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This is some bizarre behavior I’ve noticed that started around the 6.5 update. I’ll try to update a plugin or theme; WordPress will say that the update finished…but the updates never actually go away. They will sit there and say that they need to be updated again. I can’t tell if the updates even went through the first time. Has anyone else encountered this? Where would be the best place to file a bug report?
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It sounds more like a caching issue. Clear any/all caching you have on the site (caching plugin, server caching, CDN like Cloudflare).
Most likely your object cache needs to be flushed.
Often times I’ve found its PHP OpCache and/or object caching.