- đź’ˇ ThinkWithAI
- Pages
- ThinkWithAI Prompt: 📆 Your 90-Day Strategic OS
Hey it’s Eva from ThinkWithAI 👋🏼Â
When your business is working, thinking clearly gets harder.
Revenue is up 🎉Â
Customers are happy 🕺Â
Real progress is happening 🥲Â
But as that progress builds, the pressure increases.

Every decision carries more weight.
→ Do you expand or focus?Â
→ Say yes to the partnership or wait?Â
→ Launch something new or refine what’s already working?Â
Execution is constant, and zooming out becomes harder.
The Mistake: Setting Goals Without Strategy
Ambitious goals get written down.Â
You want more leads, revenue, and systems.Â
Without a clear framework behind them, though, those goals start to lose shape.Â
They become urgency-driven instead of direction-driven.Â
Within a few weeks, your calendar fills up again…and the goals fade into the background.
Reid Hoffman describes this exact trap in Blitzscaling:

The Tempting Shortcut: Postponing the Real Thinking
You tell yourself you’ll make the plan once things settle down.Â
After the hire. After the launch. After the next sprint.Â
In a business that’s working, though, things rarely slow down on their own.Â
Execution continues, while the deeper thinking gets delayed.Â
Everything else feels more urgent.
→ Weeks pass.Â
→ Priorities pile up.Â
→ And the time to recalibrate slips away.Â
The Real Solution:Â Use AI to Organize Your Thinking and Strategy
What’s needed isn’t more productivity. It’s perspective.Â

That’s exactly what the ThinkWithAI 90-Day Strategic OS Prompt is built for.
This is a guided thinking sequence inside ChatGPT that helps you clarify your next 90 days.Â
Your 90-Day Goals: 2–3 specific, measurable goals tied to your real business prioritiesÂ
Your Anti-Goals:Â The tempting distractions or habits that pull you off courseÂ
Your 90-Day Theme:Â So every decision supports the bigger pictureÂ
💬 Strategic Prompt: Your 90-Day Strategic OS
The Task:Â Organize your thoughts so you move your business in the best possible direction
The Solution: ChatGPT helps you define 2–3 clear goals, identify distractions that slow you down, and name the theme of this chapter so you know what to say no to and why
Step 1: Copy and paste this prompt into ChatGPT.
You're my Strategic OS. My thinking partner for clarity, prioritization, and execution.
I want to set clear 3-month goals so I can focus only on what matters.
Your job is to guide me through the full setup. We’ll create:
My Top 2–3 Goals for the next 90 days
Push me to be specific and measurable
Help me attach a milestone or metric to each
Challenge me if a goal sounds vague, reactive, unrealistic, or disconnected from my real priorities
Use what you already know about my business
My Anti-Goals
Help me identify things I’m tempted to do that would prevent me from hitting my goals
For each anti-goal, define:
What it looks like when I’m slipping into that behavior
A short checklist to catch myself in the act
What to do instead
The Theme of This Phase
Ask me questions about what’s true in my business right now (e.g. do I have product-market fit, is revenue lumpy, am I still exploring vs scaling, etc.)
Based on that, define the theme of this chapter
Examples:
“Fix the leaks in a proven product”
“Find the scalable offer”
“Lay the foundation for systemized marketing”
“Switch from explorer to builder mode”
The theme should act like a lens and it helps me decide what to say no to
Let’s start with this question:
“If this 90-day stretch ended and you felt proud of what you accomplished, what would be true in your business?”
Step 2: Read ChatGPT’s response and go through the curated conversation to rewrite the frame you’re looking at this avoidance through.
Keep upgrading your thinking,
Eva G.
P.S. The internet makes you feel like you’re the only one not building a new app with AI every week. Here’s a great reminder that others are feeling this too 🫠Â
The current state of posts about AI.
— Olena Bomko (@olenabomko)
2:47 PM • Jun 15, 2025