How to Turn AI Into Your Most Honest Co-Founder

A practical guide to making decisions with clarity, not just speed.

In partnership with

Hey friends, Happy Friday!

A few weeks ago, a founder friend told me something that stopped me cold:

“I don’t use ChatGPT to write anymore. I use it to argue with myself.”

He wasn’t being poetic — he meant it literally.

Every big product decision he makes — pricing, positioning, prioritization — goes through an “AI sparring match.”

He feeds it context, assumptions, and a rough plan. Then he tells it to attack.

“Make me regret this decision,” he says.
“Find me the evidence I’m refusing to see.”

It’s uncomfortable.
It’s slow.
And it’s brilliant.

Because while most founders are chasing speed, he’s chasing clarity — the rarest competitive edge in a noisy market.

Here’s what we’ll explore together 👇

  • The Counterpart Mindset: Why founders don’t need another Copilot — they need an equal who can challenge their assumptions.

  • The Framework: Thinking in Two Dimensions: How to combine AI’s probabilistic reasoning with human intuition to make decisions that scale.

  • The Collaboration Model:  A simple structure for turning intuition and analysis into one fluid system.

  • The 5-Minute Decision Ritual:  A practical routine for founders to debug emotion, bias, and blind spots in real time.

  • The Six-Step Playbook: How to externalize your thoughts, simulate regret, and build structured clarity with AI.

  • Clarity in Action: Real stories from Anthropic, Rewind AI, and solo founders using reflection as their edge.

This isn’t about prompting better — it’s about thinking better.

Because when you turn AI into a mirror instead of a megaphone, you don’t just move faster. You move truer.

Let’s dive in.

— Naseema Perveen

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