21 Days To Better Prompting
Build confident, safe prompting skills for teaching. In ~30 minutes a day.Join a 21-day email course for high school and college teachers (any discipline).Many people are saying prompting is dead. That's not true. Especially if you're still feeling overwhelmed and like a beginner with AI tools.In this course, you’ll learn a practical prompting workflow you can use immediately for planning, feedback, differentiation, and communication, while staying aligned with ethical classroom use.
The AI Teaching Shift Is Here. And It’s Accelerating . . . FAST!
Generative AI is the best teaching assistant we’ve ever known. Draft lesson materials. Create examples. Rewrite rubrics. Generate feedback starters. Summarize content. Translate. Brainstorm alternatives. And on and on and on.But there’s a catch most of us learn the hard way.AI only helps when we can consistently steer it.If we can’t, we get one of two outcomes:
We waste time wrestling with mediocre output
We avoid the tools entirely because it feels risky, confusing, or unreliable
The bottleneck is the skill of prompting. Plus the judgment to evaluate what comes back.
The “Where Do I Even Start” Problem Is Real
We are busy teachers. AI can feel like one more thing on an already impossible plate.You’ve probably experienced at least one of these:
You try ChatGPT (or Claude, Gemini, NotebookLM . . . the list goes on!). The output looks polished, but it doesn’t fit your students, your standards, or your voice.
You get something usable once, then can’t reproduce it again.
You spend longer editing the AI’s draft than it would have taken to do it yourself.
You worry about safety, privacy, academic integrity, hallucinations, bias, and policy compliance. So you freeze.
That’s the current reality for a lot of teachers.It’s also a massive opportunity.Those of us who learn to prompt well will build a calm, repeatable workflow that saves time without sacrificing quality or ethics.
Why Prompt Reps Beat Prompt Lists
Most teacher-facing AI resources fall into two buckets:
Big idea webinars that feel inspiring and then evaporate by Monday.
Lists of prompts that work for somebody else, somewhere else, with a different context.
What actually builds skill is practice. Short, structured reps using classroom-real tasks.Here’s why a 21-day prompt practice approach works:
It’s active. You write the prompt, test it, and refine it using a simple checklist.
It’s low friction. One focused task per day. You get the email, you do the rep, you move on.
It builds judgment. You learn to spot when output is safe and usable, and when it needs correction.
That’s what 21 Days To Better Prompting is designed to do.After 21 days, you’ll have a working personal prompt library and a repeatable workflow to create better prompts TAILORED TO YOU AND YOUR STUDENTS on demand.
After 21 Days, You’ll Be Able To . . .
Turn vague “make me a lesson plan for . . .” requests into prompts that produce usable drafts.
Get more consistent results from generative AI tools like ChatGPT.
Evaluate AI output faster. You’ll know what to keep, what to fix, and what to throw out.
Use a simple safety screen so you feel more confident using AI responsibly.
Build prompts that match your constraints. Time, standards, reading levels, accommodations, tone, and format.
Spend less time on low-value tasks. Spend more time on high-value teaching work.
Quiz: Is 21 Days To Better Prompting Right For You?
1. Do you feel behind on AI, overwhelmed, or unsure where to start?
This is designed to give you a clear on-ramp. Small daily reps instead of a giant learning project.2. Have you tried AI tools and gotten inconsistent results?
That usually means your prompts and constraints aren’t explicit enough yet. We fix that through structured practice.3. Do you want to use AI ethically, but the risks feel fuzzy?
You’ll learn a simple approach to reduce risk and increase transparency. You’ll still use professional judgment. You’ll just have a better process.
Your Instructor
In case we haven’t met, I'm Doan Winkel and here's a little about me.
Associate Professor of Entrepreneurship; Founding Director of the Donnelly School of Leadership and Social Innovation; Director of the Edward Muldoon Center for Entrepreneurship, John Carroll University
Founder & President of Rethinking, Inc., offering AI training & integration for teachers, curriculum & course development, and strategic consulting & speaking. Trained 15K+ teachers to transform their teaching through innovative, AI-enabled teaching methods. Consulted with 20+ universities to build and enhance their entrepreneurship programs and teacher training programs.
Nearly 20 years building courses and teaching at the college level.
I design practical systems that help teachers do more of what matters, with less busywork.
I built this course is built for teachers who want real workflows, not hype.
Most Teachers Who Want To Use AI Never Build A Reliable Routine
This is rarely about intelligence.It’s usually about predictable traps:1. Webinar Whiplash
You attend a session. You get excited. Then you go back to grading and prep and it disappears.2. Prompt Hoarding
You save a hundred prompts. None of them match your exact context when you need them.3. Output Roulette
Sometimes it’s great. Sometimes it’s nonsense. So you stop trusting the tool.4. Tool-Hopping
A new AI tool drops. You try it. You reset to beginner again.5. Perfection Pressure
You feel like you need the “perfect prompt” and the “perfect policy” before you start. You end up doing nothing.6. Time Collapse
Even 30 extra minutes feels impossible. So practice never becomes a habit.Any of these feel familiar?They all share the same root problem.You haven’t had a simple, guided way to practice prompting consistently. With guardrails.That’s what this is.
