Is OpenAI Retracing Dropbox's Path? AI Monetization Starts With Who Pays
Pricing a consumer AI app starts with who pays. Ben Thompson says OpenAI is retracing Dropbox's path, building ad tracking and enterprise products at once.
Notes / Case Studies
Topic
Case Studies
Write-ups from real projects: the trade-offs, how results were verified, and the approaches that did not work.
5
notes
In this topic
All notes
How to Set an Enterprise AI Strategy: Amazon, Apple, and Microsoft's Three Bets
Start an AI strategy by picking your role. Amazon is its own first customer, Apple owns the entry point and buys models, Microsoft builds the middle layer.
Can an Annual IT Budget Handle Usage-Based AI Pricing?
Microsoft 365 E7 is $99 per user per month, with agent overage billed in Copilot Credits. Usage pricing needs monthly decisions; most budgets are set yearly.
Choosing Enterprise AI Use Cases: Start With Work You Can Verify on the Spot
Code and math can be checked instantly; long-cycle work cannot. Rank enterprise AI use cases by feedback loop length. Digital ads already run a closed loop.
Works Locally, Fails in Production? The Last Mile of Deployment
AI writes a site faster, but getting it live and stable still takes engineering discipline. A review of one real Cloudflare Pages launch and how we debugged it.
Start with a 30-minute call.
Find the first workflow to change.
Free. Remote, over video.