AI Accelerates Learning Curve
by Dan Shipper on July 17, 2025
Dan Shipper, CEO of Every, discovered a powerful growth mechanism when working with a new writer on his team. The writer, Alex Duffy, made extraordinary progress in just two months - what would normally take a year - by creating an AI-powered learning loop from feedback sessions.
The process was remarkably simple but transformative. Every time Dan sat down with Alex to provide writing feedback - explaining how to tell a story, craft a headline, or structure an article - Alex would record the entire conversation. He then took these recordings and systematically fed them into AI prompts, essentially creating a personalized writing coach that contained all of Dan's expertise and feedback patterns.
The key insight was that this approach eliminated the typical learning inefficiency where people make the same mistakes repeatedly. As Dan explains: "He recorded all of it, put it into a prompt, and he never made the same mistake twice." This created a compounding effect where each feedback session permanently improved Alex's capabilities.
What makes this tactic so powerful is its scalability across any skill domain. It transforms the traditional apprenticeship model, where learning happens slowly through repeated correction, into an accelerated system where each piece of feedback becomes permanently encoded in your workflow.
The results were remarkable - Alex shipped complex AI projects like teaching AIs to play diplomacy with each other, and his writing quality improved dramatically. This approach demonstrates how AI can function not just as a productivity tool but as a personalized learning accelerator that captures, systematizes, and applies expert feedback.
For teams looking to implement this approach, the process is straightforward: record feedback sessions (with permission), transcribe them, organize the insights by category, and create prompts that apply these lessons to new work. The system becomes more valuable over time as it accumulates more expertise and pattern recognition.
This represents a fundamental shift in how we think about skill development - from a linear process of gradual improvement to an exponential curve where each feedback session permanently levels up your capabilities.