diff --git a/lti/adapters.py b/lti/adapters.py
index 1e8d9d4b..8e580a8e 100644
--- a/lti/adapters.py
+++ b/lti/adapters.py
@@ -231,6 +231,9 @@ class DjangoToolConfig(ToolConfAbstract):
         private_key_pem = self.get_jwk(iss, config.get('client_id'))
         if private_key_pem:
             registration.set_tool_private_key(private_key_pem)
+            # Set key ID so it's included in JWT header
+            key_obj = LTIToolKeys.get_or_create_keys()
+            registration.set_kid(key_obj.private_key_jwk['kid'])
 
         return registration
 
@@ -257,6 +260,9 @@ class DjangoToolConfig(ToolConfAbstract):
         private_key_pem = self.get_jwk(iss, config.get('client_id'))
         if private_key_pem:
             registration.set_tool_private_key(private_key_pem)
+            # Set key ID so it's included in JWT header
+            key_obj = LTIToolKeys.get_or_create_keys()
+            registration.set_kid(key_obj.private_key_jwk['kid'])
 
         return registration