## Summary https://github.com/moby/moby/pull/35159 is needed to ensure directory creation works for Docker containers on Windows. That PR was abandoned by the original submitter, but is close. The new PR is https://github.com/moby/moby/pull/38465 **Important note: ** This is a bug in Moby, not a bug in GitLab. Resolving this issue requires submitting a PR to Moby. ## Steps to reproduce Attempt to run a Docker container on Windows and see that the directory creation does not occur. ## Actual behavior Directory creation does not occur, and the user is faced with the following issue when trying to create the container ```shell ERROR: Job failed (system failure): Error response from daemon: container 094b2524bdf0050f94453ad7d450fcc2dc15f09eb33fa245fafbd886285e4d2b encountered an error during CreateProcess: failure in a Windows system call: The system cannot find the file specified. (0x2) extra info: {"CommandLine":"powershell","User":"ContainerAdministrator","WorkingDirectory":"C:\\","Environment":{"CI":"true","CI_API_V4_URL":"http://192.168.1.79:3000/api/v4","CI_BUILD_BEFORE_SHA":"0000000000000000000000000000000000000000","CI_BUILD_ID":"1703","CI_BUILD_NAME":"test","CI_BUILD_REF":"8a601760708bd5bab05887167aa5071574dcc7cc","CI_BUILD_REF_NAME":"windows-docker-executor","CI_BUILD_REF_SLUG":"windows-docker-executor","CI_BUILD_STAGE":"test","CI_BUILD_TOKEN":"xxxxxxxxxxxxxxxxxxxx","CI_COMMIT_BEFORE_SHA":"0000000000000000000000000000000000000000","CI_COMMIT_DESCRIPTION":"","CI_COMMIT_MESSAGE":"Update .gitlab-ci.yml","CI_COMMIT_REF_NAME":"windows-docker-executor","CI_COMMIT_REF_SLUG":"windows-docker-executor","CI_COMMIT_SHA":"8a601760708bd5bab05887167aa5071574dcc7cc","CI_COMMIT_SHORT_SHA":"8a601760","CI_COMMIT_TITLE":"Update .gitlab-ci.yml","CI_CONFIG_PATH":".gitlab-ci.yml","CI_DISPOSABLE_ENVIRONMENT":"true","CI_JOB_ID":"1703","CI_JOB_NAME":"test","CI_JOB_STAGE":"test","CI_JOB_TOKEN":"xxxxxxxxxxxxxxxxxxxx","CI_JOB_URL":"http://192.168.1.79:3000/root/ci-scratch-pad/-/jobs/1703","CI_NODE_TOTAL":"1","CI_PAGES_DOMAIN":"127.0.0.1.xip.io","CI_PAGES_URL":"http://root.127.0.0.1.xip.io:3010/ci-scratch-pad","CI_PIPELINE_ID":"241","CI_PIPELINE_IID":"162","CI_PIPELINE_SOURCE":"web","CI_PIPELINE_URL":"http://192.168.1.79:3000/root/ci-scratch-pad/pipelines/241","CI_PROJECT_DIR":"c:\\builds\\root\\ci-scratch-pad","CI_PROJECT_ID":"28","CI_PROJECT_NAME":"ci-scratch-pad","CI_PROJECT_NAMESPACE":"root","CI_PROJECT_PATH":"root/ci-scratch-pad","CI_PROJECT_PATH_SLUG":"root-ci-scratch-pad","CI_PROJECT_URL":"http://192.168.1.79:3000/root/ci-scratch-pad","CI_PROJECT_VISIBILITY":"public","CI_REGISTRY":"127.0.0.1:5000","CI_REGISTRY_IMAGE":"127.0.0.1:5000/root/ci-scratch-pad","CI_REGISTRY_PASSWORD":"xxxxxxxxxxxxxxxxxxxx","CI_REGISTRY_USER":"gitlab-ci-token","CI_REPOSITORY_URL":"http://gitlab-ci-token:xxxxxxxxxxxxxxxxxxxx@192.168.1.79:3000/root/ci-scratch-pad.git","CI_RUNNER_DESCRIPTION":"windows-2019","CI_RUNNER_EXECUTABLE_ARCH":"windows/amd64","CI_RUNNER_ID":"27","CI_RUNNER_REVISION":"f9cc22e0","CI_RUNNER_TAGS":"windows","CI_RUNNER_VERSION":"11.10.0~beta.1198.gf9cc22e0","CI_SERVER":"yes","CI_SERVER_NAME":"GitLab","CI_SERVER_REVISION":"00e5d66d231","CI_SERVER_VERSION":"11.9.0-pre","CI_SERVER_VERSION_MAJOR":"11","CI_SERVER_VERSION_MINOR":"9","CI_SERVER_VERSION_PATCH":"0","ENV":"asdf","FF_K8S_USE_ENTRYPOINT_OVER_COMMAND":"true","GITLAB_CI":"true","GITLAB_FEATURES":"","GITLAB_USER_EMAIL":"admin@example.com","GITLAB_USER_ID":"1","GITLAB_USER_LOGIN":"root","GITLAB_USER_NAME":"Administrator"},"CreateStdInPipe":true,"CreateStdOutPipe":true,"CreateStdErrPipe":true,"ConsoleSize":[0,0]} (executor_docker.go:1041:2s) ``` ## Expected behavior Directory creation is automatic, just like Linux behavior. ## Relevant logs and/or screenshots Additional detail in linked PR ## Proposal We have confirmed with the maintainer that a PR would be welcome.