diff --git a/output/openapi/elasticsearch-openapi.json b/output/openapi/elasticsearch-openapi.json
index 4ceace402b..85db1e9edb 100644
--- a/output/openapi/elasticsearch-openapi.json
+++ b/output/openapi/elasticsearch-openapi.json
@@ -95564,6 +95564,9 @@
           "create_time": {
             "$ref": "#/components/schemas/_types:EpochTimeUnitMillis"
           },
+          "create_time_string": {
+            "$ref": "#/components/schemas/_types:DateTime"
+          },
           "description": {
             "description": "Free text description of the transform.",
             "type": "string"
@@ -95817,7 +95820,7 @@
           "changes_last_detected_at": {
             "type": "number"
           },
-          "changes_last_detected_at_date_time": {
+          "changes_last_detected_at_string": {
             "$ref": "#/components/schemas/_types:DateTime"
           },
           "last": {
@@ -95831,6 +95834,9 @@
           },
           "last_search_time": {
             "type": "number"
+          },
+          "last_search_time_string": {
+            "$ref": "#/components/schemas/_types:DateTime"
           }
         },
         "required": [
@@ -95892,12 +95898,51 @@
         "properties": {
           "status": {
             "$ref": "#/components/schemas/_types:HealthStatus"
+          },
+          "issues": {
+            "description": "If a non-healthy status is returned, contains a list of issues of the transform.",
+            "type": "array",
+            "items": {
+              "$ref": "#/components/schemas/transform.get_transform_stats:TransformHealthIssue"
+            }
           }
         },
         "required": [
           "status"
         ]
       },
+      "transform.get_transform_stats:TransformHealthIssue": {
+        "type": "object",
+        "properties": {
+          "type": {
+            "description": "The type of the issue",
+            "type": "string"
+          },
+          "issue": {
+            "description": "A description of the issue",
+            "type": "string"
+          },
+          "details": {
+            "description": "Details about the issue",
+            "type": "string"
+          },
+          "count": {
+            "description": "Number of times this issue has occurred since it started",
+            "type": "number"
+          },
+          "first_occurrence": {
+            "$ref": "#/components/schemas/_types:EpochTimeUnitMillis"
+          },
+          "first_occurence_string": {
+            "$ref": "#/components/schemas/_types:DateTime"
+          }
+        },
+        "required": [
+          "type",
+          "issue",
+          "count"
+        ]
+      },
       "transform.get_transform_stats:TransformIndexerStats": {
         "type": "object",
         "properties": {
diff --git a/output/openapi/elasticsearch-serverless-openapi.json b/output/openapi/elasticsearch-serverless-openapi.json
index 9c22fbc9ca..7c17eea5ae 100644
--- a/output/openapi/elasticsearch-serverless-openapi.json
+++ b/output/openapi/elasticsearch-serverless-openapi.json
@@ -59614,6 +59614,9 @@
           "create_time": {
             "$ref": "#/components/schemas/_types:EpochTimeUnitMillis"
           },
+          "create_time_string": {
+            "$ref": "#/components/schemas/_types:DateTime"
+          },
           "description": {
             "description": "Free text description of the transform.",
             "type": "string"
@@ -59864,7 +59867,7 @@
           "changes_last_detected_at": {
             "type": "number"
           },
-          "changes_last_detected_at_date_time": {
+          "changes_last_detected_at_string": {
             "$ref": "#/components/schemas/_types:DateTime"
           },
           "last": {
@@ -59878,6 +59881,9 @@
           },
           "last_search_time": {
             "type": "number"
+          },
+          "last_search_time_string": {
+            "$ref": "#/components/schemas/_types:DateTime"
           }
         },
         "required": [
@@ -59939,12 +59945,51 @@
         "properties": {
           "status": {
             "$ref": "#/components/schemas/_types:HealthStatus"
+          },
+          "issues": {
+            "description": "If a non-healthy status is returned, contains a list of issues of the transform.",
+            "type": "array",
+            "items": {
+              "$ref": "#/components/schemas/transform.get_transform_stats:TransformHealthIssue"
+            }
           }
         },
         "required": [
           "status"
         ]
       },
+      "transform.get_transform_stats:TransformHealthIssue": {
+        "type": "object",
+        "properties": {
+          "type": {
+            "description": "The type of the issue",
+            "type": "string"
+          },
+          "issue": {
+            "description": "A description of the issue",
+            "type": "string"
+          },
+          "details": {
+            "description": "Details about the issue",
+            "type": "string"
+          },
+          "count": {
+            "description": "Number of times this issue has occurred since it started",
+            "type": "number"
+          },
+          "first_occurrence": {
+            "$ref": "#/components/schemas/_types:EpochTimeUnitMillis"
+          },
+          "first_occurence_string": {
+            "$ref": "#/components/schemas/_types:DateTime"
+          }
+        },
+        "required": [
+          "type",
+          "issue",
+          "count"
+        ]
+      },
       "transform.get_transform_stats:TransformIndexerStats": {
         "type": "object",
         "properties": {
diff --git a/output/schema/schema-serverless.json b/output/schema/schema-serverless.json
