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Question: Itunes keeps asking for me to sign in

I've had this bug for awhile but it's progressively gotten worse. I will click on a song to play and it will ask me to sign in. I sign in and two songs later it asks again. I've tried every online trick I could find, reinstalled twice, deauthorized, reauthorized, signed in, singed out, restarted, tried messing with some files and it still persists. Please help!

Windows, Windows 6

Posted on May 7, 2020 5:14 AM

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May 7, 2020 5:27 PM in response to ChefMom85 In response to ChefMom85

Hi ChefMom85,


Thanks for coming to Apple Support Communities for help today with iTunes. As I understand, you have to sign in multiple times. The troubleshooting you have tried is excellent and what I would have recommended.


Do you use any security software on your PC? If it is disabled, does the issue occur?


Have you had any Apple ID account issues in the past? Do you have other devices with your Apple ID installed? Do you use two-factor authentication? Two-factor authentication for Apple ID


Are you able to sign in at appleid.apple.com?


If the issue continues, there may be a problem with your Apple ID. I'd advise contacting Apple Support.


Have a great day!

May 7, 2020 5:27 PM

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May 21, 2020 3:10 PM in response to CarlAVII In response to CarlAVII

I contacted apple support with this issue and they said it was on my computers end, I just had my computer serviced and it's still happening but only with two songs I bought in march. I am also not able to move any music I have in my library on my laptop that is from a cd to my iPhone.

May 21, 2020 3:10 PM

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Question: Itunes keeps asking for me to sign in