diff --git a/.fern/metadata.json b/.fern/metadata.json
index aeb65b7..08fbfc6 100644
--- a/.fern/metadata.json
+++ b/.fern/metadata.json
@@ -1,7 +1,7 @@
 {
-  "cliVersion": "5.143.0",
+  "cliVersion": "5.170.5",
   "generatorName": "fernapi/fern-python-sdk",
-  "generatorVersion": "5.34.1",
+  "generatorVersion": "5.41.4",
   "generatorConfig": {
     "package_name": "newscatcher_catchall",
     "client": {
@@ -9,10 +9,10 @@
       "filename": "client.py"
     }
   },
-  "originGitCommit": "6ef7448ab601e5b372caec45717b0390a4150d2c",
+  "originGitCommit": "b7764dca3eb740a480b120edb87932f928b9210e",
   "originGitCommitIsDirty": true,
   "invokedBy": "ci",
   "requestedVersion": "AUTO",
   "ciProvider": "unknown",
-  "sdkVersion": "4.0.0"
+  "sdkVersion": "4.1.0"
 }
\ No newline at end of file
diff --git a/.fern/replay.lock b/.fern/replay.lock
index 0b3d77e..b4b7d60 100644
--- a/.fern/replay.lock
+++ b/.fern/replay.lock
@@ -30,5 +30,11 @@ generations:
     cli_version: unknown
     generator_versions:
       fernapi/fern-python-sdk: 5.34.1
-current_generation: f8e992adaca05714361e6b5b4f245d944311c13c
+  - commit_sha: 384ed44dcd2d18324b11b8cab3d6012da030e667
+    tree_hash: cd9cd76c8199a6428284126038b3ae1492333e16
+    timestamp: 2026-10-22T15:35:53.030Z
+    cli_version: unknown
+    generator_versions:
+      fernapi/fern-python-sdk: 5.41.4
+current_generation: 384ed44dcd2d18324b11b8cab3d6012da030e667
 patches: []
diff --git a/README.md b/README.md
index 4a8c102..b4563bd 100644
--- a/README.md
+++ b/README.md
@@ -222,3 +222,4 @@ On the other hand, contributions to the README are always very welcome!
 
 
 
+
diff --git a/changelog.md b/changelog.md
index 0462d8a..9f58e7c 100644
--- a/changelog.md
+++ b/changelog.md
@@ -1,3 +1,13 @@
+## [4.1.0] - 2026-10-22
+### Added
+- **`RequestOptions.retry_remote_protocol_errors`** — new optional `bool` field that opts a request into retrying on `httpx.RemoteProtocolError` (server disconnect / incomplete response); defaults to `False` and is bounded by `max_retries`.
+
+### Changed
+- **`RemoteProtocolError` retry behavior** — the HTTP client no longer retries `httpx.RemoteProtocolError` automatically; it now raises immediately unless `retry_remote_protocol_errors: True` is set in `RequestOptions`, since the server may have already applied the request.
+- **Header merging** — duplicate headers with different casing (e.g. `PLAID-SECRET` and `plaid-secret`) are now deduplicated case-insensitively, with the last value winning; this prevents sending two headers where only one was intended.
+- **`x-api-key` header redaction** — the `x-api-key` header is now redacted alongside `Authorization` in any debug or log output produced by the HTTP client.
+- **Path parameter dot-segment rejection** — `encode_path_param()` and `quote_path_param()` now raise `ValueError` when a value is `.` or `..`, preventing silent URL path rewriting by HTTP clients.
+
 ## [4.0.0] - 2026-09-30
 ### Breaking Changes
 - **`MonitorsClient` / `AsyncMonitorsClient`** — renamed to `EventMonitorsClient` / `AsyncEventMonitorsClient`; update all imports and type annotations accordingly.
diff --git a/poetry.lock b/poetry.lock
index f74750b..9ef957c 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -15,132 +15,174 @@ files = [
 