index 39cfa27cd2..711d5c531b 100644
--- a/output/schema/schema-serverless.json
+++ b/output/schema/schema-serverless.json
@@ -146806,6 +146806,17 @@
             }
           }
         },
+        {
+          "name": "create_time_string",
+          "required": false,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "DateTime",
+              "namespace": "_types"
+            }
+          }
+        },
         {
           "description": "Free text description of the transform.",
           "name": "description",
@@ -146946,7 +146957,7 @@
           }
         }
       ],
-      "specLocation": "transform/get_transform/types.ts#L33-L61"
+      "specLocation": "transform/get_transform/types.ts#L33-L62"
     },
     {
       "kind": "interface",
@@ -147510,7 +147521,7 @@
           }
         },
         {
-          "name": "changes_last_detected_at_date_time",
+          "name": "changes_last_detected_at_string",
           "required": false,
           "type": {
             "kind": "instance_of",
@@ -147563,9 +147574,20 @@
               "namespace": "_types"
             }
           }
+        },
+        {
+          "name": "last_search_time_string",
+          "required": false,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "DateTime",
+              "namespace": "_types"
+            }
+          }
         }
       ],
-      "specLocation": "transform/get_transform_stats/types.ts#L85-L92"
+      "specLocation": "transform/get_transform_stats/types.ts#L102-L110"
     },
     {
       "kind": "interface",
@@ -147659,7 +147681,7 @@
           }
         }
       ],
-      "specLocation": "transform/get_transform_stats/types.ts#L76-L83"
+      "specLocation": "transform/get_transform_stats/types.ts#L93-L100"
     },
     {
       "kind": "interface",
@@ -147724,7 +147746,7 @@
           }
         }
       ],
-      "specLocation": "transform/get_transform_stats/types.ts#L48-L54"
+      "specLocation": "transform/get_transform_stats/types.ts#L65-L71"
     },
     {
       "kind": "interface",
@@ -147743,9 +147765,114 @@
               "namespace": "_types"
             }
           }
+        },
+        {
+          "description": "If a non-healthy status is returned, contains a list of issues of the transform.",
+          "name": "issues",
+          "required": false,
+          "type": {
+            "kind": "array_of",
+            "value": {
+              "kind": "instance_of",
+              "type": {
+                "name": "TransformHealthIssue",
+                "namespace": "transform.get_transform_stats"
+              }
+            }
+          }
+        }
+      ],
+      "specLocation": "transform/get_transform_stats/types.ts#L44-L49"
+    },
+    {
+      "kind": "interface",
+      "name": {
+        "name": "TransformHealthIssue",
+        "namespace": "transform.get_transform_stats"
+      },
+      "properties": [
+        {
+          "description": "The type of the issue",
+          "name": "type",
+          "required": true,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "string",
+              "namespace": "_builtins"
+            }
+          }
+        },
+        {
+          "description": "A description of the issue",
+          "name": "issue",
+          "required": true,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "string",
+              "namespace": "_builtins"
+            }
+          }
+        },
+        {
+          "description": "Details about the issue",
+          "name": "details",
+          "required": false,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "string",
+              "namespace": "_builtins"
+            }
+          }
+        },
+        {
+          "description": "Number of times this issue has occurred since it started",
+          "name": "count",
+          "required": true,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "integer",
+              "namespace": "_types"
+            }
+          }
+        },
+        {
+          "description": "The timestamp this issue occurred for for the first time",
+          "name": "first_occurrence",
+          "required": false,
+          "type": {
+            "generics": [
+              {
+                "kind": "instance_of",
+                "type": {
+                  "name": "UnitMillis",
+                  "namespace": "_types"
+                }
+              }
+            ],
+            "kind": "instance_of",
+            "type": {
+              "name": "EpochTime",
+              "namespace": "_types"
+            }
+          }
+        },
+        {
+          "name": "first_occurence_string",
+          "required": false,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "DateTime",
+              "namespace": "_types"
+            }
+          }
         }
       ],
-      "specLocation": "transform/get_transform_stats/types.ts#L44-L46"
+      "specLocation": "transform/get_transform_stats/types.ts#L51-L63"
     },
     {
       "kind": "interface",
@@ -147987,7 +148114,7 @@
           }
         }
       ],
-      "specLocation": "transform/get_transform_stats/types.ts#L56-L74"
+      "specLocation": "transform/get_transform_stats/types.ts#L73-L91"
     },
     {
       "kind": "interface",
diff --git a/output/schema/schema.json b/output/schema/schema.json
index 66c141368f..6848e78e11 100644
--- a/output/schema/schema.json
+++ b/output/schema/schema.json
@@ -230124,6 +230124,17 @@
             }
           }
         },
+        {
+          "name": "create_time_string",
+          "required": false,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "DateTime",
+              "namespace": "_types"
