Postgresql errors during `gitlab-ctl reconfigure`

I had recently upgraded postgresql from 13 to 14 on our GitLab 16.2 installation and was running into some stability issues where the installation would need to be restarted in order to access the web UI. During my troubleshooting activities I attempted to run gitlab-ctl reconfigure, but It gets stuck on a step to create the postgresql user? I think? Here is the stack trace:

Generated at 2023-08-14 10:48:15 -0700
RuntimeError: database_objects[postgresql] (postgresql::standalone line 32) had an error: RuntimeError: postgresql_user[gitlab] (postgresql::standalone line 21) had an error: RuntimeError: execute[create gitlab postgresql user] (postgresql::standalone line 13) had an error: RuntimeError: PostgreSQL did not respond before service checks were exhausted
/opt/gitlab/embedded/cookbooks/cache/cookbooks/gitlab/libraries/helpers/pg_status_helper.rb:56:in `ready?'
/opt/gitlab/embedded/cookbooks/cache/cookbooks/gitlab/libraries/helpers/base_pg_helper.rb:28:in `is_ready?'
/opt/gitlab/embedded/cookbooks/cache/cookbooks/postgresql/resources/user.rb:16:in `block (3 levels) in class_from_file'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource/conditional.rb:106:in `evaluate_block'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource/conditional.rb:95:in `evaluate'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource/conditional.rb:86:in `continue?'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:1562:in `block in should_skip?'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:1561:in `each'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:1561:in `find'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:1561:in `should_skip?'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:598:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:74:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `block in run_all_actions'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `each'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `run_all_actions'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection.rb:64:in `insert'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/dsl/declare_resource.rb:267:in `declare_resource'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/dsl/resources.rb:36:in `execute'
/opt/gitlab/embedded/cookbooks/cache/cookbooks/postgresql/resources/user.rb:13:in `block in class_from_file'
(eval):2:in `block in action_create'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/provider.rb:304:in `instance_eval'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/provider.rb:304:in `compile_and_converge_action'
(eval):2:in `action_create'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/provider.rb:245:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:601:in `block in run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:628:in `with_umask'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:600:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:74:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `block in run_all_actions'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `each'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `run_all_actions'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection.rb:64:in `insert'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/dsl/declare_resource.rb:267:in `declare_resource'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/dsl/resources.rb:36:in `postgresql_user'
/opt/gitlab/embedded/cookbooks/cache/cookbooks/gitlab/resources/database_objects.rb:21:in `block in class_from_file'
(eval):2:in `block in action_create'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/provider.rb:304:in `instance_eval'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/provider.rb:304:in `compile_and_converge_action'
(eval):2:in `action_create'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/provider.rb:245:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:601:in `block in run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:628:in `with_umask'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:600:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:74:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `block in run_all_actions'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `each'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `run_all_actions'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:132:in `block in converge'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection/resource_list.rb:96:in `block in execute_each_resource'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection/stepable_iterator.rb:114:in `call_iterator_block'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection/stepable_iterator.rb:85:in `step'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection/stepable_iterator.rb:103:in `iterate'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection/stepable_iterator.rb:54:in `each_with_index'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection/resource_list.rb:94:in `execute_each_resource'
/opt/gitlab/embedded/lib/ruby/3.0.0/forwardable.rb:238:in `execute_each_resource'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:130:in `converge'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/client.rb:692:in `block in converge'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/client.rb:687:in `catch'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/client.rb:687:in `converge'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/client.rb:711:in `converge_and_save'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/client.rb:285:in `run'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/application.rb:305:in `run_with_graceful_exit_option'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/application.rb:281:in `block in run_chef_client'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/local_mode.rb:42:in `with_server_connectivity'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/application.rb:264:in `run_chef_client'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/application/base.rb:352:in `run_application'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/application.rb:67:in `run'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-bin-17.10.0/bin/cinc-client:25:in `<top (required)>'
/opt/gitlab/embedded/bin/cinc-client:25:in `load'
/opt/gitlab/embedded/bin/cinc-client:25:in `<main>'

