diff --git a/bundle/deploy/metadata/annotate_jobs.go b/bundle/deploy/metadata/annotate_jobs.go
new file mode 100644
index 00000000..5b9ae5b8
--- /dev/null
+++ b/bundle/deploy/metadata/annotate_jobs.go
@@ -0,0 +1,36 @@
+package metadata
+
+import (
+	"context"
+	"path"
+
+	"github.com/databricks/cli/bundle"
+	"github.com/databricks/databricks-sdk-go/service/jobs"
+)
+
+type annotateJobs struct{}
+
+func AnnotateJobs() bundle.Mutator {
+	return &annotateJobs{}
+}
+
+func (m *annotateJobs) Name() string {
+	return "metadata.AnnotateJobs"
+}
+
+func (m *annotateJobs) Apply(_ context.Context, b *bundle.Bundle) error {
+	for _, job := range b.Config.Resources.Jobs {
+		if job.JobSettings == nil {
+			continue
+		}
+
+		job.JobSettings.Deployment = &jobs.JobDeployment{
+			Kind:             jobs.JobDeploymentKindBundle,
+			MetadataFilePath: path.Join(b.Config.Workspace.StatePath, MetadataFileName),
+		}
+		job.JobSettings.EditMode = jobs.JobSettingsEditModeUiLocked
+		job.JobSettings.Format = jobs.FormatMultiTask
+	}
+
+	return nil
+}
diff --git a/bundle/deploy/metadata/annotate_jobs_test.go b/bundle/deploy/metadata/annotate_jobs_test.go
new file mode 100644
index 00000000..c7a02e75
--- /dev/null
+++ b/bundle/deploy/metadata/annotate_jobs_test.go
@@ -0,0 +1,72 @@
+package metadata
+
+import (
+	"context"
+	"testing"
+
+	"github.com/databricks/cli/bundle"
+	"github.com/databricks/cli/bundle/config"
+	"github.com/databricks/cli/bundle/config/resources"
+	"github.com/databricks/databricks-sdk-go/service/jobs"
+	"github.com/stretchr/testify/assert"
+)
+
+func TestAnnotateJobsMutator(t *testing.T) {
+	b := &bundle.Bundle{
+		Config: config.Root{
+			Workspace: config.Workspace{
+				StatePath: "/a/b/c",
+			},
+			Resources: config.Resources{
+				Jobs: map[string]*resources.Job{
+					"my-job-1": {
+						JobSettings: &jobs.JobSettings{
+							Name: "My Job One",
+						},
+					},
+					"my-job-2": {
+						JobSettings: &jobs.JobSettings{
+							Name: "My Job Two",
+						},
+					},
+				},
+			},
+		},
+	}
+
+	err := AnnotateJobs().Apply(context.Background(), b)
+	assert.NoError(t, err)
+
+	assert.Equal(t,
+		&jobs.JobDeployment{
+			Kind:             jobs.JobDeploymentKindBundle,
+			MetadataFilePath: "/a/b/c/metadata.json",
+		},
+		b.Config.Resources.Jobs["my-job-1"].JobSettings.Deployment)
+	assert.Equal(t, jobs.JobSettingsEditModeUiLocked, b.Config.Resources.Jobs["my-job-1"].EditMode)
+	assert.Equal(t, jobs.FormatMultiTask, b.Config.Resources.Jobs["my-job-1"].Format)
+
+	assert.Equal(t,
+		&jobs.JobDeployment{
+			Kind:             jobs.JobDeploymentKindBundle,
+			MetadataFilePath: "/a/b/c/metadata.json",
+		},
+		b.Config.Resources.Jobs["my-job-2"].JobSettings.Deployment)
+	assert.Equal(t, jobs.JobSettingsEditModeUiLocked, b.Config.Resources.Jobs["my-job-2"].EditMode)
+	assert.Equal(t, jobs.FormatMultiTask, b.Config.Resources.Jobs["my-job-2"].Format)
+}
+
+func TestAnnotateJobsMutatorJobWithoutSettings(t *testing.T) {
+	b := &bundle.Bundle{
+		Config: config.Root{
+			Resources: config.Resources{
+				Jobs: map[string]*resources.Job{
+					"my-job-1": {},
+				},
+			},
+		},
+	}
+
+	err := AnnotateJobs().Apply(context.Background(), b)
+	assert.NoError(t, err)
+}
diff --git a/bundle/phases/initialize.go b/bundle/phases/initialize.go
index 6d84b0e1..d1acdd2f 100644
--- a/bundle/phases/initialize.go
+++ b/bundle/phases/initialize.go
@@ -6,6 +6,7 @@ import (
 	"github.com/databricks/cli/bundle/config/interpolation"
 	"github.com/databricks/cli/bundle/config/mutator"
 	"github.com/databricks/cli/bundle/config/variable"
+	"github.com/databricks/cli/bundle/deploy/metadata"
 	"github.com/databricks/cli/bundle/deploy/terraform"
 	"github.com/databricks/cli/bundle/permissions"
 	"github.com/databricks/cli/bundle/python"
@@ -37,6 +38,7 @@ func Initialize() bundle.Mutator {
 			mutator.TranslatePaths(),
 			python.WrapperWarning(),
 			permissions.ApplyBundlePermissions(),
+			metadata.AnnotateJobs(),
 			terraform.Initialize(),
 			scripts.Execute(config.ScriptPostInit),
 		},