Las cargas seguras en el chat no se admiten por el momento, por lo que esa configuración era un poco engañosa. Hay información más detallada en el propio commit, así como una solución si tiene acceso al servidor:
committed 03:58AM - 03 Aug 22 UTC
To avoid unexpected behaviour, since we do not currently
support securing chat … uploads via the secure_media setting
we are disabling chat uploads if secure_media is also enabled
via an initial migration. We also disable chat uploads if secure_media
is changed from disabled to enabled, and we prevent changing
chat_allow_uploads to true via a site setting validator if secure_media
is enabled.
This condition can be overridden with DISCOURSE_ALLOW_UNSECURE_CHAT_UPLOADS
at operator risk. This condition will be removed once secure media
rework to allow for chat uploads is completed later in the year.
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