+            }
+          }
+        },
         {
           "description": "Free text description of the transform.",
           "name": "description",
@@ -230264,7 +230275,7 @@
           }
         }
       ],
-      "specLocation": "transform/get_transform/types.ts#L33-L61"
+      "specLocation": "transform/get_transform/types.ts#L33-L62"
     },
     {
       "kind": "interface",
@@ -230358,7 +230369,7 @@
           }
         }
       ],
-      "specLocation": "transform/get_transform_stats/types.ts#L76-L83"
+      "specLocation": "transform/get_transform_stats/types.ts#L93-L100"
     },
     {
       "kind": "interface",
@@ -230379,7 +230390,7 @@
           }
         },
         {
-          "name": "changes_last_detected_at_date_time",
+          "name": "changes_last_detected_at_string",
           "required": false,
           "type": {
             "kind": "instance_of",
@@ -230432,9 +230443,20 @@
               "namespace": "_types"
             }
           }
+        },
+        {
+          "name": "last_search_time_string",
+          "required": false,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "DateTime",
+              "namespace": "_types"
+            }
+          }
         }
       ],
-      "specLocation": "transform/get_transform_stats/types.ts#L85-L92"
+      "specLocation": "transform/get_transform_stats/types.ts#L102-L110"
     },
     {
       "kind": "request",
@@ -230568,6 +230590,96 @@
       },
       "specLocation": "transform/get_transform_stats/GetTransformStatsResponse.ts#L23-L25"
     },
+    {
+      "kind": "interface",
+      "name": {
+        "name": "TransformHealthIssue",
+        "namespace": "transform.get_transform_stats"
+      },
+      "properties": [
+        {
+          "description": "The type of the issue",
+          "name": "type",
+          "required": true,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "string",
+              "namespace": "_builtins"
+            }
+          }
+        },
+        {
+          "description": "A description of the issue",
+          "name": "issue",
+          "required": true,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "string",
+              "namespace": "_builtins"
+            }
+          }
+        },
+        {
+          "description": "Details about the issue",
+          "name": "details",
+          "required": false,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "string",
+              "namespace": "_builtins"
+            }
+          }
+        },
+        {
+          "description": "Number of times this issue has occurred since it started",
+          "name": "count",
+          "required": true,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "integer",
+              "namespace": "_types"
+            }
+          }
+        },
+        {
+          "description": "The timestamp this issue occurred for for the first time",
+          "name": "first_occurrence",
+          "required": false,
+          "type": {
+            "kind": "instance_of",
+            "generics": [
+              {
+                "kind": "instance_of",
+                "type": {
+                  "name": "UnitMillis",
+                  "namespace": "_types"
+                }
+              }
+            ],
+            "type": {
+              "name": "EpochTime",
+              "namespace": "_types"
+            }
+          }
+        },
+        {
+          "name": "first_occurence_string",
+          "required": false,
+          "type": {
+            "kind": "instance_of",
+            "type": {
+              "name": "DateTime",
+              "namespace": "_types"
+            }
+          }
+        }
+      ],
+      "specLocation": "transform/get_transform_stats/types.ts#L51-L63"
+    },
     {
       "kind": "interface",
       "name": {
@@ -230808,7 +230920,7 @@
           }
         }
       ],
-      "specLocation": "transform/get_transform_stats/types.ts#L56-L74"
+      "specLocation": "transform/get_transform_stats/types.ts#L73-L91"
     },
     {
       "kind": "interface",
@@ -230873,7 +230985,7 @@
           }
         }
       ],
-      "specLocation": "transform/get_transform_stats/types.ts#L48-L54"
+      "specLocation": "transform/get_transform_stats/types.ts#L65-L71"
     },
     {
       "kind": "interface",
@@ -230982,9 +231094,24 @@
               "namespace": "_types"
             }
           }
+        },
+        {
+          "description": "If a non-healthy status is returned, contains a list of issues of the transform.",
+          "name": "issues",
+          "required": false,
+          "type": {
+            "kind": "array_of",
+            "value": {
+              "kind": "instance_of",
+              "type": {
+                "name": "TransformHealthIssue",
+                "namespace": "transform.get_transform_stats"
+              }
+            }
+          }
         }
       ],
-      "specLocation": "transform/get_transform_stats/types.ts#L44-L46"
+      "specLocation": "transform/get_transform_stats/types.ts#L44-L49"
     },
     {
       "kind": "request",
diff --git a/output/typescript/types.ts b/output/typescript/types.ts
index 974928bfba..efbfa65b6f 100644
--- a/output/typescript/types.ts
+++ b/output/typescript/types.ts
@@ -21329,6 +21329,7 @@ export interface TransformGetTransformResponse {
 export interface TransformGetTransformTransformSummary {
   authorization?: MlTransformAuthorization
   create_time?: EpochTime<UnitMillis>
+  create_time_string?: DateTime
   description?: string
   dest: ReindexDestination
   frequency?: Duration
@@ -21354,11 +21355,12 @@ export interface TransformGetTransformStatsCheckpointStats {
 
