Madison's Morning Memo

Agents Are Getting Payment Rails and Mistral Just Shipped Its API

May 27, 2026

AI PM Research Wednesday, May 27, 2026 Agents Are Getting Payment Rails and Mistral Just Shipped Its API Agents are growing up fast: AWS AgentCore just...

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When AI Makes Mistakes in Your Files: Copilot's Trust Problem

May 26, 2026

AI PM Research Tuesday, May 26, 2026 When AI Makes Mistakes in Your Files: Copilot's Trust Problem Simon Willison flagged a real security issue in Microsoft...

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What AI Agents Actually Need: Terminology, Autonomy, and Job Displacement

May 25, 2026

AI PM Research Monday, May 25, 2026 What AI Agents Actually Need: Terminology, Autonomy, and Job Displacement Today's research clusters around a single...

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The AI Paradox, Perplexity's Mac Pivot, and What Autonomy Actually Costs

May 24, 2026

AI PM Research Sunday, May 24, 2026 The AI Paradox, Perplexity's Mac Pivot, and What Autonomy Actually Costs Dan Shipper makes the case that AI doesn't...

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What AI Did to Headcount: Dan Shipper's After Automation Report

May 23, 2026

AI PM Research Saturday, May 23, 2026 What AI Did to Headcount: Dan Shipper's After Automation Report Dan Shipper's "After Automation" report gives us one of...

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AI Creates More Work, Not Less — and Agent Infrastructure Gets Serious

May 22, 2026

AI PM Research Friday, May 22, 2026 AI Creates More Work, Not Less — and Agent Infrastructure Gets Serious Dan Shipper's report from inside Every is the most...

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Anthropic Is Winning on Platform, and Karpathy Just Joined Them

May 21, 2026

AI PM Research Thursday, May 21, 2026 Anthropic Is Winning on Platform, and Karpathy Just Joined Them Ravi Mehta has the sharpest framing I've seen for the...

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Figma's Agent, Cursor in Jira, and Andrej Karpathy Joins Anthropic

May 20, 2026

AI PM Research Wednesday, May 20, 2026 Figma's Agent, Cursor in Jira, and Andrej Karpathy Joins Anthropic Three signals worth paying attention to today:...

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Cursor Composer 2.5, Vercel Sandbox Agents, and How Engineers Actually Use Claude Code

May 19, 2026

AI PM Research Tuesday, May 19, 2026 Cursor Composer 2.5, Vercel Sandbox Agents, and How Engineers Actually Use Claude Code Three interconnected signals...

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How Engineers Are Actually Building with Claude Code

May 18, 2026

AI PM Research Monday, May 18, 2026 How Engineers Are Actually Building with Claude Code Cursor shipped Composer 2.5 today with a clear bet on long-running...

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Claude in India, Community Hiring Signals, and AI Agent Payment Infrastructure

May 17, 2026

AI PM Research Sunday, May 17, 2026 Claude in India, Community Hiring Signals, and AI Agent Payment Infrastructure Three signals worth sitting with today:...

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Cloud Agents Get Dev Environments, Vercel Sorts AI Costs

May 16, 2026

AI PM Research Saturday, May 16, 2026 Cloud Agents Get Dev Environments, Vercel Sorts AI Costs Cursor shipped persistent cloud development environments for...

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ChatGPT Enters Personal Finance, Teresa Torres Learns to Code

May 15, 2026

AI PM Research Friday, May 15, 2026 ChatGPT Enters Personal Finance, Teresa Torres Learns to Code OpenAI launched a personal finance feature in ChatGPT that...

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Cursor Brings Cloud Dev Environments to Agents, Notion Opens Its Platform

May 14, 2026

AI PM Research Thursday, May 14, 2026 Cursor Brings Cloud Dev Environments to Agents, Notion Opens Its Platform Two shifts worth paying attention to today:...

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Teresa Torres Builds AI-Generated OSTs; GitHub Copilot Reprices

May 13, 2026

AI PM Research Wednesday, May 13, 2026 Teresa Torres Builds AI-Generated OSTs; GitHub Copilot Reprices Teresa Torres used vibe coding to build AI-generated...

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The 'Product Builder Myth' and What Non-PMs Shipping to Prod Really Means

May 12, 2026

AI PM Research Tuesday, May 12, 2026 The 'Product Builder Myth' and What Non-PMs Shipping to Prod Really Means Teresa Torres is pushing back on the "product...

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Spec-Driven Dev, DeployCo, and Cursor's Bugbot Levels

May 11, 2026

AI PM Research Monday, May 11, 2026 Spec-Driven Dev, DeployCo, and Cursor's Bugbot Levels Three signals today that together describe the same underlying...

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Non-PMs Shipping to Production and Claude Code Pricing A/B Tests

May 10, 2026

AI PM Research Sunday, May 10, 2026 Non-PMs Shipping to Production and Claude Code Pricing A/B Tests Two themes dominating the community this weekend: what...

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Claude Code in the Wild, Vercel's Chat SDK Expands, and OpenAI on Safe Codex

May 9, 2026

AI PM Research Saturday, May 9, 2026 Claude Code in the Wild, Vercel's Chat SDK Expands, and OpenAI on Safe Codex Simon Willison's hands-on Claude Code...

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Cursor Goes Parallel, OpenAI Adds Ads, and Perplexity Launches a Computer

May 8, 2026

AI PM Research Friday, May 8, 2026 Cursor Goes Parallel, OpenAI Adds Ads, and Perplexity Launches a Computer Three moves worth watching today: Cursor shipped...

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