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Google Apps Failed To Verify The Server Certificate Mac: Causes and Solutions[^1^]



If you are using HTTPS connections, then a server certificate is required. A server certificate is an x.509 v3 data structure signed by a certificate authority (CA). A server certificate contains the name of the server, the validity period, the public key, and other data. When your browser accesses the web server, all the data fields must be valid. Your browser considers invalid data fields an insecure connection.




Google Apps Failed To Verify The Server Certificate Mac



Let us explain: the client (typically the browser) sends a request for a secure connection to the server. After the request is sent, the server sends a public key to your computer and checks that key against a list of certificates. The computer then generates a key and encrypts it, using the public key sent from the server.


Sometimes when we update the SSL certificate we use to secure our mail services (necessary for security - more details here) it can cause mail apps to stop wanting to connect, even though it shouldn't.


If your certificate chain includes an intermediate certificate, the intermediate certificate must be mapped to the Citrix Gateway server certificate. For information on this task, see Citrix Gateway documentation. For more information about installing, linking, and updating certificates, see How to Install and Link Intermediate Certificate with Primary CA on Citrix Gateway.


When validating a server certificate, Citrix Workspace app for Mac uses all the certificates supplied by the server (or gateway). Citrix Workspace app for Mac then checks whether the certificates are trusted. If none of the certificates are trusted, the connection fails.


IMPORTANT: Because of a temporary mitigation in Azure Active Directory, some users who have successfully signed in between October 30, 2014 and December 2, 2014 may start experiencing this issue after December 2, 2014. Ensure that the update mentioned below has been installed. When a user signs in to any of the Microsoft 365 apps for iOS or Mac, the user enters their user name and password on the sign-in page and the sign-in page reappears and prompts the user for their user name and password again. This problem can occur if you're using an AD FS 2.0 server that's missing critical updates.


The chain file is a concatenation of all of the certificates that form the certificate chain for the server certificate. All certificates in the file must be x509 PEM-encoded and the file must have a .crt extension (not .pem).


I've unchecked the 'always secure connection' option and also turned on the less secure apps option on my google account. I'm new to this whole process and the steps to follow aren't so helpful so I would appreciate some guidance.


Several configuration parameters are available to indicate whether to use encrypted connections, and to specify the appropriate certificate and key files. This section provides general guidance about configuring the server and clients for encrypted connections:


The server performs certificate and key file autodiscovery. If no explicit encrypted-connection options are given other than --ssl (possibly along with ssl_cipher) to configure encrypted connections, the server attempts to enable encrypted-connection support automatically at startup:


If the server discovers valid certificate and key files named ca.pem, server-cert.pem, and server-key.pem in the data directory, it enables support for encrypted connections by clients. (The files need not have been generated automatically; what matters is that they have those names and are valid.)


If the server automatically enables encrypted connection support, it writes a note to the error log. If the server discovers that the CA certificate is self-signed, it writes a warning to the error log. (The certificate is self-signed if created automatically by the server or manually using mysql_ssl_rsa_setup.)


With --ssl-mode=VERIFY_CA or --ssl-mode=VERIFY_IDENTITY, clients require an encrypted connection, and also perform verification against the server CA certificate and (with VERIFY_IDENTITY) against the server host name in its certificate.


The following options on the client side identify the certificate and key files clients use when establishing encrypted connections to the server. They are similar to the ssl_ca, ssl_cert, and ssl_key system variables used on the server side, but --ssl-cert and --ssl-key identify the client public and private key:


--ssl-ca: The path name of the Certificate Authority (CA) certificate file. This option, if used, must specify the same certificate used by the server. (--ssl-capath is similar but specifies the path name of a directory of CA certificate files.)


For additional security relative to that provided by the default encryption, clients can supply a CA certificate matching the one used by the server and enable host name identity verification. In this way, the server and client place their trust in the same CA certificate and the client verifies that the host to which it connected is the one intended:


For accounts created with a REQUIRE X509 clause, clients must specify at least --ssl-cert and --ssl-key. In addition, --ssl-ca (or --ssl-capath) is recommended so that the public certificate provided by the server can be verified. For example (enter the command on a single line): 2ff7e9595c


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