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fix: swap prompt message order to restore gpt-5.1 caching (#4654)#4670

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beastoin merged 8 commits intomainfrom
fix/prompt-caching-message-order
Feb 8, 2026
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fix: swap prompt message order to restore gpt-5.1 caching (#4654)#4670
beastoin merged 8 commits intomainfrom
fix/prompt-caching-message-order

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@beastoin beastoin commented Feb 8, 2026

Summary

  • Swaps the two system messages in get_transcript_structure and extract_action_items — static instructions now come first, dynamic conversation context second
  • Moves existing_items_context (dynamic per-user action items) from the instructions message to the context message, keeping the instruction prefix more static
  • Moves language_code from instructions to context message, making the instruction prefix fully static across ALL languages
  • Adds 5 regression tests for message ordering, two-message structure, existing_items_context and language_code placement
  • The previous order (PR feat: enable OpenAI prompt caching for conversation processing #4664) put per-conversation dynamic content first, which broke OpenAI's prefix-based cross-conversation caching for gpt-5.1
  • Root cause: OpenAI routes requests to cache hosts by hashing the first ~256 tokens — unique transcripts scattered requests across machines, destroying cache reuse

Context

Post-deploy monitoring showed gpt-5.1 cache hit rate dropping from ~18% to 6-10% after PR #4664 shipped. gpt-4.1-mini (unaffected by that PR) went up independently.

Key insight from Codex review: extract_action_items has ~2800 tokens of static instructions — well above OpenAI's 1024-token caching threshold. Putting these first restores cross-conversation prefix caching across thousands of calls/hour.

Integration test results (live OpenAI API, gpt-5.1)

Scenario Cache Hit Rate Detail
Same user, same conversation 97.8% 1792/1832 tokens cached on identical repeat call
Same user, cross conversation 87.7% Instruction prefix cached across different transcripts (same language)
Cross user (en/es/ja) 43.9% Instruction prefix shared across different languages
A/B: static vs dynamic prefix 88.8% vs 0.0% language_code in context = 4736 MORE cached tokens across languages

What changed

  • backend/utils/llm/conversation_processing.py — swapped ChatPromptTemplate.from_messages order; moved existing_items_context and language_code to context message
  • backend/tests/unit/test_prompt_caching.py — 5 regression tests (message ordering + dynamic field placement)
  • backend/tests/integration/test_prompt_caching_integration.py — 4 live API tests: same-user/same-conv, same-user/cross-conv, cross-user/cross-lang, A/B comparison

Test plan

  • All 19 prompt caching unit tests pass (13 original + 5 new + 1 updated)
  • All 40 backend unit tests pass
  • Integration: 97.8% same-conversation, 87.7% cross-conversation, 88.8% cross-language cache hits
  • Codex reviewer: approved (PR_APPROVED_LGTM)
  • Codex tester: approved (TESTS_APPROVED)
  • Post-deploy: monitor gpt-5.1 cache hit rate recovery (expect return to ~18%+ baseline)

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beastoin and others added 2 commits February 8, 2026 07:53
…caching (#4654)

Put static instructions first, dynamic conversation context second.
The previous order (dynamic content first) broke OpenAI prefix-based
caching because every request started with a unique transcript,
scattering requests across cache hosts.

Co-Authored-By: Claude Opus 4.6 <noreply@anthropic.com>
Co-Authored-By: Claude Opus 4.6 <noreply@anthropic.com>
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Code Review

This pull request aims to improve OpenAI prompt caching by reordering system messages to have a static instruction prefix. The changes in extract_action_items and get_transcript_structure correctly swap the message order. However, a critical issue exists in both implementations: the instruction prompts, intended to be static, still contain dynamic placeholders ({existing_items_context} in one, and {started_at} and {tz} in the other). This makes the prefix dynamic and defeats the entire purpose of the change. My review includes critical feedback on how to address this by separating the dynamic content from the static instruction prompts to truly enable cross-conversation caching.

context_message = 'Content:\n{conversation_context}'

# Second system message: task-specific instructions
# First system message: task-specific instructions (static prefix enables cross-conversation caching)
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critical

The goal of this PR is to create a static prefix for prompts to improve caching. However, instructions_text is not static because it includes the {existing_items_context} placeholder, which is populated with dynamic content (recent action items). This defeats the purpose of reordering the messages for extract_action_items. To fix this, the dynamic existing_items_context should be moved out of the first system message. It could be part of a new, separate system message placed after the static instructions and before the main conversation context.

context_message = 'Content:\n{conversation_context}'

# Second system message: task-specific instructions
# First system message: task-specific instructions (static prefix enables cross-conversation caching)
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critical

Similar to the issue in extract_action_items, the instructions_text for this function is not static. It includes {started_at} and {tz} placeholders, which are dynamic for each conversation. This prevents cross-conversation caching and defeats the purpose of this change. To achieve a static prefix, the sentence containing these dynamic placeholders should be moved out of the first system message, for example by appending it to the context_message.

beastoin and others added 6 commits February 8, 2026 07:58
… caching (#4654)

Moves the dynamic existing action items data from the static instructions
message to the conversation context message. This keeps the instruction
prefix more static across calls, improving cross-conversation cache hits
for the extract_action_items function.

