Cover of The 11PM Email by Tomas Bay

THE11PM EMAIL

How leaders use AI to solve the problems that keep them awake at night.

Every leader has a problem they cannot solve. They have tried the meetings, the strategy sessions, the consultants. The answer is not more thinking. It is better thinking. The 11PM Email shows you how.

Buy on Amazon

Kindle $9.99. Paperback $14.99. Also on Kindle Unlimited.

5.0 across 20 Amazon reviews.

Four steps. That is the whole method.

The book is built around CRIO™ (Context, Role, Interview, Output), a way of briefing AI that takes a minute to learn and changes what comes back.

CONTEXT

Set the scene before you ask for anything. What is going on, who is involved, and what is already decided and cannot change.

ROLE

Tell AI which expert to become, not what to do yet. The more specific the expertise, the better the thinking you get back.

INTERVIEW

Ask it for three questions, one at a time, before it answers anything. This is the step most people skip and the one that changes the result.

OUTPUT

Say exactly what you will accept, in what form and how long. A task is an instruction. An output is a contract.

What readers say

From the back cover.

When you treat AI as an oracle, you get mediocre answers fast. When you treat it as a thinking partner, something completely different happens. Tomas Bay understands this distinction better than almost anyone I have encountered. The 11pm Email is a clear and practical guide for making that shift. Short, specific, and genuinely useful.

Jeremy UtleyCo-host, Beyond the Prompt. Co-author, Ideaflow. Instructor, Stanford Online and Harvard Division of Continuing Education.

The 11pm Email is a book about thinking, and what becomes possible when you stop using AI as a shortcut and start using it as a thinking partner.

Tomas Bay introduces a simple four-step approach that consistently does what strategy offsites and brainstorming sessions rarely achieve: it surfaces genuinely new options for the problems that matter most.

Lily ChuSales and Marketing Director, Swire Coca-Cola, Hong Kong.

I lead AI inside a 7,000-person global hardware company. The bottleneck is almost never the technology: it's leaders treating AI as a productivity upgrade when the real unlock is treating it as a thought partner on the problem they've been circling for months. Bay's CRIO framework gives a senior leader a repeatable way to make that shift on a real problem. Type "now give me three non-obvious ideas" and watch what happens.

Eric PorresChief AI Officer, Logitech.

One reader's night

“I finished the book on a Wednesday after work. Then stayed up until 3am using the framework (CRIO) on real business problems. I only stopped when my dog showed up and sat on the keyboard. The next morning, I ordered 7 books for my team.”

Walter LiGeneral Manager Integrated Operations, Cathay Pacific.
Tomas Bay

About the author

I am Tomas Bay. I have spent thirty years in leadership and change consulting, including nineteen years with the Swire Group and time at Maersk. I now work with senior leaders across Asia Pacific and Europe on using AI as a thinking partner rather than a shortcut. I live in Hong Kong.

More at coachbay.ai.

Get the book

Buy on Amazon

Kindle $9.99. Paperback $14.99. Also on Kindle Unlimited.

In Hong Kong, I keep paperback copies on hand. Email coach@coachbay.ai for copies at HKD 120.