There is also M-x org-reset-checkbox-state-subtree Another list/checkbox related package I use is org-autolist, it saves a lot of typing when adding many list

There is also M-x org-reset-checkbox-state-subtree Another list/checkbox related package I use is org-autolist, it saves a lot of typing when adding many list items or checkboxes at once. There is currently an issue that keeps it working quite right with current Org versions and a PR with a fix. https://github.com/calvinwyoung/org-autolist https://github.com/calvinwyoung/org-autolist https://github.com/calvinwyoung/org-autolist/pull/26 https://github.com/calvinwyoung/org-autolist/pull/26