diff --git a/bundle/internal/schema/annotations.go b/bundle/internal/schema/annotations.go
index 548cf5ae95f..a7773f9565b 100644
--- a/bundle/internal/schema/annotations.go
+++ b/bundle/internal/schema/annotations.go
@@ -6,6 +6,8 @@ import (
 	"regexp"
 	"strings"
 
+	"github.com/databricks/cli/bundle/config"
+	"github.com/databricks/cli/bundle/config/resources"
 	"github.com/databricks/cli/bundle/internal/annotation"
 	"github.com/databricks/cli/internal/clijson"
 	"github.com/databricks/cli/libs/dyn"
@@ -112,15 +114,41 @@ func (d *annotationHandler) addAnnotations(typ reflect.Type, s jsonschema.Schema
 
 	for k, v := range s.Properties {
 		item := ta.Fields[k]
-		if item.Description == "" {
-			item.Description = annotation.Placeholder
-			d.missingAnnotations.SetField(refPath, k, annotation.Descriptor{Description: annotation.Placeholder})
+		if item.Description == "" || item.Description == annotation.Placeholder {
+			if text := boilerplateDescription(typ, k); text != "" {
+				item.Description = text
+				d.missingAnnotations.SetField(refPath, k, annotation.Descriptor{Description: text})
+			} else if item.Description == "" {
+				item.Description = annotation.Placeholder
+				d.missingAnnotations.SetField(refPath, k, annotation.Descriptor{Description: annotation.Placeholder})
+			}
 		}
 		assignAnnotation(v, item)
 	}
 	return s
 }
 
