diff --git a/.generator/schemas/v2/openapi.yaml b/.generator/schemas/v2/openapi.yaml
index 53a4ea6a1..b42236ad8 100644
--- a/.generator/schemas/v2/openapi.yaml
+++ b/.generator/schemas/v2/openapi.yaml
@@ -165498,6 +165498,18 @@ paths:
         the authenticated org or the request is rejected. Successful calls disable the org
         and return the resulting state from the downstream service. Requires the
         `org_management` permission.
+
+        **Limitations**:
+
+        - **Organization age**: Only organizations created within the last 10 days can be disabled
+          through this endpoint. This restriction is a safeguard against accidentally disabling
+          long-running organizations. Attempting to disable an older organization returns a `403 Forbidden`.
+        - **Feature flag**: The feature flag `org_disable_self_service_enabled` must be enabled for the
+          target organization or one of its ancestor organizations. Contact
+          [Datadog support](https://docs.datadoghq.com/help/) to enable this for your organization.
+          Requests for organizations without this flag return a `403 Forbidden`.
+        - **Already-disabled organizations**: If the target organization is already disabled, the request
+          returns a `409 Conflict`.
       operationId: DisableCustomerOrg
       requestBody:
         content:
@@ -165546,6 +165558,12 @@ paths:
               schema:
                 $ref: "#/components/schemas/JSONAPIErrorResponse"
           description: Forbidden
+        "409":
+          content:
+            application/json:
+              schema:
+                $ref: "#/components/schemas/JSONAPIErrorResponse"
+          description: Conflict
         "429":
           $ref: "#/components/responses/TooManyRequestsResponse"
         "500":
diff --git a/src/datadogV2/api/api_customer_org.rs b/src/datadogV2/api/api_customer_org.rs
index 65b026012..9985ede31 100644
--- a/src/datadogV2/api/api_customer_org.rs
+++ b/src/datadogV2/api/api_customer_org.rs
@@ -100,6 +100,18 @@ impl CustomerOrgAPI {
     /// the authenticated org or the request is rejected. Successful calls disable the org
     /// and return the resulting state from the downstream service. Requires the
     /// `org_management` permission.
+    ///
+    /// **Limitations**:
+    ///
+    /// - **Organization age**: Only organizations created within the last 10 days can be disabled
+    ///   through this endpoint. This restriction is a safeguard against accidentally disabling
+    ///   long-running organizations. Attempting to disable an older organization returns a `403 Forbidden`.
+    /// - **Feature flag**: The feature flag `org_disable_self_service_enabled` must be enabled for the
+    ///   target organization or one of its ancestor organizations. Contact
+    ///   [Datadog support](<https://docs.datadoghq.com/help/>) to enable this for your organization.
+    ///   Requests for organizations without this flag return a `403 Forbidden`.
+    /// - **Already-disabled organizations**: If the target organization is already disabled, the request
+    ///   returns a `409 Conflict`.
     pub async fn disable_customer_org(
         &self,
         body: crate::datadogV2::model::CustomerOrgDisableRequest,
@@ -126,6 +138,18 @@ impl CustomerOrgAPI {
     /// the authenticated org or the request is rejected. Successful calls disable the org
     /// and return the resulting state from the downstream service. Requires the
     /// `org_management` permission.
+    ///
+    /// **Limitations**:
+    ///
+    /// - **Organization age**: Only organizations created within the last 10 days can be disabled
+    ///   through this endpoint. This restriction is a safeguard against accidentally disabling
+    ///   long-running organizations. Attempting to disable an older organization returns a `403 Forbidden`.
+    /// - **Feature flag**: The feature flag `org_disable_self_service_enabled` must be enabled for the
+    ///   target organization or one of its ancestor organizations. Contact
+    ///   [Datadog support](<https://docs.datadoghq.com/help/>) to enable this for your organization.
+    ///   Requests for organizations without this flag return a `403 Forbidden`.
+    /// - **Already-disabled organizations**: If the target organization is already disabled, the request
+    ///   returns a `409 Conflict`.
     pub async fn disable_customer_org_with_http_info(
         &self,
         body: crate::datadogV2::model::CustomerOrgDisableRequest,
diff --git a/tests/scenarios/features/v2/customer_org.feature b/tests/scenarios/features/v2/customer_org.feature
index 319625f6d..361daf271 100644
--- a/tests/scenarios/features/v2/customer_org.feature
+++ b/tests/scenarios/features/v2/customer_org.feature
@@ -17,6 +17,11 @@ Feature: Customer Org
     When the request is sent
     Then the response status is 400 Bad Request
 
+  @generated @skip @team:DataDog/org-management
+  Scenario: Disable the authenticated customer organization returns "Conflict" response
+    When the request is sent
+    Then the response status is 409 Conflict
+
   @generated @skip @team:DataDog/org-management
   Scenario: Disable the authenticated customer organization returns "OK" response
     When the request is sent