AI-Assisted Strategic Planning

Strategy is about choices

Strategy is choosing what not to do. AI helps by expanding the option set, then helping you narrow it with criteria you defined.

A quarterly cadence

1. 1

   Environmental scan — ask AI to summarise shifts in your category, then verify against named sources

2. 2

   Capability audit — list strengths and gaps; ask AI to map them to emerging opportunities

3. 3

   Option generation — generate at least seven strategic options, including two contrarian

4. 4

   Trade-off analysis — score options on reach, defensibility, time-to-impact, cost

5. 5

   Commit and communicate — write the one-page strategy memo with AI as editor

Common traps

• Letting AI write strategy that sounds confident but says nothing
• Generating options without explicit constraints
• Skipping the human conversation about trade-offs