The Anti-Portfolio

Feb 14, 2025 โ€ข Design โ€ข Systems Philosophy

"Show me your portfolio, and I'll show you how afraid you are of being wrong."

Why Polished Portfolios Are Deceptive

Traditional portfolios showcase only our best work - the projects that worked out, the skills we've mastered, and the elegant solutions that everyone agrees were brilliant. But this creates two big problems:

  • False Narrative: It creates an illusion of continuous success that hides the messy learning process behind every "perfect" outcome.
  • Stifled Growth: It encourages people to pursue polish over progress, spending years perfecting small skills instead of exploring new frontiers.

Example:

// Traditional portfolio entry
{
  name: "Awesome Feature X",
  date: "Jan 2025",
  tools: "React, TypeScript, Tailwind"
}

// Anti-portfolio entry
{
  name: "Trying to fix API latency",
  tools: "Node.js, Frustration",
  failed_attempts: [
    "Caching layer that broke 2 systems",
    "Over-engineered worker queue"
  ],
  lessons_learned: ["Monitoring matters more than optimization"]
}

What the Anti-Portfolio Shows

A true anti-portfolio reveals:

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The Dead-Ends

Projects that failed, experiments that didn't work, and decisions we'd make differently now. Every failure is a lesson well-earned.

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The Half-Finished Tools

Codebase fragments, configuration files, and partial implementations show how I approached problems differently over time.

How to Build Your Anti-Portfolio

Here's my framework for creating a real anti-portfolio:

  1. Document the Iterations: Save every major iteration of a project - even the ones that were abandoned.
  2. Record the Constraints: Note what was limiting you at each stage (time/tech/knowledge) and how it shaped your decisions.
  3. Capture the Context: Include browser histories, code comments, and design sketches that show your thinking process.
  4. Keep the Mess: Don't clean up the "ugly" parts. They're proof of your growth.

Pro tip: Embrace the time machine

Your anti-portfolio is a map of how your understanding evolved. Even if some approaches seem silly to you now, they're crucial context for how you arrived at today's knowledge.

Why This Matters

When we hide our struggles, we:

Create Artificial Scarcity

By presenting only our "best," we make learning look like a zero-sum game where only a few "win."

Undermine Trust

People see the finished product but not the process, leading to copycat behaviors rather than deep understanding.

Sharing our raw process creates a culture where people can:

  • See real learning journeys
  • Understand how failures led to breakthroughs
  • Connect with others' struggles
  • Measure their own growth realistically

Thoughts?

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