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Invalid SSL Certificate in Apple Mail

I have email from a shared hosting provider.


I'm trying to send email over SSL. I know the server certificate is invalid in the eyes of the computer's security system, but since it's shared hosting, I'm sharing the same server IP address as many others, and you can't have more than one certificate for one IP and port combination.


After upgrading to Mountain Lion, Apple Mail no longer allows me to ignore the fact that the certificate is "invalid," and asks me to use a different outgoing mail server.


This doesn't make any sense at all! If Apple wants to continue telling everyone "it just works," then they need to make this work the way I want it to work! They went from just warning me about the security of every single message I sent in Lion and all previous OSes, to just blocking me from sending any email at all in Mountain Lion, and it's all over that "invalid" security certificate.


While the people at Apple aren't doing anything about this, because they don't give a crap about the few people who use shared hosting, I'm looking to see if anyone has a way around this security system.

iMac, OS X Mountain Lion

Posted on Apr 29, 2013 4:02 AM

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5 replies

Aug 21, 2017 1:52 AM in response to Helgason

https://sproutsocial.com/insights/fix-invalid-certificate-warnings-mac/ gets you to the certificates. don't necessarily delete it, but change it to a trust state. You do this with a double click to open to view options and click to arrow beside 'trust' to expand the menu.


Also, when the ' certificate Invalid ' flag appears from mail, you can click 'View Certificate'. from here you can select 'always trust' and the problem is solved.


best of luck.

Sep 14, 2017 5:23 PM in response to CrushertheDrummer

I just ran into this same problem with a client who bought a new MBP with Sierra. Problem is, Mail stopped asking you what to do about the invalid certificate, it just rejects the certificate now without giving you any options or controls.


Turns out the secret was to turn off the two checkboxes in the account configuration that said "Automatically manage connection settings." With those off, Mail will start asking you whether you want to accept the certificates after all.

Apr 30, 2013 4:57 PM in response to Helgason

Hello, may have found the answer...

It is new security feature in Mac OS X, by default only apps from Mac Store & from trusted developers are allowed to run there. Fortunatelly, it is easy to change, you have to allow this in Mac OS X preferences.

Go to Preferences -> Security & Privacy and click on padlock to allow changes.

Then in "Allow appications downloaded from" select "Anywhere".

http://stackoverflow.com/questions/11136805/java-applet-with-self-signed-certifi cate-on-os-x-mountain-lion


Then I imagine in Keychain Access you can choose "Always Trust" for that certificate.

Invalid SSL Certificate in Apple Mail

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