Co-Authored-By: Claude Opus 4.6 <noreply@anthropic.com>
Adds 4 tests verifying:
- Static instructions come before dynamic context in both functions
- Both functions use exactly two system messages
- existing_items_context is in context message, not instructions

Co-Authored-By: Claude Opus 4.6 <noreply@anthropic.com>
…4654)

Validates cross-conversation cache hits with production-length instructions
(>1024 tokens). Confirms correct order (instructions-first) produces 87.7%
cache hit rate vs 0% with wrong order (content-first).

Requires OPENAI_API_KEY; skipped automatically when not set.

Co-Authored-By: Claude Opus 4.6 <noreply@anthropic.com>
… prefix caching (#4654)

Addresses Gemini review: {language_code} at ~30 tokens in broke the static
prefix for all non-English calls. Moving it to context_message makes the
first ~1500 tokens fully static across ALL languages.

Co-Authored-By: Claude Opus 4.6 <noreply@anthropic.com>
#4654)

Co-Authored-By: Claude Opus 4.6 <noreply@anthropic.com>
Tests same-user/same-conversation (97.8%), same-user/cross-conversation (87.7%),
and cross-user/cross-language (88.8% vs 0% with old approach). Validates the
language_code move from instructions to context message.

Co-Authored-By: Claude Opus 4.6 <noreply@anthropic.com>
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lgtm

@beastoin beastoin merged commit 2d89b74 into main Feb 8, 2026
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@beastoin beastoin deleted the fix/prompt-caching-message-order branch February 8, 2026 08:33
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beastoin commented Feb 8, 2026

Post-merge smoke test: Prompt prefix caching verification

Ran 10 varied conversation transcripts through the OpenAI API (gpt-5.1) using the exact same prompt structure as production (including real PydanticOutputParser format_instructions), measuring cached_tokens from the API response.

extract_action_items (3,326 token static prefix)

# Topic Input Output Cached Cache% Time
1 Tech standup 3,447 40 2,560 74.3% 0.95s
2 Doctor visit 3,444 91 3,328 96.6% 1.18s
3 Home renovation 3,448 81 3,328 96.5% 0.99s
4 Travel planning 3,457 41 3,328 96.3% 0.81s
5 Parent-teacher 3,459 76 2,560 74.0% 0.94s
6 Investor meeting 3,466 79 3,328 96.0% 0.94s
7 Wedding planning 3,463 143 3,328 96.1% 1.74s
8 Fitness coaching 3,466 49 3,328 96.0% 0.86s
9 Book club 3,480 93 3,328 95.6% 1.04s
10 Car breakdown 3,474 116 3,328 95.8% 1.40s

Calls 2-10: 93.7% cache hit rate

get_transcript_structure (1,761 token static prefix)

Prefix = 800 tokens instruction text + 994 tokens Structured pydantic schema (format_instructions).

# Topic Input Output Cached Cache% Time
1 Tech standup 1,821 244 0 0.0% 2.64s
2 Doctor visit 1,820 143 1,664 91.4% 2.76s
3 Home renovation 1,817 195 1,664 91.6% 2.33s
4 Travel planning 1,812 165 1,664 91.8% 1.91s
5 Parent-teacher 1,808 139 1,664 92.0% 1.91s
6 Investor meeting 1,819 192 1,664 91.5% 3.15s
7 Wedding planning 1,813 213 0 0.0% 2.25s
8 Fitness coaching 1,814 135 1,664 91.7% 1.55s
9 Book club 1,818 193 1,664 91.5% 3.17s
10 Car breakdown 1,813 148 1,664 91.8% 1.42s

Calls 2-10: 81.5% cache hit rate

Summary

Function Static prefix tokens Cache hit (calls 2-10)
extract_action_items 3,326 93.7%
get_transcript_structure 1,761 81.5%

Both functions are caching effectively. The static-instructions-first, dynamic-content-second message ordering from this PR enables OpenAI's automatic prefix caching across all conversation topics.

Minor note: get_transcript_structure has language_code in the instruction text (not the dynamic context message), so its cache is per-language rather than shared across languages. Low priority since most users stay on one language.

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beastoin commented Feb 9, 2026

Post-deploy monitoring results

Hour-by-hour comparison (14:00–22:00 UTC, today vs yesterday):

Metric Change
gpt-5.1 cache hit rate +9.9pp (16.2% → 26.1%)
gpt-4-0613 request volume -88%
gpt-4-0613 cost/hr -51%
Total cost/hr -26%

Every single hour is cheaper than yesterday's equivalent. Message ordering fix is confirmed working in production.

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