Day 13: A Simple 90-Day Plan You’ll Actually Use
A quick, realistic way to turn sharper prompts into a three‑month plan you’ll actually use.
AI generated image
Hey Crew —
Day 12 was all about sharpening your prompt. Today we’re putting that sharper tool to work on something that brings me a ton of joy and momentum: building your 90‑day roadmap.
What’s a roadmap?
A roadmap is a high‑level plan for the next three months (or any time horizon that fits your world). It shows where you’re going and what “good” looks like.
We’ll pair it with OKRs—a lightweight framework I grew to love while at Microsoft:
Objectives = big goals
Key Results = measurable outcomes that prove you’re making progress
Think of the roadmap as your map, and OKRs as the checkpoints along the way.
Copy‑paste prompt: build your 90‑day roadmap
Drop this into your favorite AI tool:
You are a strategic planning coach. Help me create a 90‑day roadmap for [insert your goal/project]. Break it into 3 phases (Month 1, Month 2, Month 3). For each phase, suggest 1–2 Objectives (big goals) and 3–4 Key Results (measurable outcomes). Keep it realistic for a solo consultant with limited time. Write it in plain language, no jargon. Format as a simple table.
Optional upgrades
Constraints: add hours/week, budget, or tools you already use.
Style: ask for bullets only, or a table plus a one‑paragraph summary.
Example output (so you can see the shape)
Imagine your goal is to restore a 1960 Ford Ranchero (hey, a kid can dream). Your AI might generate something like this:
Now swap in your goal.
How to use your roadmap
Pick focus, not perfection. One or two Objectives per month is plenty.
Make it measurable. If you can’t count it, you can’t celebrate it.
Assume real‑life constraints. Solo capacity beats wishful thinking.
Review weekly. Check your KRs, adjust scope, keep moving.
Make it your own
Deep down you might be sitting on an idea, a career change, a new product, a team reset, or a personal project. Plug your goal into the prompt above and see what AI gives you. Use the output as a starting point to shape your roadmap and set OKRs—then iterate and have fun.
Want a template? Reply with your goal and I’ll send you a clean Notion/Google Doc you can duplicate.
— Emily