diff --git a/pkg/services/provisioning/plugins/plugin_provisioner.go b/pkg/services/provisioning/plugins/plugin_provisioner.go
index 79a859cb360..e77d5582a2d 100644
--- a/pkg/services/provisioning/plugins/plugin_provisioner.go
+++ b/pkg/services/provisioning/plugins/plugin_provisioner.go
@@ -3,6 +3,7 @@ package plugins
 import (
 	"context"
 	"errors"
+	"fmt"
 
 	"github.com/grafana/grafana/pkg/infra/log"
 	"github.com/grafana/grafana/pkg/services/org"
@@ -10,6 +11,11 @@ import (
 	"github.com/grafana/grafana/pkg/services/pluginsintegration/pluginstore"
 )
 
+var (
+	ErrPluginProvisioningNotFound    = errors.New("plugin not found")
+	ErrPluginProvisioningAutoEnabled = errors.New("plugin is auto enabled and cannot be disabled")
+)
+
 // Provision scans a directory for provisioning config files
 // and provisions the app in those files.
 func Provision(ctx context.Context, configDirectory string, pluginStore pluginstore.Store, pluginSettings pluginsettings.Service, orgService org.Service) error {
@@ -49,10 +55,10 @@ func (ap *PluginProvisioner) apply(ctx context.Context, cfg *pluginsAsConfig) er
 
 		p, found := ap.pluginStore.Plugin(ctx, app.PluginID)
 		if !found {
-			return errors.New("plugin not found")
+			return fmt.Errorf("%w: %s", ErrPluginProvisioningNotFound, app.PluginID)
 		}
 		if p.AutoEnabled && !app.Enabled {
-			return errors.New("plugin is auto enabled and cannot be disabled")
+			return fmt.Errorf("%w: %s", ErrPluginProvisioningAutoEnabled, app.PluginID)
 		}
 
 		ps, err := ap.pluginSettings.GetPluginSettingByPluginID(ctx, &pluginsettings.GetByPluginIDArgs{
@@ -61,7 +67,7 @@ func (ap *PluginProvisioner) apply(ctx context.Context, cfg *pluginsAsConfig) er
 		})
 		if err != nil {
 			if !errors.Is(err, pluginsettings.ErrPluginSettingNotFound) {
-				return err
+				return fmt.Errorf("%w: %s", err, app.PluginID)
 			}
 		} else {
 			app.PluginVersion = ps.PluginVersion
@@ -77,7 +83,7 @@ func (ap *PluginProvisioner) apply(ctx context.Context, cfg *pluginsAsConfig) er
 			SecureJSONData: app.SecureJSONData,
 			PluginVersion:  app.PluginVersion,
 		}); err != nil {
-			return err
+			return fmt.Errorf("%w: %s", err, app.PluginID)
 		}
 	}
 
diff --git a/pkg/services/provisioning/plugins/plugin_provisioner_test.go b/pkg/services/provisioning/plugins/plugin_provisioner_test.go
index a402cc44bd0..a08bc616a54 100644
--- a/pkg/services/provisioning/plugins/plugin_provisioner_test.go
+++ b/pkg/services/provisioning/plugins/plugin_provisioner_test.go
@@ -100,8 +100,28 @@ func TestPluginProvisioner(t *testing.T) {
 		}
 
 		err := ap.applyChanges(context.Background(), "")
-		require.Error(t, err)
-		require.Contains(t, err.Error(), "plugin is auto enabled and cannot be disabled")
+		require.ErrorIs(t, err, ErrPluginProvisioningAutoEnabled)
+	})
+
+	t.Run("Should return error trying to configure a non-existing plugin", func(t *testing.T) {
+		cfg := []*pluginsAsConfig{
+			{
+				Apps: []*appFromConfig{
+					{PluginID: "test-plugin", OrgID: 2, Enabled: false},
+				},
+			},
+		}
+		reader := &testConfigReader{result: cfg}
+		store := &mockStore{}
+		ap := PluginProvisioner{
+			log:            log.New("test"),
+			cfgProvider:    reader,
+			pluginSettings: store,
+			pluginStore:    pluginstore.NewFakePluginStore(),
+		}
+
+		err := ap.applyChanges(context.Background(), "")
+		require.ErrorIs(t, err, ErrPluginProvisioningNotFound)
 	})
 }