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Answer

Why will it not let me redirect /wp-admin?

Updated Redirects 1.8.1Tested with WordPress 7.1

Because a rule over /wp-admin, /wp-login.php or /wp-json locks you out of your own site, and you would find out at the moment you could no longer do anything about it. The same goes for a rule over the whole site, and for one that points an address at itself.

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The Your redirects list in Redirects for WordPress admin, its destinations last checked 11 seconds ago. Seven rows: /black-friday-2025 (410, the page is gone), /summer-sale to /product-category/t-shirts/ (302), /news/* marked whole section to /journal/, /product/organic-tee, /size-guide and /returns-policy pointing to new pages (301), and /sample-page marked from a rename. Each shows how many times it was used and Edit, Switch off and Delete buttons.