pipeline taught “give principles, not steps” — but it had grown into a step-driven tool itself. I stripped the operational steps from Phases 1 through 5, keeping only principles, risk hints, and counterexamples. The model independently derived the steps I had deleted. Output quality held. The reason: Phases 1 through 5 are creative phases that need room to diverge. Removing the fixed track actually helped. The same strategy failed on Phase 6 — next post explains why. ...

2026-05-20 · 6 min · Alex Wang
Watercolor style: six molds in a row, each labeled with a different geometric shape, symbolizing different output format constraints

Format Constraints Cheat Sheet: 6 Prompt Templates for Ready-to-Use AI Output

Tip Card: Format Constraints Cheat Sheet Spend 10 seconds specifying a format in your prompt, save 10 minutes of reformatting afterward. Here are 6 of the most useful format constraints, each with a prompt template you can use right away. 1. Markdown Table Best for: structured information that needs comparison or summarization. “Output as a Markdown table with the following columns: Name, Description, Use Case, Notes.” 2. Numbered List Best for: steps, key points, quick scanning. ...

2026-05-20 · 2 min · Alex Wang
An experiment dashboard where every expected metric shows red, except one gauge in the corner, glowing green

What a Failed Experiment Got Right

Series: Breaking to Build: TDD Process Iterations (first post) TL;DR: I refined Phase 6 (pre-release testing) of the TDD Pipeline from step-driven to principle-driven. The goal was better output. I didn’t get it — the refined version was worse at drilling into individual bugs and building evidence chains. But comparing the two outputs revealed dimensional differences. The refined version was better at component gap checking and cross-bug pattern scanning. Those differences pointed to a judgment call: Phase 6 doesn’t need refining. It needs a layer on top of it. That layer later became Phase 7. ...

2026-05-19 · 5 min · Alex Wang
Watercolor style: three guide lines in signal-light colors converging on a door — green labeled reasoning, yellow labeled trade-offs, red labeled assumptions — symbolizing the three signals that trigger CoT

When Should You Ask AI to 'Think Step by Step'? Three Signals

Tip Card: When Should You Ask AI to “Think Step by Step”? Adding “please reason step by step” at the end of your prompt: that’s Chain-of-Thought (CoT). Deceptively simple, yet remarkably effective in the right situations. The question is: when should you add it? The answer is straightforward. Watch for three signals. If any apply, add it. Signal 1: The Problem Requires Multi-Step Reasoning “If I save $1,000 per month at a 4% annual interest rate compounded monthly, how much will I have after 10 years?” ...

2026-05-19 · 2 min · Alex Wang
Watercolor style: a workbench with five woodworking sketches progressing from rough to refined, symbolizing how the same request gets rewritten from vague to precise

RBGO Rewrites in 5 Real Scenarios: Vague Prompt vs. Precise Prompt

The previous post covered the RBGO (Role-Background-Goal-Output) framework. But there’s a gap between knowing the framework and actually using it: how do you translate “I want…” into those four elements? Below are 5 common everyday scenarios. Each one starts with the vague version (what most people actually write), followed by the RBGO rewrite, and finally a breakdown of what changed and why. Scenario 1: Writing a Work Email Vague version: ...

2026-05-18 · 5 min · Alex Wang
Three objects on warm cream: a compass, a crossed-out stamp, and a blank card with a hand-drawn arrow

The Upgrade — New Template and Three Transferable Lessons

TL;DR: Before-and-after comparison of the upgraded Why Articulation template, plus three transferable lessons: give principles not examples, lock critical steps with mandatory tone, and trust the model’s self-organization. Experiment limitations included. Series: Why Make AI Articulate Why Before Acting (Article 3) Previous: A 4-Variable A/B Test — Why Positive Examples Harm Prompt Performance Recap Article 1 started from Anthropic’s alignment research: teaching a model why rather than what cut misalignment from 22% to 3% (about 7×), and achieved equivalent results with 1/28 of the data [1]. I adapted this into Why Articulation: a mechanism that forces AI to explain purpose, risks, and approach before writing any code. ...

2026-05-17 · 8 min · Alex Wang
Watercolor illustration: a rough pencil sketch on the left transforming into a polished drawing on the right, connected by a soft arrow, symbolizing the rewrite from vague to precise

Practice: Rewrite Your First Question with RBGO

Today’s Practice Recall the first question you asked AI today (or recently), the more casual, the better. Don’t cherry-pick. Ask it again exactly as-is. Save the answer. Now rewrite the same question using the RBGO framework: R (Role): Who should AI play — “senior ops manager”, “strict tech reviewer”, “patient teacher” B (Background): Your specific situation — target users, budget, timeline G (Goal): What you want — a strategy, a troubleshooting approach, an email draft O (Output): What format — 3 recommendations, table format, under 300 words Save the rewritten answer too. Put both side by side. ...

2026-05-17 · 2 min · Alex Wang