 export interface TransformGetTransformStatsCheckpointing {
   changes_last_detected_at?: long
-  changes_last_detected_at_date_time?: DateTime
+  changes_last_detected_at_string?: DateTime
   last: TransformGetTransformStatsCheckpointStats
   next?: TransformGetTransformStatsCheckpointStats
   operations_behind?: long
   last_search_time?: long
+  last_search_time_string?: DateTime
 }
 
 export interface TransformGetTransformStatsRequest extends RequestBase {
@@ -21374,6 +21376,15 @@ export interface TransformGetTransformStatsResponse {
   transforms: TransformGetTransformStatsTransformStats[]
 }
 
+export interface TransformGetTransformStatsTransformHealthIssue {
+  type: string
+  issue: string
+  details?: string
+  count: integer
+  first_occurrence?: EpochTime<UnitMillis>
+  first_occurence_string?: DateTime
+}
+
 export interface TransformGetTransformStatsTransformIndexerStats {
   delete_time_in_ms?: EpochTime<UnitMillis>
   documents_indexed: long
@@ -21414,6 +21425,7 @@ export interface TransformGetTransformStatsTransformStats {
 
 export interface TransformGetTransformStatsTransformStatsHealth {
   status: HealthStatus
+  issues?: TransformGetTransformStatsTransformHealthIssue[]
 }
 
 export interface TransformPreviewTransformRequest extends RequestBase {
diff --git a/specification/transform/get_transform/types.ts b/specification/transform/get_transform/types.ts
index a97902bac1..3ceb41563f 100644
--- a/specification/transform/get_transform/types.ts
+++ b/specification/transform/get_transform/types.ts
@@ -28,7 +28,7 @@ import {
   SyncContainer
 } from '@transform/_types/Transform'
 import { Id, Metadata, VersionString } from '@_types/common'
-import { Duration, EpochTime, UnitMillis } from '@_types/Time'
+import { DateTime, Duration, EpochTime, UnitMillis } from '@_types/Time'
 
 export class TransformSummary {
   /**
@@ -37,6 +37,7 @@ export class TransformSummary {
   authorization?: TransformAuthorization
   /** The time the transform was created. */
   create_time?: EpochTime<UnitMillis>
+  create_time_string?: DateTime
   /** Free text description of the transform. */
   description?: string
   /** The destination for the transform. */
diff --git a/specification/transform/get_transform_stats/types.ts b/specification/transform/get_transform_stats/types.ts
index 9e65cf5333..5e57632acf 100644
--- a/specification/transform/get_transform_stats/types.ts
+++ b/specification/transform/get_transform_stats/types.ts
@@ -19,7 +19,7 @@
 
 import { HealthStatus, Id } from '@_types/common'
 import { NodeAttributes } from '@_types/Node'
-import { double, long } from '@_types/Numeric'
+import { double, integer, long } from '@_types/Numeric'
 import {
   DateTime,
   DurationValue,
@@ -42,7 +42,24 @@ export class TransformStats {
 }
 
 export class TransformStatsHealth {
+  /* Health status of this transform. */
   status: HealthStatus
+  /** If a non-healthy status is returned, contains a list of issues of the transform. */
+  issues?: TransformHealthIssue[]
+}
+
+export class TransformHealthIssue {
+  /** The type of the issue */
+  type: string
+  /** A description of the issue */
+  issue: string
+  /** Details about the issue */
+  details?: string
+  /** Number of times this issue has occurred since it started */
+  count: integer
+  /** The timestamp this issue occurred for for the first time */
+  first_occurrence?: EpochTime<UnitMillis>
+  first_occurence_string?: DateTime
 }
 
 export class TransformProgress {
@@ -84,9 +101,10 @@ export class CheckpointStats {
 
 export class Checkpointing {
   changes_last_detected_at?: long
-  changes_last_detected_at_date_time?: DateTime
+  changes_last_detected_at_string?: DateTime
   last: CheckpointStats
   next?: CheckpointStats
   operations_behind?: long
   last_search_time?: long
+  last_search_time_string?: DateTime
 }