How a Professional Writer Writes With AI

How a Professional Writer Writes With AI

September 02, 2026 47 min
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🤖 AI Summary

Overview

This episode explores Katie Parrott's transformative journey from using ChatGPT as a career coach after being laid off to developing the Compound Writing plugin—a tool that codifies her AI-driven writing process. Katie shares how AI reignited her passion for writing, helped her manage mental health challenges, and enabled her to scale her creative output. The conversation also delves into the broader implications of AI for accessibility and education.

Notable Quotes

- Clarity, it turns out, doesn't arrive gift-wrapped from a digital assistant or even a human coach. It's something I had to dig out for myself, question by question and prompt by prompt.Katie Parrott, on the role of AI in personal growth.

- AI hasn’t just helped me produce content faster. It has fundamentally changed the scale of what I can do.Katie Parrott, on AI's transformative impact on her productivity.

- A much more compelling vision for an AI future is one where everyone is able to come along for the ride.Katie Parrott, on the importance of equitable access to AI tools.

🧠 From Skeptic to Advocate: Using AI as a Career Coach

- After being laid off, Katie Parrott turned to ChatGPT as a cost-effective alternative to a career coach.

- She used ChatGPT to externalize her thoughts, gain clarity, and hold herself accountable during a challenging period.

- Despite initial skepticism about AI, this experience helped her see its potential as a tool for personal and professional growth.

📚 Building a Content Agency of One

- Katie leveraged AI to manage an overwhelming freelance workload, producing large volumes of content by creating detailed context files.

- She introduced the concept of context engineering, where she provided AI with brand messaging, audience personas, and style guides to ensure high-quality outputs.

- By investing time upfront in creating robust context documents, she was able to streamline her workflow and scale her output significantly.

🛠️ The Compound Writing Plugin: Codifying Expertise

- Inspired by Kieran Klassen's Compound Engineering plugin, Katie developed the Compound Writing plugin to codify her writing process.

- The plugin includes stages like brainstorming, outlining, drafting, and editing, with built-in skills inspired by writers like Vonnegut, Hitchcock, and Sorkin.

- It serves as both a productivity tool and a gym for improving writing skills, making it accessible to both professional and novice writers.

💡 AI as a Supportive Technology

- Katie shared how AI has helped her manage mental health challenges, such as reducing email anxiety and handling computer errands like booking appointments.

- Tools like Codex have become her chief of staff, maintaining Kanban boards, prioritizing tasks, and even filing insurance reimbursements.

- This supportive role of AI has allowed her to focus on creative and high-impact work while reducing everyday friction.

🌍 Democratizing AI: Education and Access

- Katie emphasized the importance of making AI tools accessible to people outside traditional tech hubs.

- She highlighted the need for education and resources to ensure that the benefits of AI are distributed equitably.

- Her vision for AI is one where it empowers individuals from diverse backgrounds to unlock new opportunities and achieve their potential.

AI-generated content may not be accurate or complete and should not be relied upon as a sole source of truth.

📋 Episode Description

Two years ago, Katie Parrott was laid off from a crypto firm and couldn’t afford a career coach—so she turned to a $20-a-month ChatGPT subscription instead.

The Every staff writer’s habit of feeding AI good context eventually became compound writing, a codified system for brainstorming, drafting, and editing with AI. Today, that system is a plugin any writer can use.

On this week’s AI & I, Natalia Quintero talks with Katie about turning good ingredients into good writing, borrowing the taste of writers she admires, and why AI helped her fall back in love with the page.

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Timestamps for YouTube:

0:00 Start0:49 Introduction1:21 How Katie went from being laid off to using ChatGPT as a career coach8:06 Turning AI into a “content agency of one”10:59 Building the context files and style guides that make AI outputs useful14:15 What makes a Claude project actually work21:18 How AI helped with a mental health crisis and “computer errands”27:03 Katie’s career coach, now a fully autonomous Codex project32:27 What compounding means, and building the Compound Writing plugin38:00 Borrowing Vonnegut, Hitchcock, and Sorkin as AI editing skills44:49 Katie’s thesis: education and access will matter more than ever

Links to resources mentioned in the episode:

Katie Parrott on X: @kplikethebird

Compound writing plugin: ⁠https://github.com/EveryInc/compound-writing

Compound engineering plugin (Kieran Klassen): github.com/EveryInc/compound-engineering-plugin

Parrott’s companion piece on compound writing: https://every.to/guides/compound-writing

Parrott, “I Hired ChatGPT as My Career Coach”: every.to/working-overtime/i-hired-chatgpt-as-my-career-coach

Parrott, “AI Turned Me Into a Content Agency of One”: every.to/working-overtime/ai-turned-me-into-a-co