Key chain is a hard beast to know what will and won’t work. I was having issues 
on one of my computers and had to start from scratch with the keychain. I would 
suggest creating a new keychain on the older system and then copying over the 
passwords you don’t want to lose to the new keychain. When you do this you will 
be prompted for the keychain password in that prompt there is a check box 
saying allow this for the rest of this operation or something like that. If you 
don’t click this check box, then every password that you copy will prompt you 
for the keychain password. 

I did have issues starting sometime in Winter of last year where overtime my 
Mac went to sleep I had to re-enter my  Mail passwords  before I could get any 
new mail. 

> On Feb 12, 2019, at 4:00 PM, N2KPV <[email protected]> wrote:
> 
> Hi all , I have been using my newer  iMac  as my main computer for awhile now 
> . I recently turned on Keychain  and it works well . I have not turned it on 
> on my late 2011 Macbook Pro which is my backup computer .  My question is if 
> not all of my passwords are up to date on my older MacBook  will this cause 
> any issues ?  Or should I update the old passwords first before I turn on 
> Keychain on the older mac .  Hopefully this makes sense .
> 
> Thanx , Ben C. 
> 
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