diff --git a/linodecli/plugins/obj/__init__.py b/linodecli/plugins/obj/__init__.py
index 9e613ff7a..9fd981b65 100644
--- a/linodecli/plugins/obj/__init__.py
+++ b/linodecli/plugins/obj/__init__.py
@@ -56,6 +56,7 @@
 
 try:
     import boto3
+    from botocore.config import Config
     from botocore.exceptions import ClientError
 
     HAS_BOTO = True
@@ -443,6 +444,16 @@ def _get_boto_client(cluster, access_key, secret_key):
         aws_secret_access_key=secret_key,
         region_name=cluster,
         endpoint_url=BASE_URL_TEMPLATE.format(cluster),
+        config=Config(
+            # This addresses an incompatibility between boto3 1.36.x and
+            # some third-party S3-compatible storage platforms.
+            # In the future we may want to consider manually computing the
+            # CRC32 hash of a file before uploading it.
+            #
+            # See: https://github.com/boto/boto3/issues/4398#issuecomment-2619946229
+            request_checksum_calculation="when_required",
+            response_checksum_validation="when_required",
+        ),
     )
 
     # set this for later use
diff --git a/tests/integration/conftest.py b/tests/integration/conftest.py
index a0f283314..5e5ab8a96 100644
--- a/tests/integration/conftest.py
+++ b/tests/integration/conftest.py
@@ -186,7 +186,7 @@ def _generate_test_file(
 
 @pytest.fixture
 def generate_test_files(
-    generate_test_file: Callable[[Optional[str], Optional[str]], Path]
+    generate_test_file: Callable[[Optional[str], Optional[str]], Path],
 ):
     """
     Return a function that can generate files with random text.
diff --git a/tests/integration/image/test_plugin_image_upload.py b/tests/integration/image/test_plugin_image_upload.py
index c81621104..3174986b5 100644
--- a/tests/integration/image/test_plugin_image_upload.py
+++ b/tests/integration/image/test_plugin_image_upload.py
@@ -19,8 +19,8 @@
 
 # A minimal gzipped image that will be accepted by the API
 TEST_IMAGE_CONTENT = (
-    b"\x1F\x8B\x08\x08\xBD\x5C\x91\x60\x00\x03\x74\x65\x73\x74\x2E\x69"
-    b"\x6D\x67\x00\x03\x00\x00\x00\x00\x00\x00\x00\x00\x00"
+    b"\x1f\x8b\x08\x08\xbd\x5c\x91\x60\x00\x03\x74\x65\x73\x74\x2e\x69"
+    b"\x6d\x67\x00\x03\x00\x00\x00\x00\x00\x00\x00\x00\x00"
 )