 [[package]]
 name = "aiohttp"
-version = "3.14.3"
+version = "3.14.5"
 description = "Async http client/server framework (asyncio)"
 optional = true
 python-versions = ">=3.10"
 groups = ["main"]
 markers = "extra == \"aiohttp\""
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 ]
 
 [package.dependencies]
@@ -149,10 +191,10 @@ aiosignal = ">=1.4.0"
 async-timeout = {version = ">=4.0,<6.0", markers = "python_version < \"3.11\""}
 attrs = ">=17.3.0"
 frozenlist = ">=1.1.1"
-multidict = ">=4.5,<7.0"
+multidict = ">=4.5,<8.0"
 propcache = ">=0.2.0"
 typing_extensions = {version = ">=4.4", markers = "python_version < \"3.13\""}
-yarl = ">=1.17.0,<2.0"
+yarl = ">=1.25.1,<2.0"
 
 [package.extras]
 speedups = ["Brotli (>=1.2) ; platform_python_implementation == \"CPython\" and sys_platform != \"android\" and sys_platform != \"ios\"", "aiodns (>=3.3.0) ; sys_platform != \"android\" and sys_platform != \"ios\"", "backports.zstd ; platform_python_implementation == \"CPython\" and python_version < \"3.14\" and sys_platform != \"android\" and sys_platform != \"ios\"", "brotlicffi (>=1.2) ; platform_python_implementation != \"CPython\""]
@@ -247,14 +289,14 @@ files = [
 
 [[package]]
 name = "certifi"
-version = "2026.7.22"
+version = "2026.10.19"
 description = "Python package for providing Mozilla's CA Bundle."
 optional = false
 python-versions = ">=3.7"
 groups = ["main"]
 files = [
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 ]
 
 [[package]]
@@ -538,196 +580,196 @@ all = ["coverage (>=7.10.0)", "hypothesis (>=6.141.1)", "mypy (>=1.11.2)", "pyte
 
 [[package]]
 name = "iniconfig"
-version = "2.3.0"
+version = "2.3.1"
 description = "brain-dead simple config-ini parsing"
 optional = false
 python-versions = ">=3.10"
 groups = ["dev"]
 files = [
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 ]
 
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-version = "6.9.1"
+version = "7.1.0"
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 python-versions = ">=3.10"
 groups = ["main"]
 markers = "extra == \"aiohttp\""
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+    {file = "tomli-2.5.0.tar.gz", hash = "sha256:264507556cd8b8c8e7c6ee037cdf443a463f03f4c958e57195e3d369711b8ff6"},
 ]
 
 [[package]]
 name = "types-python-dateutil"
-version = "2.9.0.20260807"
+version = "2.9.0.20261021"
 description = "Typing stubs for python-dateutil"
 optional = false
 python-versions = ">=3.10"
 groups = ["dev"]
 files = [
-    {file = "types_python_dateutil-2.9.0.20260807-py3-none-any.whl", hash = "sha256:54aa3707350ed7a9cc0776fd2f6739679d6967d11b40150985e81edcb86df4db"},
-    {file = "types_python_dateutil-2.9.0.20260807.tar.gz", hash = "sha256:e0b8a90d464c8684c66b7b8e4556d9074afdddcc56ca45323f0987134f9e7034"},
+    {file = "types_python_dateutil-2.9.0.20261021-py3-none-any.whl", hash = "sha256:12aab3bdfe55e1d9de7f54301e025d6276ce17e6a08e31644f2202d59c8d1fca"},
+    {file = "types_python_dateutil-2.9.0.20261021.tar.gz", hash = "sha256:62d66fcdd293e38745eae644e5da4cb399b98799c0ae61f03a54896fb51b3140"},
 ]
 
 [[package]]
diff --git a/pyproject.toml b/pyproject.toml
index 8f73fac..d1947c2 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -6,7 +6,7 @@ license-files = ["LICENSE"]
 
