Under “Settings,” pressing “Update” under the “Battle.net Characters and Guilds” section causes NOTHING to happen, and instead sends me back to the warcraftlog homepage. The last time the auto-sync seems to have worked was March 10th.
As it stands, my Death Knight has transitioned through 3 different guilds across two realms in that time, and my Druid is in a guild that no longer exists. My DK also shows up as two different toons when I go to search for her.
DK on Previous Realm:
https://www.warcraftlogs.com/rankings/character/859856/latest
DK on Current Realm:
https://www.warcraftlogs.com/rankings/character/19983052/latest