diff --git a/test/asynchronous/test_encryption.py b/test/asynchronous/test_encryption.py
index b1dbc73f39..9650f7043f 100644
--- a/test/asynchronous/test_encryption.py
+++ b/test/asynchronous/test_encryption.py
@@ -876,6 +876,8 @@ async def test_views_are_prohibited(self):
 
 
 class TestCorpus(AsyncEncryptionIntegrationTest):
+    # PYTHON-5708: Encryption tests sending large payloads fail on some mongocryptd versions.
+    @async_client_context.require_version_max(6, 99)
     @unittest.skipUnless(any(AWS_CREDS.values()), "AWS environment credentials are not set")
     async def asyncSetUp(self):
         await super().asyncSetUp()
@@ -1052,6 +1054,8 @@ class TestBsonSizeBatches(AsyncEncryptionIntegrationTest):
     client_encrypted: AsyncMongoClient
     listener: OvertCommandListener
 
+    # PYTHON-5708: Encryption tests sending large payloads fail on some mongocryptd versions.
+    @async_client_context.require_version_max(6, 99)
     async def asyncSetUp(self):
         await super().asyncSetUp()
         db = async_client_context.client.db
diff --git a/test/test_encryption.py b/test/test_encryption.py
index 88d37cfa0d..af9f2e3df7 100644
--- a/test/test_encryption.py
+++ b/test/test_encryption.py
@@ -872,6 +872,8 @@ def test_views_are_prohibited(self):
 
 
 class TestCorpus(EncryptionIntegrationTest):
+    # PYTHON-5708: Encryption tests sending large payloads fail on some mongocryptd versions.
+    @client_context.require_version_max(6, 99)
     @unittest.skipUnless(any(AWS_CREDS.values()), "AWS environment credentials are not set")
     def setUp(self):
         super().setUp()
@@ -1048,6 +1050,8 @@ class TestBsonSizeBatches(EncryptionIntegrationTest):
     client_encrypted: MongoClient
     listener: OvertCommandListener
 
+    # PYTHON-5708: Encryption tests sending large payloads fail on some mongocryptd versions.
+    @client_context.require_version_max(6, 99)
     def setUp(self):
         super().setUp()
         db = client_context.client.db