Why AI Struggles with Context (and What You Can Do About It)

Why AI Struggles with Context (and What You Can Do About It)

Why AI Struggles with Context (and What You Can Do About It)

Key Takeaways

  • AI tools don’t “know” your situation — they only respond to what you give them.
  • Many weak outputs are the result of unclear or missing context, not poor technology.
  • You can dramatically improve results by giving your AI tool a simple background brief.
  • Framing matters: tell the tool what role it’s playing, who it’s helping, and what you’re trying to do.
  • Good prompts are generous with information — not just clever with words.

Why Does AI Sometimes Miss the Mark?

Ever had an AI response that felt:

Too generic?
Off-target?
Like it didn’t “get” what you were trying to do?

Chances are, it wasn’t the tool — it was the lack of context.

AI doesn’t come with a memory of your business, your team, or your preferences. It works with what you give it — and if you don’t give it enough, it fills in the blanks with something average.


What Do We Mean by Context?

In a conversation with a colleague, you don’t have to re-explain:

  • What your business does
  • Who your customers are
  • What tone you like
  • Why you’re working on this task in the first place

But with an AI tool, you do.

Think of it like working with a smart intern on day one.
If you don’t brief them, they’ll guess — and get it wrong.


Examples: How Context Changes Output


❌ Basic Prompt:

“Write a welcome email for our new subscribers.”

✅ With Context:

“You’re writing a welcome email for a new subscriber to our monthly business strategy newsletter. They’re mostly time-pressed SME owners who want practical advice in a warm, informal tone.”

Result:
The second version isn’t just better written — it feels closer to your voice and intent.


❌ Basic Prompt:

“Summarise this meeting.”

✅ With Context:

“You’re a team assistant creating a summary of a cross-functional product meeting. Focus on decisions made, questions raised, and next steps. Keep it to three bullet points per topic.”

Result:
Less ramble, more relevance.


What Kind of Context Should You Include?

Here’s a quick framework you can drop into almost any prompt:

  1. Who’s the audience?
    • “This is for my client / board / junior team / newsletter subscribers…”
  2. What’s the purpose?
    • “I’m trying to clarify, simplify, persuade, or explore…”
  3. What role should AI play?
    • “Act like a strategist / editor / facilitator / analyst…”
  4. What output do you want?
    • “Summarise in bullet points / give step-by-step actions / suggest three options…”

Try This Prompt Template

“You are [role]. You are helping me [goal]. The audience is [description]. Please format the output as [structure or style].”

Example:

“You are a strategist helping me plan a team workshop. The audience is senior leaders who are curious but sceptical about AI. Please format the output as 3 high-level talking points followed by 2 actionable suggestions under each.”


Why This Matters

When people say “AI isn’t very good,” what they often mean is:

“AI didn’t read my mind.”

But it’s not supposed to.

AI is at its best when it’s treated as a smart assistant with zero context — and given what it needs to succeed.

Better inputs = better outcomes.


Let’s Explore AI Together

At Maine Associates, we help teams build real-world confidence with AI — not through theory, but through hands-on learning.

If your team’s been disappointed by AI results, it might be a context problem — not a capability one. Let’s explore how smarter prompts can unlock better thinking.