diff --git a/model/plugin.go b/model/plugin.go
index f4bad678..18d66e30 100644
--- a/model/plugin.go
+++ b/model/plugin.go
@@ -23,6 +23,7 @@ type Plugins []Plugin
 
 type PluginRepository interface {
 	ResourceRepository
+	ClearErrors() error
 	CountAll(options ...QueryOptions) (int64, error)
 	Delete(id string) error
 	Get(id string) (*Plugin, error)
diff --git a/persistence/plugin_repository.go b/persistence/plugin_repository.go
index 466abb40..35c32de9 100644
--- a/persistence/plugin_repository.go
+++ b/persistence/plugin_repository.go
@@ -31,6 +31,14 @@ func (r *pluginRepository) isPermitted() bool {
 	return user.IsAdmin
 }
 
+func (r *pluginRepository) ClearErrors() error {
+	if !r.isPermitted() {
+		return rest.ErrPermissionDenied
+	}
+	_, err := r.db.NewQuery("UPDATE plugin SET last_error = '' WHERE last_error != ''").Execute()
+	return err
+}
+
 func (r *pluginRepository) CountAll(options ...model.QueryOptions) (int64, error) {
 	if !r.isPermitted() {
 		return 0, rest.ErrPermissionDenied
diff --git a/persistence/plugin_repository_test.go b/persistence/plugin_repository_test.go
index ee158a31..dc68b089 100644
--- a/persistence/plugin_repository_test.go
+++ b/persistence/plugin_repository_test.go
@@ -175,6 +175,30 @@ var _ = Describe("PluginRepository", func() {
 				Expect(err.Error()).To(ContainSubstring("ID cannot be empty"))
 			})
 		})
+
+		Describe("ClearErrors", func() {
+			It("clears last_error on all plugins with errors", func() {
+				_ = repo.Put(&model.Plugin{ID: "ok-plugin", Path: "/plugins/ok.wasm", Manifest: "{}", SHA256: "h1"})
+				_ = repo.Put(&model.Plugin{ID: "err-plugin-1", Path: "/plugins/e1.wasm", Manifest: "{}", SHA256: "h2", LastError: "incompatible version"})
+				_ = repo.Put(&model.Plugin{ID: "err-plugin-2", Path: "/plugins/e2.wasm", Manifest: "{}", SHA256: "h3", LastError: "missing export"})
+
+				err := repo.ClearErrors()
+				Expect(err).To(BeNil())
+
+				all, err := repo.GetAll()
+				Expect(err).To(BeNil())
+				for _, p := range all {
+					Expect(p.LastError).To(BeEmpty(), "plugin %s should have no error", p.ID)
+				}
+			})
+
+			It("succeeds when no plugins have errors", func() {
+				_ = repo.Put(&model.Plugin{ID: "clean-plugin", Path: "/plugins/c.wasm", Manifest: "{}", SHA256: "h1"})
+
+				err := repo.ClearErrors()
+				Expect(err).To(BeNil())
+			})
+		})
 	})
 
 	Describe("Regular User", func() {
diff --git a/plugins/manager.go b/plugins/manager.go
index f148a706..bf6bab6e 100644
--- a/plugins/manager.go
+++ b/plugins/manager.go
@@ -146,6 +146,12 @@ func (m *Manager) Start(ctx context.Context) error {
 
 	log.Info(ctx, "Starting plugin manager", "folder", folder)
 
+	// Clear previous error states so plugins can be retried on restart
+	adminCtx := adminContext(ctx)
+	if err := m.ds.Plugin(adminCtx).ClearErrors(); err != nil {
+		log.Error(ctx, "Error clearing plugin errors", err)
+	}
+
 	// Sync plugins folder with DB
 	if err := m.syncPlugins(ctx, folder); err != nil {
 		log.Error(ctx, "Error syncing plugins with DB", err)
diff --git a/tests/mock_plugin_repo.go b/tests/mock_plugin_repo.go
index dd08f6de..5d22c26a 100644
--- a/tests/mock_plugin_repo.go
+++ b/tests/mock_plugin_repo.go
@@ -29,6 +29,20 @@ func (m *MockPluginRepo) SetError(err bool) {
 	m.Err = err
 }
 
+func (m *MockPluginRepo) ClearErrors() error {
+	if m.Err {
+		return errors.New("unexpected error")
+	}
+	for i := range m.All {
+		m.All[i].LastError = ""
+	}
+	for k, p := range m.Data {
+		p.LastError = ""
+		m.Data[k] = p
+	}
+	return nil
+}
+
 func (m *MockPluginRepo) SetData(plugins model.Plugins) {
 	m.Data = make(map[string]*model.Plugin, len(plugins))
 	m.All = plugins