Via Lenny’s Podcast

“Every time I sat down with him and told him, ‘Here’s how you tell a story. Here’s how you think about a headline,’ he recorded all of it, put it into a prompt, and he never made the same mistake twice. And I think he’s so much accelerated from where he would have been because of this stuff.”

— The AI-native startup: 5 products, 7-figure revenue, 100% AI-written code. | Dan Shipper (Every) at 49:38

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Dan Shipper describes how junior employees at Every achieve rapid skill development through what he calls the “compounding” effect of AI-assisted learning.

The compounding learning loop:

• Manager provides feedback on work (e.g., “here’s how you tell a story, here’s how you think about a headline”)
• Employee records the feedback and converts it into AI prompts
• Employee uses the AI prompts on all future work
• The employee “never makes the same mistake twice”
• Each feedback session compounds on previous ones, accelerating growth

Traditional learning vs. AI-assisted learning:

• Traditionally, people make the same mistakes multiple times before the learning sticks
• Feedback gets forgotten or inconsistently applied
• With AI, feedback becomes systematized and automatically applied
• Junior employees can make a year’s worth of progress in two months

The implication: Entry-level workers who master this approach will advance their careers far faster than those who don’t, contrary to headlines claiming “AI takes away entry-level jobs.”