 [tool.poetry]
 name = "newscatcher-catchall-sdk"
-version = "4.0.0"
+version = "4.1.0"
 description = ""
 readme = "README.md"
 authors = []
diff --git a/src/newscatcher_catchall/core/client_wrapper.py b/src/newscatcher_catchall/core/client_wrapper.py
index 27bd471..421a483 100644
--- a/src/newscatcher_catchall/core/client_wrapper.py
+++ b/src/newscatcher_catchall/core/client_wrapper.py
@@ -33,12 +33,12 @@ def get_headers(self) -> typing.Dict[str, str]:
         import platform
 
         headers: typing.Dict[str, str] = {
-            "User-Agent": "newscatcher-catchall-sdk/0.0.0-fern-placeholder",
+            "User-Agent": "newscatcher-catchall-sdk/4.1.0",
             "X-Fern-Language": "Python",
             "X-Fern-Runtime": f"python/{platform.python_version()}",
             "X-Fern-Platform": f"{platform.system().lower()}/{platform.release()}",
             "X-Fern-SDK-Name": "newscatcher-catchall-sdk",
-            "X-Fern-SDK-Version": "4.0.0",
+            "X-Fern-SDK-Version": "4.1.0",
             **(self.get_custom_headers() or {}),
         }
         headers["x-api-key"] = self.api_key
diff --git a/src/newscatcher_catchall/core/http_client.py b/src/newscatcher_catchall/core/http_client.py
index 3e5a786..19a284a 100644
--- a/src/newscatcher_catchall/core/http_client.py
+++ b/src/newscatcher_catchall/core/http_client.py
@@ -184,8 +184,33 @@ def _should_retry(response: httpx.Response) -> bool:
 )
 
 
+_AUTH_HEADERS: typing.FrozenSet[str] = frozenset({"x-api-key"})
+
+
 def _redact_headers(headers: typing.Dict[str, str]) -> typing.Dict[str, str]:
-    return {k: ("[REDACTED]" if k.lower() in _SENSITIVE_HEADERS else v) for k, v in headers.items()}
+    return {
+        k: ("[REDACTED]" if k.lower() in _SENSITIVE_HEADERS or k.lower() in _AUTH_HEADERS else v)
+        for k, v in headers.items()
+    }
+
+
+def _merge_headers(*header_dicts: typing.Optional[typing.Dict[str, typing.Any]]) -> typing.Dict[str, typing.Any]:
+    """
+    Merge header dicts left to right. Header names are case-insensitive, so a later
+    `x-api-key` replaces an earlier `X-API-Key` instead of producing two headers.
+    """
+    merged: typing.Dict[str, typing.Any] = {}
+    keys_by_lower: typing.Dict[str, str] = {}
+    for header_dict in header_dicts:
+        if not header_dict:
+            continue
+        for key, value in header_dict.items():
+            existing_key = keys_by_lower.get(key.lower())
+            if existing_key is not None:
+                del merged[existing_key]
+            keys_by_lower[key.lower()] = key
+            merged[key] = value
+    return merged
 
