The AI Coach
An MBA professor in your pocket who actually read your homework.
This is the feature that makes CaseBook more than a content app. After you read a case, an AI coach asks how it applies to your company, reads what you write, and pushes back. The bar is a sharp operator actually read my answer, not a chatbot said something nice.
- 01
Personalizes the question
The reflection prompt is rewritten to reference your actual company, model, and stage, set during a 30-second onboarding. It asks about your business, not “a business,” so the question is never generic.
- 02
Reads your answer like a sharp operator
You write a real reflection. The coach responds with a one-line read of your thinking, then a few sentences of grounded coaching tied directly to the case's lesson. Never flattery, never invented facts about your company.
- 03
Surfaces your blind spot
It pushes back. It names the thing you may be avoiding or the second-order cost you didn't account for. Coaching, not rubber-stamping.
- 04
Gives you one concrete next step
Every session ends with a specific action you can take this week, ideally with a number or a date attached.
Free saves the move to your Playbook. Pro adds grounded coaching on your answer.
It compounds
AI Playbook synthesis.
As your saved moves accumulate, the coach reads across them and writes a short, living strategy note: the throughline in your decisions, tied to your stage and challenges, and the single most leveraged thing to focus on next. It is coaching, not consulting. It grounds everything in the case logic and your stated context, and it never flatters.
What it feels like
You answer. It answers back.
You're pre-revenue with two co-founders. Netflix split Qwikster off and lost 800,000 subscribers in a quarter. Where are you tempted to move faster than your earliest customers can follow?
We want to move everyone onto annual billing next month to fix cash flow.
That solves your problem, not theirs. The Qwikster lesson isn't “don't change pricing,” it's “don't make loyal users absorb the cost of a transition they didn't ask for.” Your second-order risk is churn from the exact cohort that would have renewed anyway. This week: offer annual as a discount, not a forced switch, and watch the opt-in rate before you touch the default.
Illustrative example. Your prompts reference your real company.
Meet your coach
Get coaching that read your answer.
Set your stage, model, and challenges in 30 seconds. Every case and every prompt bends toward your situation from there.
7-day free trial, then $5.99/mo or $49.99/yr. Cancel anytime.