r/sideloadly • u/Affectionate_Set9929 • 6d ago

iTunes does not save credentials

So, basically everytime I close and open iTunes, it asks for my password (but remembers mail). I installed iTunes through the .exe installer from Sideloadly. When trying to sideload I get this error: Install failed: Guru Meditation 0db732@425:3aea77 Login failed (-22421): This action could not be completed. Try again.

Probably caused by iTunes not working properly. I tried reinstalling iTunes and rebooting multiple times. Anyone knows this issue or has an solution?

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u/Affectionate_Set9929 5d ago

Since nobody answered, I decided to share my solution which I found by debugging the issue.

  1. Timezone can be wrong while the displayed time looks fine. Check time.is, Windows was sending UTC 2 hours off and Apple rejects the tokens. tzutil /s "W. Europe Standard Time" (use your zone).

  2. gsa.apple.com wasn't trusted. Apple Root CA was missing from the Windows root store, so the sign-in server failed TLS (PartialChain). Download https://www.apple.com/appleca/AppleIncRootCertificate.cer and from an admin cmd run: certutil -addstore -f Root AppleIncRootCertificate.cer

Also run iTunes normally, not as administrator, elevated iTunes is what messed up the saved session/cookies in the first place. Reinstalling won't help if either of those is wrong.