+const resourceLifecycleDescription = "Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed."
+
+// boilerplateDescription returns the text that every resource type repeats for
+// field k of typ, or "". Callers apply it only to undocumented or placeholder
+// fields, so hand-written text is never replaced.
+func boilerplateDescription(typ reflect.Type, k string) string {
+	switch {
+	case typ == reflect.TypeFor[config.Resources]():
+		desc, ok := config.SupportedResources()[k]
+		if !ok {
+			return ""
+		}
+		name := strings.ReplaceAll(desc.SingularName, "_", " ")
+		return fmt.Sprintf("The %s definitions for the bundle, where each key is the name of the %s.", name, name)
+	case k == "lifecycle" && typ.PkgPath() == reflect.TypeFor[resources.Job]().PkgPath():
+		return resourceLifecycleDescription
+	default:
+		return ""
+	}
+}
+
 // Writes the annotations file back in canonical form, adding placeholder
 // descriptions for fields that have no documentation anywhere. Entries for
 // fields that no longer exist in the config are dropped with a warning.
diff --git a/bundle/internal/schema/annotations.yml b/bundle/internal/schema/annotations.yml
index f983a1a99b7..80d6f712b0e 100644
--- a/bundle/internal/schema/annotations.yml
+++ b/bundle/internal/schema/annotations.yml
@@ -258,7 +258,7 @@ resources:
   "$fields":
     "alerts":
       "description": |-
-        PLACEHOLDER
+        The alert definitions for the bundle, where each key is the name of the alert.
       "$fields":
         "evaluation":
           "description": |-
@@ -525,7 +525,7 @@ resources:
             PLACEHOLDER
     "catalogs":
       "description": |-
-        PLACEHOLDER
+        The catalog definitions for the bundle, where each key is the name of the catalog.
       "$fields":
         "grants":
           "description": |-
@@ -562,11 +562,11 @@ resources:
                     PLACEHOLDER
     "cluster_policies":
       "description": |-
-        PLACEHOLDER
+        The cluster policy definitions for the bundle, where each key is the name of the cluster policy.
       "$fields":
         "lifecycle":
           "description": |-
-            PLACEHOLDER
+            Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
         "permissions":
           "description": |-
             The permissions to apply to this resource.
@@ -810,7 +810,7 @@ resources:
             Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
     "database_catalogs":
       "description": |-
-        PLACEHOLDER
+        The database catalog definitions for the bundle, where each key is the name of the database catalog.
       "$fields":
         "create_database_if_not_exists":
           "description": |-
@@ -823,7 +823,7 @@ resources:
             PLACEHOLDER
     "database_instances":
       "description": |-
-        PLACEHOLDER
+        The database instance definitions for the bundle, where each key is the name of the database instance.
       "$fields":
         "lifecycle":
           "description": |-
@@ -902,7 +902,7 @@ resources:
                 The name of the user granted the permission level.
     "external_locations":
       "description": |-
-        PLACEHOLDER
+        The external location definitions for the bundle, where each key is the name of the external location.
       "$fields":
         "effective_file_event_queue":
           "$fields":
@@ -987,7 +987,7 @@ resources:
             PLACEHOLDER
         "lifecycle":
           "description": |-
-            PLACEHOLDER
+            Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
         "source":
           "$fields":
             "delta_table_source":
@@ -1011,7 +1011,7 @@ resources:
             PLACEHOLDER
     "genie_spaces":
       "description": |-
-        PLACEHOLDER
+        The genie space definitions for the bundle, where each key is the name of the genie space.
       "$fields":
         "description":
           "description": |-
@@ -1311,7 +1311,7 @@ resources:
                 Deprecated: setting this field is rejected. Use `cron_schedule_trigger` instead.
     "mcp_services":
       "description": |-
-        PLACEHOLDER
+        The mcp service definitions for the bundle, where each key is the name of the mcp service.
       "$fields":
         "comment":
           "description": |-
@@ -1324,7 +1324,7 @@ resources:
             PLACEHOLDER
         "lifecycle":
           "description": |-
-            PLACEHOLDER
+            Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
         "mcp_service_id":
           "description": |-
             PLACEHOLDER
@@ -1333,7 +1333,7 @@ resources:
             PLACEHOLDER
     "model_provider_services":
       "description": |-
-        PLACEHOLDER
+        The model provider service definitions for the bundle, where each key is the name of the model provider service.
       "$fields":
         "comment":
           "description": |-
@@ -1346,7 +1346,7 @@ resources:
             PLACEHOLDER
         "lifecycle":
           "description": |-
-            PLACEHOLDER
+            Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
         "model_provider_service_id":
           "description": |-
             PLACEHOLDER
@@ -1355,7 +1355,7 @@ resources:
             PLACEHOLDER
     "model_services":
       "description": |-
-        PLACEHOLDER
+        The model service definitions for the bundle, where each key is the name of the model service.
       "$fields":
         "comment":
           "description": |-
@@ -1368,7 +1368,7 @@ resources:
             PLACEHOLDER
         "lifecycle":
           "description": |-
-            PLACEHOLDER
+            Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
         "model_service_id":
           "description": |-
             PLACEHOLDER
@@ -2115,7 +2115,7 @@ resources:
                     PLACEHOLDER
     "synced_database_tables":
       "description": |-
-        PLACEHOLDER
+        The synced database table definitions for the bundle, where each key is the name of the synced database table.
       "$fields":
         "data_synchronization_status":
           "$fields":
@@ -2129,7 +2129,7 @@ resources:
             Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
     "vector_search_endpoints":
       "description": |-
-        PLACEHOLDER
+        The vector search endpoint definitions for the bundle, where each key is the name of the vector search endpoint.
       "$fields":
         "lifecycle":
           "description": |-
@@ -2166,7 +2166,7 @@ resources:
                 PLACEHOLDER
     "vector_search_indexes":
       "description": |-
-        PLACEHOLDER
+        The vector search index definitions for the bundle, where each key is the name of the vector search index.
       "$fields":
         "grants":
           "description": |-
diff --git a/bundle/internal/schema/annotations_test.go b/bundle/internal/schema/annotations_test.go
index 3ad9bae6fd6..a67360ffd9d 100644
--- a/bundle/internal/schema/annotations_test.go
+++ b/bundle/internal/schema/annotations_test.go
@@ -1,8 +1,11 @@
 package main
 
 import (
+	"reflect"
 	"testing"
 
