Insights
Founder and builder perspectives on AI tools, thinking patterns, and the new way of working
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Your Dot and Your Inbox: What It Can and Still Cant Do With Email
A dot can draft and check an email against your rules before sending — but it still borrows your inbox rather than having one of its own. Here's the actual mechanics.
What Happens When the Free Period Ends in 2027
ChatGPT for Teachers is free only through June 2027. OpenAI hasn't said what comes next. Here's what's known, what's speculation, and what to plan for regardless.
No, Students Don't Get Free ChatGPT Too
ChatGPT for Teachers is a teacher-and-staff offer, not a student one — and several big districts ban student ChatGPT outright. Untangling the confusion.
Choosing a Pilot: A Decision Guide for Districts
ChatGPT, Claude, Gemini, or Copilot for your district AI pilot? A practical framework built on the stack you already run, real per-seat prices, and priorities.
Building the Skill a Free Chatbot Can't Replace
A free, general teacher assistant is genuinely useful — and structurally incapable of three things a purpose-built skill does. Here's the line between them.
Where AI Tutoring Skills Fit Between the Giants
ChatGPT for Teachers and Claude for Teachers are both teacher-facing productivity tools. The student-facing Socratic tutor is a niche neither giant is actually filling.
What Claude Skill Builders Can Learn From OpenAI
OpenAI's education playbook — narrow vertical, distribution through a trusted intermediary, free to build the habit — is a GTM lesson for anyone building a Claude Code skill.
The Squeeze on Third-Party Classroom AI Tools
Paid lesson-planning and differentiation tools now compete with something free from the model vendor itself. What the squeeze looks like, and which tools escape it.
What a Free Vertical AI Product Means for EdTech
When the model vendor ships a free, polished, education-specific product directly to teachers, the ecosystem built on its general-purpose API has to rethink what it's for.
Piloting ChatGPT for Teachers District-Wide
A free tool still costs you a rollout. How to pilot ChatGPT for Teachers across a district — cohort selection, a real feedback loop, and the scale-or-stop decision.
Role-Based Access Control for School Workspaces
Who should be an admin, who should be a member, and the RBAC misconfigurations that quietly hand a whole district's AI workspace to the wrong people. A practical guide for K-12 IT.
Reading the Student Data Privacy Agreement
OpenAI names itself a FERPA 'School Official' and says student data stays under the school's control. Here's what those terms actually commit — and what a privacy officer should still ask.