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AI-Native HR · Sep 18, 2025

How a Strategy Playbook Supercharged My Work With AI

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Andrew Makhovskyi · AI-Native HR

Hi 👋, I’m Andrew, founder of Effy AI.

🔗 Let’s connect on LinkedIn — and check out Effy AI. Subscribe to join 20K+ readers.

Let me share something that transformed how I run my startup. For years, I wrote short strategy documents mainly to organize my thoughts and set direction for the coming year.

This year, I tried something different by incorporating AI into the process. What started as a simple planning exercise became a living document that guides every decision I make and every task my team tackles.

Here's something I've learned from running a startup: my team and I rely on AI tools every day. But most prompts end up sounding generic and the responses you get are only as good as the context you provide. A comprehensive company strategy document changes everything.

This wasn't just another strategic planning exercise. I built a document that covered everything we needed to stay aligned:

  • Competitive analysis and market positioning

  • Long-term company goals and growth targets

  • Product development and go-to-market strategies

  • Target customer segments and ideal client profiles

  • Key differentiators that give us a competitive advantage

Once I finished the document, I uploaded it directly into ChatGPT and Claude as context. Then I created specialized AI assistants: an AI CMO for marketing decisions, an AI CPOfficer for product strategy, and others for different functions.

The difference was immediate. Every AI interaction became more strategic and relevant because the responses were grounded in our actual business context instead of generic best practices. My team started getting better outputs, too, because everyone was working from the same strategic foundation.

Sharing this document with my team turned out to be just as valuable as the AI integration. Everyone could finally see how their work connected to the bigger picture. More importantly, their daily output became naturally aligned with our strategy without me having to micromanage every decision.

The real transformation happened in my own daily work. Whether I'm writing scripts, creating tutorial videos, or building marketing campaigns, I reference this strategy document constantly. Every task, no matter how small, gets filtered through our strategic context.

If you're running HR for a 150-person company or leading a 50-person business, the same principle applies. Your strategy shouldn't sit in a folder waiting for quarterly board meetings. It needs to be a living tool that guides decisions, shapes communication, and enhances your AI interactions.

The key insight is treating strategy as operational infrastructure, not planning paperwork. Once you build this foundation, everything else becomes more effective. Here are the specific frameworks I used to create this kind of working strategy document.

Instruction: Define the mission, vision, and top 3 company goals for the year. Start with your rough ideas and let AI help refine them into clear, actionable statements that everyone can understand and rally behind.

Prompt: "You are a strategy coach. Help me turn this draft vision [insert] into a concise mission statement and 3 top company goals for the next 12 months."

Instruction: Map your competitors and how you're different. Focus on realistic differentiation strategies that work with your current resources rather than aspirational positioning that requires massive investment.

Prompt: "Summarize competitor strengths and weaknesses for companies like [insert competitors]. Suggest 3 ways we can differentiate with limited resources."

Instruction: Break down company goals into team-level objectives. Ensure each department understands their specific contribution to company success and can track progress independently without losing sight of the bigger picture.

Prompt: "Here are my company goals [insert]. Break them into team-level objectives for Sales, Product, Marketing, and People Ops for a 100-person company."

Instruction: Ensure HR priorities (hiring, development, engagement) link directly to business outcomes. Avoid generic people initiatives by tying every HR effort to specific company goals and measurable business results.

Prompt: "Map these company goals [insert] to supporting people priorities (talent, culture, leadership). Suggest where CHRO should focus to make goals achievable."

Instruction: Decide how often to review strategy (quarterly check-ins, monthly reviews). Create a system that keeps strategy alive in daily decisions without turning into administrative overhead that slows down execution.

Prompt: "Design a lightweight strategy review process for a 50-200 person company. It should keep goals alive without heavy admin work. Suggest cadence, roles, and templates."

Instruction: Start with business goals. HR strategy must align with revenue, growth, or product goals. Avoid creating people initiatives in isolation by grounding every HR decision in what the business actually needs to achieve.

Prompt: "Act as an HR strategist. Based on these company goals [insert company goals], suggest what people priorities (talent, skills, culture, retention) we must focus on in the next 12-18 months."

Instruction: Map current workforce capacity vs future needs. Be honest about skill gaps and leadership readiness rather than assuming your current team can handle unlimited growth without additional development or hiring.

Prompt: "Here's our current team structure [insert structure]. We plan to grow by [X%] and expand into [new markets/products]. What gaps in skills, roles, or leadership should we address?"

Instruction: Define 3-5 priorities (e.g., hiring, leadership development, retention, engagement). Focus on the few areas that will have the biggest impact on business outcomes rather than trying to improve everything at once.

Prompt: "Summarize 3-5 people priorities for a 150-employee company with these characteristics [insert]. Make them specific, measurable, and aligned with company goals."

Instruction: Translate each priority into initiatives (programs, policies, or tools). Create concrete next steps with clear ownership and deadlines to ensure priorities don't become good intentions that never get implemented.

Prompt: "For each people priority [list them], suggest practical initiatives with owners, timelines, and success metrics."

Instruction: Identify leading and lagging metrics (engagement, turnover, time-to-hire, manager feedback quality). Choose metrics that actually predict business outcomes rather than just measuring HR activity levels or satisfaction scores.

Prompt: "Propose 5-7 metrics to track the success of our people strategy in a 200-employee company, focusing on retention, manager effectiveness, and talent growth."

Start with whichever framework matches your role. Upload the finished document to your AI tools and watch how much more strategic and relevant your outputs become. Your team will benefit from the clarity, too.

Read the original on effyai.substack.com

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