+	"github.com/databricks/cli/bundle/config"
+	"github.com/databricks/cli/bundle/config/resources"
 	"github.com/databricks/cli/bundle/internal/annotation"
 	"github.com/databricks/cli/internal/clijson"
 	"github.com/databricks/cli/libs/jsonschema"
@@ -270,3 +273,23 @@ func TestBuildEnumDescriptions(t *testing.T) {
 		assert.Equal(t, []string{"[Public Preview]", "", "[Beta]"}, got)
 	})
 }
+
+// A new resource with no annotations gets the boilerplate descriptions for its
+// resource-level entry and its lifecycle field instead of the placeholder.
+func TestBoilerplateDescriptionsForNewResource(t *testing.T) {
+	h, err := newAnnotationHandler(annotation.File{}, annotation.File{})
+	require.NoError(t, err)
+
+	resourcesSchema := jsonschema.Schema{Properties: map[string]*jsonschema.Schema{"jobs": {}}}
+	h.addAnnotations(reflect.TypeFor[config.Resources](), resourcesSchema)
+	const jobsDescription = "The job definitions for the bundle, where each key is the name of the job."
+	assert.Equal(t, jobsDescription, resourcesSchema.Properties["jobs"].Description)
+	assert.Equal(t, jobsDescription, h.missingAnnotations[getPath(reflect.TypeFor[config.Resources]())].Fields["jobs"].Description)
+
+	jobSchema := jsonschema.Schema{Properties: map[string]*jsonschema.Schema{"lifecycle": {}, "name": {}}}
+	h.addAnnotations(reflect.TypeFor[resources.Job](), jobSchema)
+	jobPath := getPath(reflect.TypeFor[resources.Job]())
+	assert.Equal(t, resourceLifecycleDescription, h.missingAnnotations[jobPath].Fields["lifecycle"].Description)
+	// Fields without boilerplate keep the placeholder.
+	assert.Equal(t, annotation.Placeholder, h.missingAnnotations[jobPath].Fields["name"].Description)
+}
diff --git a/bundle/schema/jsonschema.json b/bundle/schema/jsonschema.json
index 93c4d40e6a3..2b20c9b08a3 100644
--- a/bundle/schema/jsonschema.json
+++ b/bundle/schema/jsonschema.json
@@ -684,6 +684,7 @@
                         "x-databricks-launch-stage": "GA"
                       },
                       "lifecycle": {
+                        "description": "Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.",
                         "$ref": "#/$defs/github.com/databricks/cli/bundle/config/resources.Lifecycle"
                       },
                       "max_clusters_per_user": {
@@ -1136,6 +1137,7 @@
                         "deprecated": true
                       },
                       "lifecycle": {
+                        "description": "Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.",
                         "$ref": "#/$defs/github.com/databricks/cli/bundle/config/resources.Lifecycle"
                       },
                       "lineage_context": {
@@ -1818,6 +1820,7 @@
                         "$ref": "#/$defs/slice/github.com/databricks/databricks-sdk-go/service/catalog.PrivilegeAssignment"
                       },
                       "lifecycle": {
+                        "description": "Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.",
                         "$ref": "#/$defs/github.com/databricks/cli/bundle/config/resources.Lifecycle"
                       },
                       "mcp_service_id": {
@@ -2010,6 +2013,7 @@
                         "$ref": "#/$defs/slice/github.com/databricks/databricks-sdk-go/service/catalog.PrivilegeAssignment"
                       },
                       "lifecycle": {
+                        "description": "Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.",
                         "$ref": "#/$defs/github.com/databricks/cli/bundle/config/resources.Lifecycle"
                       },
                       "model_provider_service_id": {
@@ -2046,6 +2050,7 @@
                         "$ref": "#/$defs/slice/github.com/databricks/databricks-sdk-go/service/catalog.PrivilegeAssignment"
                       },
                       "lifecycle": {
+                        "description": "Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.",
                         "$ref": "#/$defs/github.com/databricks/cli/bundle/config/resources.Lifecycle"
                       },
                       "model_service_id": {
@@ -4232,6 +4237,7 @@
                   "type": "object",
                   "properties": {
                     "alerts": {
+                      "description": "The alert definitions for the bundle, where each key is the name of the alert.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.Alert"
                     },
                     "apps": {
@@ -4240,9 +4246,11 @@
                       "markdownDescription": "The app resource defines a [Databricks app](https://docs.databricks.com/api/workspace/apps/create). For information about Databricks Apps, see [link](https://docs.databricks.com/dev-tools/databricks-apps/index.html)."
                     },
                     "catalogs": {
+                      "description": "The catalog definitions for the bundle, where each key is the name of the catalog.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.Catalog"
