Fortune: CEO of an automation platform explains how he wrote a 168-page book with AI: ‘It was like a Socratic dialogue’

Thursday, September 10, 2026

CEO of an automation platform explains how he wrote a 168-page book with AI: ‘It was like a Socratic dialogue’

In today’s CEO Daily: UiPath CEO Daniel Dines used ‘adversarial prompts’ for his AI-co-written book.

The big leadership story: Inside Walmart’s winning China strategy.

The markets: U.S. futures are up ahead of the first of two inflation reports.

Plus: All the news and watercooler chat from Fortune.

Good morning. I’ve long thought of Daniel Dines as a kind of philosopher king in business. Growing up in Romania, the billionaire co-founder and CEO of UiPath wanted to be a novelist. Even after he’d created a leading platform for robotic process automation, he’d often start his day with a book, sometimes followed by a nap before turning on his computer.

Whether giving advice to entrepreneurs or talking about founder mode, Dines will often insert references to writers like Friedrich Nietzsche or Jack London.So, when I learned that Dines has written a book called The Work That Remains with Claude and ChatGPT (which you can download here), I was intrigued to find out more.

It’s a book about how humans and AI will work together, with Dines outlining a model in which AI proposes, humans decide, and automation executes. It’s 168 pages, around 40,000 words, and can of course be distilled to an AI summary or a haiku.

Such are the wonders of technology.

When speaking to Dines, I was less interested in his conclusion than how he arrived at it through AI. “It was really like a Socratic dialogue,” he told me, with each session involving a series of hypotheses, challenges and instructions. “I used two models and did adversarial prompts: This is the theory. Read this article.

Create opposing views … The book grew at one point to be almost 100,000 words. AI is extremely verbose, so the real work was cutting it down.”Those interactions were intense but iterative, with his thesis taking shape over three years as he took time to reflect, observe, read, refine and run a business. “When I started, I didn’t have such a clear idea of where I wanted to land. The ideas I got came through the process of writing the book. Our company strategy, the book, they evolved together,” he said. “I had many evenings and mornings where I couldn’t wait to wake up and write. I was in a complete state of flow.

You have to be immersed and challenged and work together and consider it as a partner.”And what did he learn about the limits of AI? First, that it’s only as good as the data it’s trained on, which makes it better at dealing with a known math problem than a novel idea. Second, that challenging feedback is critical for both AI and humans to avoid hallucinations and getting stuck in a rut. Thoughtful collaboration can work. “I have ideas, but I don’t have the time and the talent to put them on paper in a structure, in a manner that can be consumed by the public at large,” he said.Contact CEO Daily via Diane Brady at diane.brady@fortune.com

About michelleclarke2015

Life event that changes all: Horse riding accident in Zimbabwe in 1993, a fractured skull et al including bipolar anxiety, chronic fatigue …. co-morbidities (Nietzche 'He who has the reason why can deal with any how' details my health history from 1993 to date). 17th 2017 August operation for breast cancer (no indications just an appointment came from BreastCheck through the Post). Trinity College Dublin Business Economics and Social Studies (but no degree) 1997-2003; UCD 1997/1998 night classes) essays, projects, writings. Trinity Horizon Programme 1997/98 (Centre for Women Studies Trinity College Dublin/St. Patrick's Foundation (Professor McKeon) EU Horizon funded: research study of 15 women (I was one of this group and it became the cornerstone of my journey to now 2017) over 9 mth period diagnosed with depression and their reintegration into society, with special emphasis on work, arts, further education; Notes from time at Trinity Horizon Project 1997/98; Articles written for Irishhealth.com 2003/2004; St Patricks Foundation monthly lecture notes for a specific period in time; Selection of Poetry including poems written by people I know; Quotations 1998-2017; other writings mainly with theme of social justice under the heading Citizen Journalism Ireland. Letters written to friends about life in Zimbabwe; Family history including Michael Comyn KC, my grandfather, my grandmother's family, the O'Donnellan ffrench Blake-Forsters; Moral wrong: An acrimonious divorce but the real injustice was the Catholic Church granting an annulment – you can read it and make your own judgment, I have mine. Topics I have written about include annual Brain Awareness week, Mashonaland Irish Associataion in Zimbabwe, Suicide (a life sentence to those left behind); Nostalgia: Tara Hill, Co. Meath.

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