 
 def _build_url(base_url: str, path: typing.Optional[str]) -> str:
@@ -425,11 +450,11 @@ def request(
         _request_url = _build_url(base_url, path)
         _request_headers = jsonable_encoder(
             remove_none_from_dict(
-                {
-                    **self.base_headers(),
-                    **(headers if headers is not None else {}),
-                    **(request_options.get("additional_headers", {}) or {} if request_options is not None else {}),
-                }
+                _merge_headers(
+                    self.base_headers(),
+                    headers,
+                    request_options.get("additional_headers") if request_options is not None else None,
+                )
             )
         )
         _request_headers = drop_content_type_without_body(
@@ -463,7 +488,12 @@ def request(
                 files=request_files,
                 timeout=timeout,
             )
-        except (httpx.ConnectError, httpx.RemoteProtocolError):
+        except (httpx.ConnectError, httpx.RemoteProtocolError) as error:
+            # A protocol error may occur after the server applied the request, even while reading a 200 body.
+            if isinstance(error, httpx.RemoteProtocolError) and not (
+                request_options is not None and request_options.get("retry_remote_protocol_errors", False)
+            ):
+                raise
             if retries < max_retries:
                 time.sleep(_retry_timeout_from_retries(retries=retries))
                 return self.request(
@@ -594,11 +624,11 @@ def stream(
         _request_url = _build_url(base_url, path)
         _request_headers = jsonable_encoder(
             remove_none_from_dict(
-                {
-                    **self.base_headers(),
-                    **(headers if headers is not None else {}),
-                    **(request_options.get("additional_headers", {}) if request_options is not None else {}),
-                }
+                _merge_headers(
+                    self.base_headers(),
+                    headers,
+                    request_options.get("additional_headers") if request_options is not None else None,
+                )
             )
         )
         _request_headers = drop_content_type_without_body(
@@ -735,11 +765,11 @@ async def request(
         _request_url = _build_url(base_url, path)
         _request_headers = jsonable_encoder(
             remove_none_from_dict(
-                {
-                    **_headers,
-                    **(headers if headers is not None else {}),
-                    **(request_options.get("additional_headers", {}) or {} if request_options is not None else {}),
-                }
+                _merge_headers(
+                    _headers,
+                    headers,
+                    request_options.get("additional_headers") if request_options is not None else None,
+                )
             )
         )
         _request_headers = drop_content_type_without_body(
@@ -773,7 +803,12 @@ async def request(
                 files=request_files,
                 timeout=timeout,
             )
-        except (httpx.ConnectError, httpx.RemoteProtocolError):
+        except (httpx.ConnectError, httpx.RemoteProtocolError) as error:
+            # A protocol error may occur after the server applied the request, even while reading a 200 body.
+            if isinstance(error, httpx.RemoteProtocolError) and not (
+                request_options is not None and request_options.get("retry_remote_protocol_errors", False)
+            ):
+                raise
             if retries < max_retries:
                 await asyncio.sleep(_retry_timeout_from_retries(retries=retries))
                 return await self.request(
@@ -907,11 +942,11 @@ async def stream(
         _request_url = _build_url(base_url, path)
         _request_headers = jsonable_encoder(
             remove_none_from_dict(
-                {
-                    **_headers,
-                    **(headers if headers is not None else {}),
-                    **(request_options.get("additional_headers", {}) if request_options is not None else {}),
-                }
+                _merge_headers(
+                    _headers,
+                    headers,
+                    request_options.get("additional_headers") if request_options is not None else None,
+                )
             )
         )
         _request_headers = drop_content_type_without_body(
diff --git a/src/newscatcher_catchall/core/jsonable_encoder.py b/src/newscatcher_catchall/core/jsonable_encoder.py
index f638cc9..2608ce6 100644
--- a/src/newscatcher_catchall/core/jsonable_encoder.py
+++ b/src/newscatcher_catchall/core/jsonable_encoder.py
@@ -15,7 +15,7 @@
 from pathlib import PurePath
 from types import GeneratorType
 from typing import Any, Callable, Dict, List, Optional, Set, Union
-from urllib.parse import quote
+from urllib.parse import quote, unquote
 
 import pydantic
 from .datetime_utils import serialize_datetime
@@ -118,7 +118,11 @@ def encode_path_param(obj: Any) -> str:
     """
     if isinstance(obj, bool):
         return "true" if obj else "false"
-    return str(jsonable_encoder(obj))
+    value = str(jsonable_encoder(obj))
+    # The value is not percent-encoded here, so check every segment it would add to the path.
+    for segment in unquote(value).split("/"):
+        _reject_dot_segment(segment)
+    return value
 
