Context Management

Optimize conversation history, manage token limits, and reduce costs

The Memory Dilemma

Every conversation with an AI model has a memory — the context window. Managing this context effectively is critical for performance, cost, and user experience. Too little context and the AI loses track of the conversation. Too much and you hit token limits and exponentially increasing costs.

Understanding Context Windows

What is a Context Window?

The context window is the maximum number of tokens (words, parts of words, and characters) that a model can process in a single request — including both input and output. It's the AI's "working memory."

Common Context Window Sizes:

GPT-3.5: 4,096 tokens (~3,000 words)
GPT-4: 8,192 tokens (standard) / 32,768 tokens (extended)
GPT-4 Turbo: 128,000 tokens (~96,000 words)
Claude 3: 200,000 tokens (~150,000 words)

Important: Tokens count for BOTH input (your prompt + conversation history) AND output (the AI's response). If you have 2,000 tokens of history and request a 1,000-token response, you need a 3,000+ token context window.

What Counts as Context?

Included in Context:

  • System prompts / instructions
  • Full conversation history
  • Few-shot examples
  • Current user message
  • AI's generated response

Context Grows With:

  • Each back-and-forth exchange
  • Longer user messages
  • Longer AI responses
  • Additional few-shot examples
  • Pasted documents or data

Token Limits & Optimization

What Happens When You Hit the Limit?

Hard Limit Exceeded:

The API returns an error and refuses to process the request. Your application breaks or shows an error message to the user.

Approaching Limit:

The model may truncate responses mid-sentence or lose earlier context, leading to degraded conversation quality.

Strategy 1: Sliding Window

Keep only the most recent N messages in context, discarding older ones.

Keep last 10 messages

→ Discard message 1

→ Add new message 11

Pros: Simple, predictable memory usage
Cons: Loses older important context

Strategy 2: Summarization

Periodically summarize older messages to compress history.

Messages 1-20: [Summary]

Messages 21-30: [Full text]

Pros: Retains key information
Cons: Loses details, requires summarization calls

Strategy 3: Selective Retention

Keep important messages (flagged by user or system) and discard less relevant ones.

✓ System prompt

✓ Key decisions

✗ Small talk

✓ Recent messages

Pros: Keeps what matters most
Cons: Requires logic to classify importance

Strategy 4: Session Reset

Clear context and start fresh when changing topics or reaching limits.

"Starting new conversation"

→ Clear all history

→ Keep system prompt only

Pros: Clean slate, predictable behavior
Cons: Loses all conversation continuity

Cost Reduction Strategies

Context = Cost

Most AI APIs charge per token processed. Managing context directly impacts your costs.

10K

tokens in history

$0.01/request @ GPT-4

100K

requests/month

= $1,000/month

50%

reduction

= $500 saved

Practical Cost Optimization Techniques

1. Compress System Prompts

System prompts are sent with EVERY request. Make them concise.

Wasteful (150 tokens):

"You are a helpful assistant designed to provide customer support. Always be polite, professional, and courteous..."

Efficient (30 tokens):

"Professional customer support agent. Be helpful, concise."

2. Use Cheaper Models for Simple Tasks

Don't use GPT-4 for basic classification. GPT-3.5 costs ~10x less.

GPT-4: Complex reasoning, analysis, creativity

GPT-3.5: Classification, simple Q&A, data extraction

3. Batch Process When Possible

Process multiple items in a single request instead of separate calls.

Instead of: 10 requests × 500 tokens = 5,000 tokens

Do: 1 request × 1,200 tokens = 1,200 tokens (76% savings)

4. Cache Common Responses

Store and reuse answers to frequently asked questions instead of calling the API every time.

5. Set Max Token Limits

Prevent runaway costs by capping response length to only what's needed.

Set max_tokens=150 for short answers, max_tokens=500 for detailed responses

When to Reset Context

Good Times to Reset:

  • Topic change: User switches from support to sales inquiry
  • Task completion: Issue resolved, conversation ending
  • Approaching token limit: Context window 80%+ full
  • User explicitly requests: "Let's start over"
  • Session timeout: User inactive for 30+ minutes

Bad Times to Reset:

  • Mid-conversation: User still discussing the same topic
  • Multi-turn tasks: Analysis requiring previous context
  • Building on responses: "Now do the same for Q2"
  • Troubleshooting: Debugging requires full conversation history
  • Prematurely: Just to save a few cents

Best Practices

Monitor Token Usage

Track token consumption per request to identify optimization opportunities

Set Hard Limits

Implement context window caps to prevent API errors and runaway costs

Use Appropriate Models

Match model capabilities to task complexity — don't overpay for simple tasks

Inform Users of Resets

Let users know when context is cleared to avoid confusion

Test Different Strategies

Experiment with sliding windows, summarization, and selective retention

Plan for Scale

Cost optimization becomes critical at 1000+ requests/day

Optimize Context Management at Scale

We can help you design efficient context management strategies that balance performance and cost