So...trying to setup Sidecar for my supervisor (brand new MacBook Pro updated to Catalina, newest 12.9" iPad Pro updated to the latest version of iPad OS 13), and even though the same Apple ID is on both machines, and even though 2FA is on, we keep getting the same error: "The Device Timed Out." Any suggestions?
MacBook Pro with Touch Bar
Apart from the list mention in https://support.apple.com/en-us/HT210380
Make sure you don't have any VPN software running and connected to a VPN. Took some time to realised that i had connected to my company vpn on my mac and a private vpn on my ipad. once I turned both off. everything started working.
I had this problem - plugging in a cable between the two devices fixed it. Kind of annoying, but at least it works.
After struggling for the longest time, what helped mine work (both wired or wireless) was to make sure that both device's keychain access are turned on. From my experience, Mac is trying to connect to iPad, iPad is trying to verify mac, if mac does not have keychain turned on, (mine wasn't) then it enters an infinite loop, which will end up with "Device timed out". Hope this helps someone. Cheers
I got this off a post on macreports: Please try the tips above. If nothing works, reset your network settings on your iPad by going to Settings > General > Reset > Reset Network Settings.
Tried the 10 other steps on that post before this, most of which are in this thread, to no avail. This last one was the only one that worked. Had to set up wifi networks again afterwards. New 2020 MacBook Pro, new iPad Pro, get your act together Apple and stop turning into Microsoft.
I had the 'device timed out' error also.
I noticed that my Mac was in 'light-mode' while my iPad was in 'dark-mode'
I went to settings/display & brightness on my ipad and switched it to match my Mac (which was in light mode)...then I tried to reconnect and it worked instantly.
I have my old iPad Pro 11 and when i got my new iPad Pro 12.9 and installed as a new device . My old iPad name became Laszlo's iPad (2). I was connecting to this one as I thought this is the new one as even with my new iPhone was getting the "(2)" name . I tried everything all the above but nothing . Finally I seen in Settings at Apple ID that This iPad Pro is on a different name . So make sure you chose the correct iPad in case if you use more.
I hope this will help to you or to someone.
1.Sign out and sign in on both the devices.
2.Turn off and turn on both the devices.
It worked for me,Hope it works for you all.
If you have a VPN running on either of both devices, try turning it off on both devices.
Restarting both devices and signing out/in of Apple ID on both finally fixed Sidecar timeout for me. For how long? 🤔
I had the same issue. I was logged into a VPN at the time. When I logged out and tried connecting to the iPad again, no time out error.
Also try disabling any VPN connection, this worked for me.
Yep, signing out on my Mac Book and back in solved my problem after trying everything.
Toggling handoff on both Mac and iPad works
I tried all solutions on the internet, but only one worked for me. Check that keychain is turned on in icloud settings on both devices, it can fix problem.
I tried the following steps:
The last step-3 solved it.
Signing out and Signing in again worked like a charm :D
"Device Timed Out" error in Sidecar