 
 def quote_path_param(obj: Any) -> str:
@@ -130,4 +134,12 @@ def quote_path_param(obj: Any) -> str:
     """
     if isinstance(obj, bool):
         return "true" if obj else "false"
-    return quote(str(jsonable_encoder(obj)), safe="")
+    value = str(jsonable_encoder(obj))
+    _reject_dot_segment(value)
+    return quote(value, safe="")
+
+
+def _reject_dot_segment(value: str) -> None:
+    # "." and ".." are dot-segments that HTTP clients resolve, which would change the request path.
+    if value in (".", ".."):
+        raise ValueError(f'Invalid path parameter value "{value}": "." and ".." are not allowed.')
diff --git a/src/newscatcher_catchall/core/pydantic_utilities.py b/src/newscatcher_catchall/core/pydantic_utilities.py
index 70816b9..4e63e0f 100644
--- a/src/newscatcher_catchall/core/pydantic_utilities.py
+++ b/src/newscatcher_catchall/core/pydantic_utilities.py
@@ -14,6 +14,7 @@
     Callable,
     ClassVar,
     Dict,
+    FrozenSet,
     List,
     Mapping,
     Optional,
@@ -37,8 +38,8 @@
 IS_PYDANTIC_V2 = pydantic.VERSION.startswith("2.")
 
 if IS_PYDANTIC_V2:
-    _datetime_adapter = pydantic.TypeAdapter(dt.datetime)  # type: ignore[attr-defined]
-    _date_adapter = pydantic.TypeAdapter(dt.date)  # type: ignore[attr-defined]
+    _datetime_adapter = pydantic.TypeAdapter(dt.datetime)  # type: ignore[attr-defined,var-annotated]
+    _date_adapter = pydantic.TypeAdapter(dt.date)  # type: ignore[attr-defined,var-annotated]
 
     def parse_datetime(value: Any) -> dt.datetime:  # type: ignore[misc]
         if isinstance(value, dt.datetime):
@@ -129,7 +130,7 @@ def _decimal_encoder(dec_value: Any) -> Any:
     from pydantic.typing import is_union as is_union  # type: ignore[no-redef]
 
 from .datetime_utils import serialize_datetime
-from .serialization import convert_and_respect_annotation_metadata
+from .serialization import convert_and_respect_annotation_metadata, get_field_to_alias_mapping
 from typing_extensions import TypeAlias
 
 T = TypeVar("T")
@@ -237,6 +238,59 @@ def _coerce_keys_to_aliases(model: type, data: Any) -> Any:
     return rewritten
 
 
+_declared_keys_cache: "weakref.WeakKeyDictionary[type, Tuple[FrozenSet[str], FrozenSet[str]]]" = (
+    weakref.WeakKeyDictionary()
+)
+
+
+def _get_declared_keys(model: type) -> Tuple[FrozenSet[str], FrozenSet[str]]:
+    """
+    Keys that refer to a declared field (field names, Pydantic aliases and FieldMetadata aliases), together with
+    their casefolded forms. Computed once per model class.
+    """
+    cached = _declared_keys_cache.get(model)
+    if cached is None:
+        fields: Mapping[str, Any] = (
+            getattr(model, "model_fields", {}) if IS_PYDANTIC_V2 else getattr(model, "__fields__", {})
+        )
+        keys: Set[str] = set(fields)
+        for field in fields.values():
+            alias = getattr(field, "alias", None)
+            if isinstance(alias, str):
+                keys.add(alias)
+        keys.update(get_field_to_alias_mapping(model).values())
+        cached = (frozenset(keys), frozenset(key.casefold() for key in keys))
+        _declared_keys_cache[model] = cached
+    return cached
+
+
+def _allows_extra_fields(model: type) -> bool:
+    if IS_PYDANTIC_V2:
+        return getattr(model, "model_config", {}).get("extra") == "allow"
+    extra = getattr(getattr(model, "__config__", None), "extra", None)
+    return getattr(extra, "value", extra) == "allow"
+
+
+def _drop_extras_colliding_with_fields(model: type, data: Any) -> Any:
+    """
+    Drop unknown keys that match a declared field case-insensitively (e.g. `VALUE` next to `value`). Kept as
+    extras, they would be sent again after the declared field, and a case-insensitive decoder such as Go's
+    encoding/json would read them instead of it.
+    """
+    if not isinstance(data, Mapping) or not _allows_extra_fields(model):
+        return data
+
+    declared_keys, declared_casefolded = _get_declared_keys(model)
+    colliding = {
+        key
+        for key in data
+        if isinstance(key, str) and key not in declared_keys and key.casefold() in declared_casefolded
+    }
+    if not colliding:
+        return data
+    return {key: value for key, value in data.items() if key not in colliding}
+
+
 def parse_obj_as(type_: Type[T], object_: Any) -> T:
     # convert_and_respect_annotation_metadata is required for TypedDict aliasing.
     #
@@ -279,7 +333,7 @@ class UniversalBaseModel(pydantic.BaseModel):
         @pydantic.model_validator(mode="before")  # type: ignore[attr-defined]
         @classmethod
         def _coerce_field_names_to_aliases(cls, data: Any) -> Any:
-            return _coerce_keys_to_aliases(cls, data)
+            return _coerce_keys_to_aliases(cls, _drop_extras_colliding_with_fields(cls, data))
 