>>>> Caused by RuntimeError: PostgreSQL did not respond before service checks were exhausted
/opt/gitlab/embedded/cookbooks/cache/cookbooks/gitlab/libraries/helpers/pg_status_helper.rb:56:in `ready?'
/opt/gitlab/embedded/cookbooks/cache/cookbooks/gitlab/libraries/helpers/base_pg_helper.rb:28:in `is_ready?'
/opt/gitlab/embedded/cookbooks/cache/cookbooks/postgresql/resources/user.rb:16:in `block (3 levels) in class_from_file'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource/conditional.rb:106:in `evaluate_block'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource/conditional.rb:95:in `evaluate'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource/conditional.rb:86:in `continue?'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:1562:in `block in should_skip?'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:1561:in `each'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:1561:in `find'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:1561:in `should_skip?'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:598:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:74:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `block in run_all_actions'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `each'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `run_all_actions'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection.rb:64:in `insert'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/dsl/declare_resource.rb:267:in `declare_resource'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/dsl/resources.rb:36:in `execute'
/opt/gitlab/embedded/cookbooks/cache/cookbooks/postgresql/resources/user.rb:13:in `block in class_from_file'
(eval):2:in `block in action_create'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/provider.rb:304:in `instance_eval'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/provider.rb:304:in `compile_and_converge_action'
(eval):2:in `action_create'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/provider.rb:245:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:601:in `block in run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:628:in `with_umask'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:600:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:74:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `block in run_all_actions'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `each'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `run_all_actions'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection.rb:64:in `insert'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/dsl/declare_resource.rb:267:in `declare_resource'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/dsl/resources.rb:36:in `postgresql_user'
/opt/gitlab/embedded/cookbooks/cache/cookbooks/gitlab/resources/database_objects.rb:21:in `block in class_from_file'
(eval):2:in `block in action_create'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/provider.rb:304:in `instance_eval'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/provider.rb:304:in `compile_and_converge_action'
(eval):2:in `action_create'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/provider.rb:245:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:601:in `block in run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:628:in `with_umask'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource.rb:600:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:74:in `run_action'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `block in run_all_actions'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `each'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:108:in `run_all_actions'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:132:in `block in converge'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection/resource_list.rb:96:in `block in execute_each_resource'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection/stepable_iterator.rb:114:in `call_iterator_block'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection/stepable_iterator.rb:85:in `step'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection/stepable_iterator.rb:103:in `iterate'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection/stepable_iterator.rb:54:in `each_with_index'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/resource_collection/resource_list.rb:94:in `execute_each_resource'
/opt/gitlab/embedded/lib/ruby/3.0.0/forwardable.rb:238:in `execute_each_resource'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/runner.rb:130:in `converge'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/client.rb:692:in `block in converge'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/client.rb:687:in `catch'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/client.rb:687:in `converge'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/client.rb:711:in `converge_and_save'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/client.rb:285:in `run'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/application.rb:305:in `run_with_graceful_exit_option'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/application.rb:281:in `block in run_chef_client'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/local_mode.rb:42:in `with_server_connectivity'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/application.rb:264:in `run_chef_client'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/application/base.rb:352:in `run_application'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-17.10.0/lib/chef/application.rb:67:in `run'
/opt/gitlab/embedded/lib/ruby/gems/3.0.0/gems/chef-bin-17.10.0/bin/cinc-client:25:in `<top (required)>'
/opt/gitlab/embedded/bin/cinc-client:25:in `load'
/opt/gitlab/embedded/bin/cinc-client:25:in `<main>'

and this is part of the output in the terminal:

 * database_objects[postgresql] action create
    * postgresql_user[gitlab] action create
      * execute[create gitlab postgresql user] action run
        
        ================================================================================
        Error executing action `run` on resource 'execute[create gitlab postgresql user]'
        ================================================================================
        
        RuntimeError
        ------------
        PostgreSQL did not respond before service checks were exhausted
        
        Cookbook Trace: (most recent call first)
        ----------------------------------------
        /opt/gitlab/embedded/cookbooks/cache/cookbooks/gitlab/libraries/helpers/pg_status_helper.rb:56:in `ready?'
        /opt/gitlab/embedded/cookbooks/cache/cookbooks/gitlab/libraries/helpers/base_pg_helper.rb:28:in `is_ready?'
        /opt/gitlab/embedded/cookbooks/cache/cookbooks/postgresql/resources/user.rb:16:in `block (3 levels) in class_from_file'
        /opt/gitlab/embedded/cookbooks/cache/cookbooks/postgresql/resources/user.rb:13:in `block in class_from_file'
        /opt/gitlab/embedded/cookbooks/cache/cookbooks/gitlab/resources/database_objects.rb:21:in `block in class_from_file'