Executive workshops

AI Decisions for CEOs and Founders

A working session for CEOs and founders on the AI decisions that should not be delegated: strategy, ownership, sequencing, and the conditions for stopping.

Direct answer

Direct answer: CEO and founder decisions

Some AI decisions belong to the chief executive and should not be handed to a tools committee. These are where AI should change the business, who owns each initiative, what order to do them in, how much authority any system may hold, and what would make the company stop. This session helps a CEO or founder make those calls explicitly and leaves a decision map that the rest of the organisation can act on.

The question

“What should a CEO decide personally about AI strategy, ownership and sequencing rather than delegate to a tools committee?”

Who it is for

CEOs, founders, and managing directors, alone or with one or two close colleagues.

What you leave with

A CEO decision map, initiative priorities, and accountable next actions.

  • 01 A decision map separating what the CEO decides from what is delegated, and to whom
  • 02 A ranked shortlist of AI initiatives with the reason each one is first, later, or not now
  • 03 An owner, success measure, and stop condition for each initiative that proceeds
  • 04 A short message the CEO can use to set direction for the leadership team

How it runs

Format, method, and preparation

Duration
A preparation call and a two- to three-hour working session, followed by a written decision map
Delivery
In person in the UK or remote
Participants
The CEO or founder, optionally with one or two trusted colleagues
01

Where AI changes the business

Separate changes to the product, the operating cost base, and the risk profile, and decide which of these the company is actually pursuing.

02

Decide what not to delegate

Identify decisions about authority, customer impact, data, and capital that should stay with the CEO, and those safe to delegate.

03

Sequence the initiatives

Rank candidates by dependency, evidence, ownership, and reversibility rather than by enthusiasm or vendor timing.

04

Set owners and stop conditions

Name one accountable owner per initiative and agree the evidence that would cause the company to pause or stop.

Useful to have ready

  • →A list of current AI ideas, pilots, purchases, or pressures from the board or investors
  • →A view of the company’s main constraints: capital, people, data, customers, and regulation
  • →Willingness to make, defer, or decline decisions during the session

Evidence

What this draws on

Founder record

Six companies founded, 2008–2024

Kwippy, Jaja.tv, Octo.ai, ExpressMOJO, Boom, and Neul Labs, spanning social software, interactive media, ML and analytics, logistics, blockchain infrastructure, and applied AI. Advisory and investment records are not counted as founded companies.

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Open teaching material

GenAI and Agentic AI Playbooks

21 open chapters in ten languages under Apache 2.0: a business-leader guide to GenAI adoption followed by an engineering and operating guide to agent systems.

Inspect the source ↗
Programme leadership

Startup Leadership Program, New Delhi (2011)

Fellow and Joint Program Leader of the New Delhi chapter: organising cohort sessions, bringing practitioners into the room, and helping founders examine decisions.

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Scope and limits

What this is not

  • —The session supports the CEO’s own decisions; it does not provide investment, legal, or regulatory advice.
  • —It produces priorities and ownership, not an implementation plan or delivery commitment. Building the chosen systems is separate work.
  • —Advice is based on the material the CEO shares; it does not include a technical audit of existing systems.

If the need is different

Common questions

Answers before you commission

What AI decisions should a CEO make personally?+

Where AI is meant to change the business, which initiatives come first, who owns each one, how much authority any system may hold over customers, money, or safety, and what evidence would make the company stop. Tool selection and day-to-day adoption can usually be delegated.

Should a founder set up an AI committee?+

A committee can coordinate tools and policy, but it should not own strategic choices. The session makes explicit which decisions a committee may take and which come back to the CEO.

How is this different from a practical AI strategy session?+

It is narrower and more personal. It does not produce a strategy document; it produces a set of decisions, owners, and stop conditions that the CEO has agreed to.

Can the CEO bring the leadership team?+

A CEO-only session is useful before a team discussion. When the whole leadership team needs to agree priorities, the AI strategy offsite is the better format.

Related

Next step

Describe your audience and decision

A short written brief is enough to establish fit. I reply personally, and say plainly when the work belongs elsewhere or is not worth commissioning.

Executive or decision workshop: what to include

  • →Sponsor and role
  • →Audience: roles, number of people, and familiarity with AI
  • →Decisions the session must support
  • →Current AI activity, tools, or disagreements
  • →Preferred format, length, date, and location or remote
  • →Pre-read or preparation time available
  • →Budget range
  • →Recording or reuse requirements