Start Here

An index to everything I’ve written on how to teach with AI. If you found this newsletter today, this is the page that tells you where to actually begin.

You found the newsletter. Now you’re staring at 54 posts and a scroll bar, trying to figure out which one is worth 10 minutes on a Tuesday night when you still have grading to do.

Nobody starts at the archive and reads forward. You start with the thing that hurts.

So that’s how this page is built. Not by date. By the problem you walked in with.

Find the one that sounds like your week. Read it. Steal the prompts. Come back when the next thing breaks.

You don’t have to read all of it. Just use one.

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Read these four first

If you only have time for a handful, start here. These frame how I think about all of it.

• The Complete Playbook: How to Teach Your Students to Use AI Without Losing Them to It - my whole flagship series in one place.

• I Spent 15 Years “Teaching” the Hard Way. Then AI Rewrote the Whole Thing. -the system I wish I’d had on day one.

• Most people use ChatGPT like a fast teaching assistant - and that’s why it keeps disappointing them.

• If Your Prompts Suck, Your Work Will Too - the skill underneath every other post here.

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Get your nights and weekends back

Grading and feedback eat the hours you don’t have. These give them back without lowering your standards.

• Stop Being the First Person to Grade Their Mess

• Build a Student Self-Assessment That Isn’t Useless

• How To Use ChatGPT To Give Better Feedback In Half The Time

• Personalize Assignments. Cut Feedback Time. Keep Your Standards.

• Build AI Practice Loops So Students Get 5x the Reps Without 5x Your Grading

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Build lessons and materials in minutes, not weekends

The prep spiral is optional. Here’s how to shrink it.

• Stop Teaching the Same Lesson to 20 Different People

• Turn Your Old Slides Into Active Learning Activities

• You Stress-Tested Your Lesson Plan. Now What?

• Build a Case Study for Any Course in 20 Minutes

• Stop Assigning the Chapter. Start Detonating It

• Stop Reviewing Your Lesson Plans Alone

• Use ChatGPT to Fix Your Teaching

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Design assignments your students can’t sleepwalk through

The problem was never that AI can do the assignment. It’s that the assignment was always that easy. Redesign the work instead of policing it.

• Exams in the AI Era

• Your Assignments Might Be Boring

• Build a Ranking, Invite a Conspiracy

• Why Students Should Annotate Their ChatGPT Chats

• Your Discussion Questions Are Too Easy for AI (And Your Students)

• Design AI-Visible Assignments Instead of Playing Cheating Whack-a-Mole

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Fix the cheating fight at the policy level

You can’t out-detect a language model. You can write a policy that stops making it a fight.

• Your AI Policy Probably Doesn’t Work. Here’s How to Fix It

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The Board of Advisors series

My flagship. Seven parts that take your students from using ChatGPT as a single oracle to building a room of experts they can argue with, drill against, and eventually outgrow. Read them in order.

• Part 1: Teach Your Students to Build a Board of Advisors for Every Class They’re In

• Part 2: Now Teach Them to Argue With It

• Part 3: Studying Isn’t Practice. Turn the Board Into a Drill Partner.

• Part 4: Stop Letting the Professor Be the First Person to Find the Flaws

• Part 5: Make Your Students Do It Out Loud

• Part 6: Introduce Your Students’ Boards to Each Other

• Part 7: Teach Your Students to Become the Board

• The whole series in one playbook

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Get better at the tool itself

The teachers who win with AI aren’t the smartest. They’re the ones who learned how to talk to it.

• Use Temporary Chats

• Stop Whispering to the Robot

• Use AI Avatars Without Being Creepy or Losing Trust

• Your Students Need You to Build a ChatGPT Teaching Assistant

• 43 Claude Skills That Give You the Teaching Assistant Team Your Department Will Never Fund

• The Teaching Prompt Library — the copy-paste prompts I keep coming back to.

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The bigger argument

Sometimes the post isn’t a how-to. It’s a shove. Read these when you want to know why any of this matters.

• Stop Tweaking Your Syllabus. Build a Real Teaching Philosophy

• College’s Biggest Scam Is the Missing Receipt

• A College Degree Works. That’s the Problem.

• Tenure Review Is a Loyalty Test

• The Friction You Were Spared

• The Theorist Founder

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Watch me build one in public

I built the HUMAN Skills Studio framework out loud, phase by phase, mistakes included. Follow the whole thing if you want to see the process instead of the polished result.

• The framework

• Phase 0

• Phase 1

• Phase 2

• Phase 3

• Phase 4

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Hear me out. You bookmark this page. You tell yourself you’ll come back this weekend. The weekend fills up. The tab dies in a browser you close on Sunday night, and Monday you’re back to teaching the way you did before you found me.

Or you pick one post right now. You read it, you try it before your next class.

That’s the whole difference. Not a course. Not a summer of retraining. One post, one prompt, one class.

Pick the section that stung a little. Start there.

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Three ways to go past the newsletter:

1. Free: the Teacher AI Prompt Pack, 10 copy-paste prompts that take real work off your plate this week.

2. The How To Teach With AI membership: every masterclass and AI tool I make, the day it ships, $40 a month.

3. AI training for your whole department.