                     },
                     "cluster_policies": {
+                      "description": "The cluster policy definitions for the bundle, where each key is the name of the cluster policy.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.ClusterPolicy"
                     },
                     "clusters": {
@@ -4261,9 +4269,11 @@
                       "markdownDescription": "The data quality monitor definitions for the bundle, where each key is the name of the data quality monitor. See [data_quality_monitors](https://docs.databricks.com/dev-tools/bundles/resources.html#data_quality_monitors)."
                     },
                     "database_catalogs": {
+                      "description": "The database catalog definitions for the bundle, where each key is the name of the database catalog.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.DatabaseCatalog"
                     },
                     "database_instances": {
+                      "description": "The database instance definitions for the bundle, where each key is the name of the database instance.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.DatabaseInstance"
                     },
                     "experiments": {
@@ -4272,6 +4282,7 @@
                       "markdownDescription": "The experiment definitions for the bundle, where each key is the name of the experiment. See [experiments](https://docs.databricks.com/dev-tools/bundles/resources.html#experiments)."
                     },
                     "external_locations": {
+                      "description": "The external location definitions for the bundle, where each key is the name of the external location.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.ExternalLocation"
                     },
                     "features": {
@@ -4280,6 +4291,7 @@
                       "markdownDescription": "The feature definitions for the bundle, where each key is the name of the feature."
                     },
                     "genie_spaces": {
+                      "description": "The genie space definitions for the bundle, where each key is the name of the genie space.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.GenieSpace"
                     },
                     "instance_pools": {
@@ -4302,12 +4314,15 @@
                       "markdownDescription": "The materialization set definitions for the bundle, where each key is the name of the materialization set."
                     },
                     "mcp_services": {
+                      "description": "The mcp service definitions for the bundle, where each key is the name of the mcp service.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.McpService"
                     },
                     "model_provider_services": {
+                      "description": "The model provider service definitions for the bundle, where each key is the name of the model provider service.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.ModelProviderService"
                     },
                     "model_services": {
+                      "description": "The model service definitions for the bundle, where each key is the name of the model service.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.ModelService"
                     },
                     "model_serving_endpoints": {
@@ -4388,12 +4403,15 @@
                       "markdownDescription": "The SQL warehouse definitions for the bundle, where each key is the name of the warehouse. See [sql_warehouses](https://docs.databricks.com/dev-tools/bundles/resources.html#sql_warehouses)."
                     },
                     "synced_database_tables": {
+                      "description": "The synced database table definitions for the bundle, where each key is the name of the synced database table.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.SyncedDatabaseTable"
                     },
                     "vector_search_endpoints": {
+                      "description": "The vector search endpoint definitions for the bundle, where each key is the name of the vector search endpoint.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.VectorSearchEndpoint"
                     },
                     "vector_search_indexes": {
+                      "description": "The vector search index definitions for the bundle, where each key is the name of the vector search index.",
                       "$ref": "#/$defs/map/github.com/databricks/cli/bundle/config/resources.VectorSearchIndex"
                     },
                     "volumes": {
diff --git a/python/databricks/bundles/cluster_policies/_models/cluster_policy.py b/python/databricks/bundles/cluster_policies/_models/cluster_policy.py
index d8033d95728..43a13c5bd61 100644
--- a/python/databricks/bundles/cluster_policies/_models/cluster_policy.py
+++ b/python/databricks/bundles/cluster_policies/_models/cluster_policy.py
@@ -41,6 +41,9 @@ class ClusterPolicy(Resource):
     """
 
