diff --git a/.release-please-manifest.json b/.release-please-manifest.json
index 423c69f..e3fea21 100644
--- a/.release-please-manifest.json
+++ b/.release-please-manifest.json
@@ -1,3 +1,3 @@
 {
-  ".": "0.0.37"
+  ".": "0.0.38"
 }
\ No newline at end of file
diff --git a/.stats.yml b/.stats.yml
index fc1b600..dab8a93 100644
--- a/.stats.yml
+++ b/.stats.yml
@@ -1,4 +1,4 @@
 configured_endpoints: 195
-openapi_spec_url: https://storage.googleapis.com/stainless-sdk-openapi-specs/frostedinc%2Fwhopsdk-58749e1928f402cc3e236d38b53bce3b10530bfaccbe426181bba9b1bfc42498.yml
-openapi_spec_hash: ecea6e6c4b93665aee5554839a26ded8
+openapi_spec_url: https://storage.googleapis.com/stainless-sdk-openapi-specs/frostedinc%2Fwhopsdk-e9540a2c6a24de8d53e634aa3ddfabb553b04c28fa8b592d864eadfa7180f187.yml
+openapi_spec_hash: fde548cb3ce3fcd9dd77397d3b8627a3
 config_hash: 2ceaf6cd488db626c181a1ca9460ace6
diff --git a/CHANGELOG.md b/CHANGELOG.md
index 37f7a9f..af868c8 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,13 @@
 # Changelog
 
+## 0.0.38 (2026-04-13)
+
+Full Changelog: [v0.0.37...v0.0.38](https://github.com/whopio/whopsdk-python/compare/v0.0.37...v0.0.38)
+
+### Bug Fixes
+
+* ensure file data are only sent as 1 parameter ([0621a7d](https://github.com/whopio/whopsdk-python/commit/0621a7d6524577f1fd7d17a63ea5f1cc2d34bb3a))
+
 ## 0.0.37 (2026-04-10)
 
 Full Changelog: [v0.0.36...v0.0.37](https://github.com/whopio/whopsdk-python/compare/v0.0.36...v0.0.37)
diff --git a/pyproject.toml b/pyproject.toml
index 4719b5b..69df10c 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -1,6 +1,6 @@
 [project]
 name = "whop-sdk"
-version = "0.0.37"
+version = "0.0.38"
 description = "The official Python library for the Whop API"
 dynamic = ["readme"]
 license = "Apache-2.0"
diff --git a/src/whop_sdk/_utils/_utils.py b/src/whop_sdk/_utils/_utils.py
index eec7f4a..63b8cd6 100644
--- a/src/whop_sdk/_utils/_utils.py
+++ b/src/whop_sdk/_utils/_utils.py
@@ -86,8 +86,9 @@ def _extract_items(
     index += 1
     if is_dict(obj):
         try:
-            # We are at the last entry in the path so we must remove the field
-            if (len(path)) == index:
+            # Remove the field if there are no more dict keys in the path,
+            # only "<array>" traversal markers or end.
+            if all(p == "<array>" for p in path[index:]):
                 item = obj.pop(key)
             else:
                 item = obj[key]
diff --git a/src/whop_sdk/_version.py b/src/whop_sdk/_version.py
index a1018dc..dececef 100644
--- a/src/whop_sdk/_version.py
+++ b/src/whop_sdk/_version.py
@@ -1,4 +1,4 @@
 # File generated from our OpenAPI spec by Stainless. See CONTRIBUTING.md for details.
 
 __title__ = "whop_sdk"
-__version__ = "0.0.37"  # x-release-please-version
+__version__ = "0.0.38"  # x-release-please-version
diff --git a/tests/test_extract_files.py b/tests/test_extract_files.py
index a737e4c..f8ca177 100644
--- a/tests/test_extract_files.py
+++ b/tests/test_extract_files.py
@@ -35,6 +35,15 @@ def test_multiple_files() -> None:
     assert query == {"documents": [{}, {}]}
 
 
+def test_top_level_file_array() -> None:
+    query = {"files": [b"file one", b"file two"], "title": "hello"}
+    assert extract_files(query, paths=[["files", "<array>"]]) == [
+        ("files[]", b"file one"),
+        ("files[]", b"file two"),
+    ]
+    assert query == {"title": "hello"}
+
+
 @pytest.mark.parametrize(
     "query,paths,expected",
     [