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How to Build an 'AI Co-Founder' in ChatGPT for On-Demand Brainstorming

Create an on-demand business sparring partner from documented company context and decision principles, using it to challenge a rough idea before bringing the stronger options to real teammates.

How to Build an 'AI Co-Founder' in ChatGPT for On-Demand Brainstorming

Lucas describes loading an AI assistant with business context and the complementary thinking styles of his co-founders so he can pressure-test thorny questions when distributed teammates are unavailable.

Before you start

What you need

  • A current strategy brief and operating constraints
  • Documented decision principles and areas of expertise
  • Examples of prior decisions and their reasoning
  • A clear list of information that must stay out of the model

What you’ll make

A structured decision memo with options, assumptions, risks, counterarguments, and questions for the real leadership team.

Tools used

Step by step

The workflow

Follow the sequence once, then adapt the prompts, checks, and handoffs to your own setup.

4 steps

Step01

Set Up the 'AI Co-Founder' Persona

Create a business sparring assistant around documented decision principles, expertise, company context, and prior decision examples. Do not frame it as a literal copy of a colleague.

Step02

Provide Business Context

Load a dated strategy brief with goals, constraints, metrics, customers, current bets, and unresolved tensions. Exclude confidential information unless the workspace and use are explicitly approved.

Step03

Initiate a Brainstorming Session

Start with the decision, why it matters now, options already considered, and missing information. Ask for distinct alternatives and a pre-mortem.

Example prompt
Help me pressure-test [decision]. Current goal: [goal]. Constraints: [constraints]. Evidence: [evidence]. Options considered: [options]. Generate at least two materially different alternatives, the strongest argument against my current preference, likely second-order effects, missing evidence, and a pre-mortem. Cite the supplied context and mark unsupported assumptions.
Step04

Use It as a Sounding Board

Challenge the response in a second pass, then convert the useful reasoning into a short memo for the real team with options, tradeoffs, recommendation, confidence, and decisions still requiring people.

Example prompt
Turn this discussion into a decision memo for [team]. Include context, options, evidence, tradeoffs, recommendation, confidence, reversible tests, open questions, and named decisions for the accountable people. Do not write as or attribute views to a synthetic co-founder.

What good looks like

  • The assistant cites current company context rather than inventing a co-founder’s opinion.
  • At least two materially different options and a serious counterargument are explored.
  • Private or regulated information stays within the approved workspace and source set.
  • No strategic commitment, external message, or team decision occurs without the accountable people.

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After the steps

Runbook notes

How to recover when the loop fails and where human judgment helps.

Recover

If it goes sideways

The assistant imitates a colleague and creates false confidence
Model documented decision principles instead of identity, use third-person analysis, and cite examples.
The advice relies on stale strategy, metrics, or constraints
Date the source packet, state freshness requirements, and refresh it before consequential decisions.
The assistant validates the founder’s first idea without pressure-testing it
Require competing options, disconfirming evidence, pre-mortem risks, and a recommendation with uncertainty.
A synthetic discussion substitutes for alignment with actual teammates
Turn the output into a decision memo and route unresolved tradeoffs to the accountable team.

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