Context Windows: Why AI Forgets What You Said 10 Minutes Ago
December 1, 2025
4 min read

Context Windows: Why AI Forgets What You Said 10 Minutes Ago

You're having a great conversation with ChatGPT. You've been back and forth for twenty minutes, building on ideas, refining your project. Then suddenly, it acts like you never mentioned that crucial detail from ten minutes ago.

What just happened? Did the AI get bored? Is it broken?

Nope. You just hit the context window limit. And understanding this one concept will change how you work with AI forever.

What's Actually Happening When AI "Forgets"

Here's the thing nobody tells you upfront: AI doesn't have memory like you and I do. It can't scroll back through your conversation and re-read what you said earlier.

Instead, every time you send a message, the AI is looking at a specific amount of recent conversation - that's the context window. Think of it as the AI's working memory. Once your conversation gets longer than that window, the oldest parts start falling off the edge.

It's not forgetting on purpose. It literally can't see those earlier messages anymore.

The Coffee Shop Analogy

Imagine you're at a busy coffee shop, and the barista can only remember the last five customers' orders at any given time.

Customer one orders a latte. Customer two wants a cappuccino. Three, four, five - the barista's still tracking everyone. But when customer six walks up, customer one's order vanishes from the barista's mind completely. Not because they're bad at their job, but because they only have room for five orders in their head at once.

That's exactly how context windows work. The AI has a fixed amount of "memory space" for your conversation. Once you exceed it, the earliest parts disappear to make room for the new stuff.

The size of that memory space? It varies by AI model, but we're typically talking thousands of words, not infinite capacity.

Why This Limit Even Exists

You might be wondering why AI companies don't just give their models unlimited memory. Fair question.

The answer comes down to processing power and cost. The longer the context window, the more computational resources required to generate each response. It's like asking someone to juggle - juggling three balls is manageable, but juggling fifty becomes nearly impossible and exhausting.

Larger context windows also mean slower responses and higher costs to run. AI companies are constantly balancing capability with practicality.

What This Means For Your Conversations

Once you understand context windows, you'll notice them everywhere. That moment when ChatGPT contradicts something it said earlier? Context window. When it asks you to repeat information you already provided? Context window. When it loses track of your project requirements? You guessed it.

Different AI models have different window sizes. Some can handle about 8,000 words of conversation. Others can manage 32,000 or even 128,000 words. But they all have a limit.

And here's what trips people up: that limit includes both your messages AND the AI's responses. Every word counts against the total.

How To Work With Context Windows, Not Against Them

Now that you know what's happening, you can adapt your approach.

Start new conversations for new topics. If you're moving from brainstorming blog posts to debugging code, open a fresh chat. Don't try to cram everything into one endless thread.

Front-load important information. Put crucial context and requirements at the beginning of your message, not buried in the middle of a long conversation.

Summarize periodically. If you're in a long working session, occasionally ask the AI to summarize what you've discussed. Then start fresh with that summary at the top.

Use custom instructions when available. Many AI tools let you set standing instructions that persist across conversations, saving precious context window space.

The Real-World Impact

This isn't just theoretical tech stuff. Context windows affect how productive you can be with AI tools.

I've watched people spend thirty minutes building up a detailed brief in ChatGPT, only to have the AI lose track of the key requirements because the conversation got too long. They didn't know about context windows, so they just thought the AI was being difficult.

Once you know, you adjust. You work in focused sessions. You structure conversations deliberately. You stop treating AI chat like an infinite scroll and start treating it like the limited - but incredibly useful - tool it actually is.

The Bottom Line

When AI "forgets" what you said earlier, it's not being flaky or broken. It's operating within the constraints of its context window - the amount of conversation it can actively process at once.

Understanding this changes everything. Instead of getting frustrated when the AI loses track, you'll recognize what's happening and adjust your approach. You'll structure conversations more effectively, start fresh when needed, and get better results.

Next time you're chatting with AI, pay attention to when things start getting fuzzy. That's your signal that you're approaching the context window limit. Now you know what to do about it.

See you next time. And remember - sometimes starting fresh is better than trying to make one conversation do everything.

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