diff --git a/config/initializers/10-patches.rb b/config/initializers/10-patches.rb
index 345868410..7df46304a 100644
--- a/config/initializers/10-patches.rb
+++ b/config/initializers/10-patches.rb
@@ -120,11 +120,8 @@ Mime::SET << 'api'
 
 module Propshaft
   Assembly.prepend(Module.new do
-    def initialize(config)
-      super
-      if Rails.application.config.assets.redmine_detect_update && (!config.manifest_path.exist? || manifest_outdated?)
-        processor.process
-      end
+    def needs_precompile?
+      !config.manifest_path.exist? || manifest_outdated?
     end
 
     def manifest_outdated?
diff --git a/config/initializers/30-redmine.rb b/config/initializers/30-redmine.rb
index 16bcebec4..c7cb9e542 100644
--- a/config/initializers/30-redmine.rb
+++ b/config/initializers/30-redmine.rb
@@ -116,4 +116,11 @@ Rails.application.config.to_prepare do
   end
 end
 
+# Automatically execute asset precompilation on startup in case of changes have been detected in assets
+Rails.application.config.after_initialize do |app|
+  if app.config.assets.redmine_detect_update && app.assets.needs_precompile?
+    app.assets.processor.process
+  end
+end
+
 Rails.application.deprecators[:redmine] = ActiveSupport::Deprecation.new('7.0', 'Redmine')