diff --git a/agent/auxiliary_client.py b/agent/auxiliary_client.py
index dc5c2648f7a0..a84ba93a1bca 100644
--- a/agent/auxiliary_client.py
+++ b/agent/auxiliary_client.py
@@ -1058,7 +1058,10 @@ class _CodexCompletionsAdapter:
         # key in extra_body (not top-level) and GitHub/Copilot Responses opts
         # out of cache-key routing entirely — for those hosts, skip it here.
         try:
-            from agent.transports.codex import _content_cache_key
+            from agent.transports.codex import (
+                _content_cache_key,
+                _prompt_cache_retention_for_model,
+            )
             from utils import base_url_host_matches
 
             _host_src = str(getattr(self._client, "base_url", "") or "")
@@ -1068,6 +1071,10 @@ class _CodexCompletionsAdapter:
                 _cache_key = _content_cache_key(instructions, resp_kwargs.get("tools"))
                 if _cache_key:
                     resp_kwargs["prompt_cache_key"] = _cache_key
+            if not _is_xai and not _is_github and "prompt_cache_retention" not in resp_kwargs:
+                _cache_retention = _prompt_cache_retention_for_model(model)
+                if _cache_retention:
+                    resp_kwargs["prompt_cache_retention"] = _cache_retention
         except Exception:
             logger.debug(
                 "Codex auxiliary: prompt_cache_key derivation skipped", exc_info=True
diff --git a/agent/codex_responses_adapter.py b/agent/codex_responses_adapter.py
index bce372ebb5da..ee75f4190e6d 100644
--- a/agent/codex_responses_adapter.py
+++ b/agent/codex_responses_adapter.py
@@ -912,7 +912,8 @@ def _preflight_codex_api_kwargs(
     allowed_keys = {
         "model", "instructions", "input", "tools", "store",
         "reasoning", "include", "max_output_tokens", "temperature",
-        "tool_choice", "parallel_tool_calls", "prompt_cache_key", "service_tier",
+        "tool_choice", "parallel_tool_calls", "prompt_cache_key",
+        "prompt_cache_retention", "service_tier",
         "extra_headers", "extra_body", "timeout",
     }
     normalized: Dict[str, Any] = {
@@ -950,8 +951,13 @@ def _preflight_codex_api_kwargs(
     if isinstance(temperature, (int, float)):
         normalized["temperature"] = float(temperature)
 
-    # Pass through tool_choice, parallel_tool_calls, prompt_cache_key
-    for passthrough_key in ("tool_choice", "parallel_tool_calls", "prompt_cache_key"):
+    # Pass through cache routing/retention and tool-dispatch hints.
+    for passthrough_key in (
+        "tool_choice",
+        "parallel_tool_calls",
+        "prompt_cache_key",
+        "prompt_cache_retention",
+    ):
         val = api_kwargs.get(passthrough_key)
         if val is not None:
             normalized[passthrough_key] = val
diff --git a/agent/transports/codex.py b/agent/transports/codex.py
index 5855fcfe9c54..f6bfda2cde4f 100644
--- a/agent/transports/codex.py
+++ b/agent/transports/codex.py
@@ -27,6 +27,23 @@ def _bounded_prompt_cache_key(value: Any) -> Optional[str]:
     return f"pck_{digest}"
 
 
+def _prompt_cache_retention_for_model(model: str) -> Optional[str]:
+    """Return the OpenAI Responses prompt-cache retention policy for models
+    that require an explicit policy.
+
+    OpenAI documents GPT-5.5 / GPT-5.5 Pro as extended-cache-only
+    (``prompt_cache_retention: "24h"``).  Sending the field only for
+    those model families keeps older/OpenAI-compatible relays on their
+    default behavior.
+    """
+    normalized = str(model or "").lower().replace("_", "-")
+    # Custom relays commonly prefix provider namespaces, e.g.
+    # ``openai.gpt-5.5``.  Match both bare and namespaced model ids.
+    if normalized.endswith("gpt-5.5") or "gpt-5.5-" in normalized:
+        return "24h"
+    return None
+
+
 def _content_cache_key(instructions: str, tools: Optional[List[Dict[str, Any]]]) -> Optional[str]:
     """Content-address the prompt cache key from the static request prefix.
 