How 21 Days To Better Prompting Works
21 Days To Better Prompting is a 21-day email course built for busy teachers.For 21 days, you’ll spend about 30 minutes per day practicing one focused prompting skill.Each day you’ll get:
A short explanation of the skill
A prompt “rep” to do (with copy-paste templates)
A quick way to check quality and reduce risk
A tiny assignment that builds your prompt library
Start date: April 19, 2026End date: May 9, 2026You’ll get lifetime access to all materials.If you miss a day, you pick up where you left off. The system still works if you keep going.
Here’s Everything You’ll Unlock When You Join
21 Days Of Daily Emails
Short, focused lessons plus a daily prompt rep. Designed to fit into a planning period or a coffee break.Worksheets + Checklists
Simple guides to help you clarify constraints, improve reliability, and catch obvious issues before you use the output.Prompt Templates
Reusable patterns you can adapt for your subject, grade level, and teaching style.Video Guides
Quick walkthroughs that show you how to apply the prompts and refine results.Prompt Vault
A growing library of prompts and frameworks so you’re not starting from scratch.
Plus, You’ll Unlock Hidden Bonuses
As a founding member, you’ll get additional resources as part of the course.BONUS #1
I’ve worked with thousands of college and high school teachers. Almost none are using it to get better at teaching.Your slides, your lecture recordings, your exit tickets. Those are data about you. If you’re not running that data through an instructional‑design brain on a regular basis, you’re choosing to fly blind.In this packet, you'll get four mega-prompts (vetted by hundreds of teachers from middle school through graduate school) you can use tomorrow to instantly improve your teaching so you can increase student engagement and learning!BONUS #2
Student AI Learning Resources: a curated set of 11 student-ready chatbot prompts you can give to learners to deepen understanding, strengthen thinking, and improve the quality of their work in any subject. Copy, paste, and tweak. Your students get targeted coaching that pushes them past summarizing and into explaining, justifying, revising, and transferring what they learned.BONUS #3
Turn any lesson into an activity students actually want to do.This is a curated set of 14 plug-and-play AI prompts teachers can copy, paste, and customize to generate engaging class activities and homework assignments that drive deeper thinking, stronger discussion, and better retention. Instead of defaulting to worksheets and recap questions, you can instantly build debates, role-plays, simulations, stories, projects, case challenges, quizzes, peer reviews, and Socratic questioning tailored to your topic, grade level, time constraints, and learning goals.
Your Investment: $99 $199
Why Prompting Is Still A Core Teaching Skill
AI can draft words.It can't know your students. Your learning outcomes. Your context. Your school’s expectations. Your boundaries.That’s why prompting matters.When you can prompt well:
You get drafts you can actually use as a starting point.
You reduce the time spent “fighting” the tool.
You stay in control of tone, rigor, and alignment.
You make more intentional choices about ethics and safety.
When you can’t:
You either avoid AI, or you use it inconsistently.
You spend time cleaning up output you didn’t want.
You increase the risk of inaccuracies slipping into student-facing materials.
This course gives you a workflow that keeps you in the driver’s seat.
Still Have Questions?
I'm Here To Help.1/ How much time does this take each day?
About 30 minutes. The daily rep is designed to be short and doable.2/ I’m a total beginner. Is this too advanced?
Beginner-friendly. It assumes zero prior prompting experience.3/ Which AI tools does this work with?
ChatGPT, Claude, Gemini - basically any chatbot. The focus is transferable prompting patterns, not tool-specific gimmicks.4/ Is this about using AI with students, or for teacher workflow?
Primary focus is teacher workflow and responsible classroom use.5/ What about privacy, policy, and ethics?
We’ll use an educator-friendly safety approach you can adapt to your school’s rules. You’ll still need to follow local policy. This course is not legal advice.6/ What if I miss a day?
You pick up where you left off. The emails are in your inbox. Consistency matters, but perfection is not required.7/ Is this live or self-paced?
Email delivery is self-paced by nature.8/ How long do I have access to the resources?
You have lifetime access.9/ I’m already an AI power user. Will I get much out of this?
This is designed for teachers who want a solid, repeatable baseline. If you already build complex prompt chains and custom workflows daily, this may feel too foundational.
Still Not Sure?
14-Day Money-Back Guarantee (No Questions Asked)Try the course.If within 14 days of the course launch you decide it’s not a fit, request a refund. No interrogation.That said, I'm VERY confident in the value of this challenge.Because this approach has been transformational for me and for hundreds of teachers I ran through it.Sound fair?