         @pydantic.model_serializer(mode="plain", when_used="json")  # type: ignore[attr-defined]
         def serialize_model(self) -> Any:  # type: ignore[name-defined]
@@ -295,7 +349,7 @@ class Config:
 
         @pydantic.root_validator(pre=True)
         def _coerce_field_names_to_aliases(cls, values: Any) -> Any:
-            return _coerce_keys_to_aliases(cls, values)  # type: ignore[arg-type]
+            return _coerce_keys_to_aliases(cls, _drop_extras_colliding_with_fields(cls, values))  # type: ignore[arg-type]
 
     @classmethod
     def model_construct(cls: Type["Model"], _fields_set: Optional[Set[str]] = None, **values: Any) -> "Model":
diff --git a/src/newscatcher_catchall/core/request_options.py b/src/newscatcher_catchall/core/request_options.py
index caa6f66..bd6bc01 100644
--- a/src/newscatcher_catchall/core/request_options.py
+++ b/src/newscatcher_catchall/core/request_options.py
@@ -20,6 +20,8 @@ class RequestOptions(typing.TypedDict, total=False):
 
         - max_retries: int. The max number of retries to attempt if the API call fails.
 
+        - retry_remote_protocol_errors: bool. Retry server disconnects and incomplete responses. Defaults to False, since the server may already have applied the request. Enable only when replaying the request is safe; bounded by max_retries.
+
         - additional_headers: typing.Dict[str, typing.Any]. A dictionary containing additional parameters to spread into the request's header dict
 
         - additional_query_parameters: typing.Dict[str, typing.Any]. A dictionary containing additional parameters to spread into the request's query parameters dict
@@ -32,6 +34,7 @@ class RequestOptions(typing.TypedDict, total=False):
     timeout: NotRequired[float]
     timeout_in_seconds: NotRequired[int]
     max_retries: NotRequired[int]
+    retry_remote_protocol_errors: NotRequired[bool]
     additional_headers: NotRequired[typing.Dict[str, typing.Any]]
     additional_query_parameters: NotRequired[typing.Dict[str, typing.Any]]
     additional_body_parameters: NotRequired[typing.Dict[str, typing.Any]]
diff --git a/tests/utils/test_http_client.py b/tests/utils/test_http_client.py
index d120206..41e3c7f 100644
--- a/tests/utils/test_http_client.py
+++ b/tests/utils/test_http_client.py
@@ -10,6 +10,8 @@
     AsyncHttpClient,
     HttpClient,
     _build_url,
+    _merge_headers,
+    _redact_headers,
     _should_retry,
     drop_content_type_without_body,
     get_request_body,
@@ -407,8 +409,8 @@ def test_sync_retries_on_connect_error(mock_sleep: MagicMock) -> None:
 