@@ -284,6 +301,15 @@ class ResponsesApiTransport(ProviderTransport):
         if not is_github_responses and not is_xai_responses and cache_key:
             kwargs["prompt_cache_key"] = cache_key
 
+        cache_retention = _prompt_cache_retention_for_model(model)
+        if (
+            cache_retention
+            and not is_github_responses
+            and not is_xai_responses
+            and not is_codex_backend
+        ):
+            kwargs.setdefault("prompt_cache_retention", cache_retention)
+
         if reasoning_enabled and is_xai_responses:
             from agent.model_metadata import grok_supports_reasoning_effort
 
diff --git a/tests/agent/test_auxiliary_client.py b/tests/agent/test_auxiliary_client.py
index 921f84ae99d9..3058f2e9c3c3 100644
--- a/tests/agent/test_auxiliary_client.py
+++ b/tests/agent/test_auxiliary_client.py
@@ -4958,6 +4958,29 @@ class TestCodexAdapterPromptCacheKey:
         ])
         assert "prompt_cache_key" not in captured
 
+    def test_gpt55_sets_prompt_cache_retention(self):
+        adapter, captured = self._build_adapter(base_url="https://bedrock-mantle.us-east-1.api.aws/openai/v1")
+        adapter.create(messages=[
+            {"role": "system", "content": "SYS"},
+            {"role": "user", "content": "hi"},
+        ])
+        assert captured["prompt_cache_retention"] == "24h"
+
+    def test_prompt_cache_retention_skipped_for_xai_and_github_hosts(self):
+        adapter, captured = self._build_adapter(base_url="https://api.x.ai/v1")
+        adapter.create(messages=[
+            {"role": "system", "content": "SYS"},
+            {"role": "user", "content": "hi"},
+        ])
+        assert "prompt_cache_retention" not in captured
+
+        adapter, captured = self._build_adapter(base_url="https://api.githubcopilot.com")
+        adapter.create(messages=[
+            {"role": "system", "content": "SYS"},
+            {"role": "user", "content": "hi"},
+        ])
+        assert "prompt_cache_retention" not in captured
+
 
 class TestCodexAdapterGithubResponsesMessageIdDrop:
     """_CodexCompletionsAdapter must drop codex_message_items ``id`` when
diff --git a/tests/agent/transports/test_codex_transport.py b/tests/agent/transports/test_codex_transport.py
index 1a17a39a7744..56805ae22777 100644
--- a/tests/agent/transports/test_codex_transport.py
+++ b/tests/agent/transports/test_codex_transport.py
@@ -243,6 +243,26 @@ class TestCodexBuildKwargs:
         message_item = next(item for item in kw["input"] if item.get("type") == "message")
         assert message_item["id"] == "msg_short_id"
 
+    def test_gpt55_sets_prompt_cache_retention(self, transport):
+        messages = [{"role": "user", "content": "Hi"}]
+        kw = transport.build_kwargs(
+            model="openai.gpt-5.5", messages=messages, tools=[],
+            session_id="test-session",
+        )
+        assert kw["prompt_cache_retention"] == "24h"
+
+    def test_gpt55_prompt_cache_retention_skipped_for_known_incompatible_backends(self, transport):
+        messages = [{"role": "user", "content": "Hi"}]
+        assert "prompt_cache_retention" not in transport.build_kwargs(
+            model="gpt-5.5", messages=messages, tools=[], is_xai_responses=True
+        )
+        assert "prompt_cache_retention" not in transport.build_kwargs(
+            model="gpt-5.5", messages=messages, tools=[], is_github_responses=True
+        )
+        assert "prompt_cache_retention" not in transport.build_kwargs(
+            model="gpt-5.5", messages=messages, tools=[], is_codex_backend=True
+        )
+
     def test_xai_responses_sends_cache_key_via_extra_body(self, transport):
         """xAI's Responses API documents ``prompt_cache_key`` as the
         body-level cache-routing key (the ``x-grok-conv-id`` header is