     lifecycle: VariableOrOptional[Lifecycle] = None
+    """
+    Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
+    """
 
     max_clusters_per_user: VariableOrOptional[int] = None
     """
@@ -103,6 +106,9 @@ class ClusterPolicyDict(TypedDict, total=False):
     """
 
     lifecycle: VariableOrOptional[LifecycleParam]
+    """
+    Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
+    """
 
     max_clusters_per_user: VariableOrOptional[int]
     """
diff --git a/python/databricks/bundles/features/_models/feature.py b/python/databricks/bundles/features/_models/feature.py
index b489a756bcc..df0789ea107 100644
--- a/python/databricks/bundles/features/_models/feature.py
+++ b/python/databricks/bundles/features/_models/feature.py
@@ -68,6 +68,9 @@ class Feature(Resource):
     """
 
     lifecycle: VariableOrOptional[Lifecycle] = None
+    """
+    Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
+    """
 
     lineage_context: VariableOrOptional[LineageContext] = None
     """
@@ -125,6 +128,9 @@ class FeatureDict(TypedDict, total=False):
     """
 
     lifecycle: VariableOrOptional[LifecycleParam]
+    """
+    Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
+    """
 
     lineage_context: VariableOrOptional[LineageContextParam]
     """
diff --git a/python/databricks/bundles/mcp_services/_models/mcp_service.py b/python/databricks/bundles/mcp_services/_models/mcp_service.py
index 129935ea097..56005ec33e5 100644
--- a/python/databricks/bundles/mcp_services/_models/mcp_service.py
+++ b/python/databricks/bundles/mcp_services/_models/mcp_service.py
@@ -40,6 +40,9 @@ class McpService(Resource):
     grants: VariableOrList[PrivilegeAssignment] = field(default_factory=list)
 
     lifecycle: VariableOrOptional[Lifecycle] = None
+    """
+    Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
+    """
 
     @classmethod
     def from_dict(cls, value: "McpServiceDict") -> "Self":
@@ -63,6 +66,9 @@ class McpServiceDict(TypedDict, total=False):
     grants: VariableOrList[PrivilegeAssignmentParam]
 
     lifecycle: VariableOrOptional[LifecycleParam]
+    """
+    Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
+    """
 
 
 McpServiceParam = McpServiceDict | McpService
diff --git a/python/databricks/bundles/model_provider_services/_models/model_provider_service.py b/python/databricks/bundles/model_provider_services/_models/model_provider_service.py
index 41a21652ac8..3f3766bb1a8 100644
--- a/python/databricks/bundles/model_provider_services/_models/model_provider_service.py
+++ b/python/databricks/bundles/model_provider_services/_models/model_provider_service.py
@@ -43,6 +43,9 @@ class ModelProviderService(Resource):
     grants: VariableOrList[PrivilegeAssignment] = field(default_factory=list)
 
     lifecycle: VariableOrOptional[Lifecycle] = None
+    """
+    Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
+    """
 
     @classmethod
     def from_dict(cls, value: "ModelProviderServiceDict") -> "Self":
@@ -66,6 +69,9 @@ class ModelProviderServiceDict(TypedDict, total=False):
     grants: VariableOrList[PrivilegeAssignmentParam]
 
     lifecycle: VariableOrOptional[LifecycleParam]
+    """
+    Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
+    """
 
 
 ModelProviderServiceParam = ModelProviderServiceDict | ModelProviderService
diff --git a/python/databricks/bundles/model_services/_models/model_service.py b/python/databricks/bundles/model_services/_models/model_service.py
index 88f9d8cdeb7..d390288e698 100644
--- a/python/databricks/bundles/model_services/_models/model_service.py
+++ b/python/databricks/bundles/model_services/_models/model_service.py
@@ -43,6 +43,9 @@ class ModelService(Resource):
     grants: VariableOrList[PrivilegeAssignment] = field(default_factory=list)
 
     lifecycle: VariableOrOptional[Lifecycle] = None
+    """
+    Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
+    """
 
     @classmethod
     def from_dict(cls, value: "ModelServiceDict") -> "Self":
@@ -66,6 +69,9 @@ class ModelServiceDict(TypedDict, total=False):
     grants: VariableOrList[PrivilegeAssignmentParam]
 
     lifecycle: VariableOrOptional[LifecycleParam]
+    """
+    Settings that control the deployment lifecycle of the resource, such as preventing it from being destroyed.
+    """
 
 
 ModelServiceParam = ModelServiceDict | ModelService