 
 @patch("newscatcher_catchall.core.http_client.time.sleep", return_value=None)
-def test_sync_retries_on_remote_protocol_error(mock_sleep: MagicMock) -> None:
-    """Sync: connection error retries on httpx.RemoteProtocolError."""
+def test_sync_opt_in_retries_on_remote_protocol_error(mock_sleep: MagicMock) -> None:
+    """Sync: ambiguous disconnect retries require an explicit opt-in."""
     mock_client = MagicMock()
     mock_client.request.side_effect = [
         httpx.RemoteProtocolError("Remote end closed connection without response"),
@@ -416,7 +418,7 @@ def test_sync_retries_on_remote_protocol_error(mock_sleep: MagicMock) -> None:
     ]
     http_client = _make_sync_http_client(mock_client)
 
-    response = http_client.request(path="/test", method="GET")
+    response = http_client.request(path="/test", method="POST", request_options={"retry_remote_protocol_errors": True})
 
     assert response.status_code == 200
     assert mock_client.request.call_count == 2
@@ -483,8 +485,8 @@ async def test_async_retries_on_connect_error(mock_sleep: AsyncMock) -> None:
 
 @pytest.mark.asyncio
 @patch("newscatcher_catchall.core.http_client.asyncio.sleep", new_callable=AsyncMock)
-async def test_async_retries_on_remote_protocol_error(mock_sleep: AsyncMock) -> None:
-    """Async: connection error retries on httpx.RemoteProtocolError."""
+async def test_async_opt_in_retries_on_remote_protocol_error(mock_sleep: AsyncMock) -> None:
+    """Async: ambiguous disconnect retries require an explicit opt-in."""
     mock_client = MagicMock()
     mock_client.request = AsyncMock(
         side_effect=[
@@ -494,7 +496,9 @@ async def test_async_retries_on_remote_protocol_error(mock_sleep: AsyncMock) ->
     )
     http_client = _make_async_http_client(mock_client)
 
-    response = await http_client.request(path="/test", method="GET")
+    response = await http_client.request(
+        path="/test", method="POST", request_options={"retry_remote_protocol_errors": True}
+    )
 
     assert response.status_code == 200
     assert mock_client.request.call_count == 2
@@ -843,3 +847,36 @@ def test_drop_content_type_without_body_leaves_required_body_endpoints_alone() -
     headers = {"Content-Type": "application/json"}
 
     assert drop_content_type_without_body(headers, json_body=None, data_body=None, optional_body=False) == headers
+
+
+def test_merge_headers_replaces_case_variants() -> None:
+    merged = _merge_headers(
+        {"PLAID-SECRET": "base", "X-Other": "1"},
+        {"plaid-secret": "endpoint"},
+        None,
+        {"Plaid-Secret": "override"},
+    )
+    assert merged == {"X-Other": "1", "Plaid-Secret": "override"}
+
+
+def test_redact_headers_is_case_insensitive() -> None:
+    redacted = _redact_headers({"AUTHORIZATION": "Bearer t", "X-Api-Key": "k", "Accept": "application/json"})
+    assert redacted == {"AUTHORIZATION": "[REDACTED]", "X-Api-Key": "[REDACTED]", "Accept": "application/json"}
+
+
+def test_http_client_sends_single_header_for_case_variant_override() -> None:
+    dummy_client = _DummySyncClient()
+    http_client = HttpClient(
+        httpx_client=dummy_client,  # type: ignore[arg-type]
+        base_timeout=lambda: None,
+        base_headers=lambda: {"PLAID-SECRET": "base"},
+        base_url=lambda: "https://example.com",
+    )
+    http_client.request(
+        path="resource",
+        method="GET",
+        request_options={"additional_headers": {"plaid-secret": "override"}},
+    )
+    sent = dummy_client.last_request_kwargs["headers"]
+    assert [k for k in sent if k.lower() == "plaid-secret"] == ["plaid-secret"]
+    assert sent["plaid-secret"] == "override"