AI pre-mortems prevent costly missteps

Momentum Monday: AI Edition is your weekly 5-minute habit for turning small AI shifts into big business wins.

Each Monday, we share one practical, high-impact way to put AI to work — explained in plain English and built for action.

Designed for busy leaders, every post comes with a ready-to-use prompt, quick implementation steps, and a single metric to track. Over time, these small changes compound into serious momentum.


TL;DR

Run a quick AI-powered pre-mortem to surface likely failure points before they happen.

The small shift

Before kicking off a major piece of work, ask AI to imagine it failed and list the top 5 plausible reasons why. Then address them. This quick habit can prevent costly rework and protect timelines.

Try it this week

  • Pick one risky project or decision.

  • Prompt: “Given this plan, assume it fails. List the top 5 most likely reasons for failure and suggest one mitigation for each.”

  • Review the list with your team and assign mitigations.

  • Bake the mitigations into your plan.

  • Repeat for your next major initiative.

Why it compounds

Catching issues before they happen saves time, money, and credibility. Over time, teams build a reflex for anticipating and neutralising risks early.

Metric to watch

Number of issues prevented vs caught post-launch.

Commitment

Run a pre-mortem with a partner team this week — and co-own the fixes.


We Lead Out helps business and government leaders navigate transformation with confidence, starting with the foundations that matter. Reach out to learn more about the trends affecting Australian businesses.

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