Skype For Business Mac Error There Was A Problem Verifying The Certificate

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A browser cannot independently verify self-signed certificates. There are a variety of technical issues that could produce browser error messages when you. I have installed skype for business client and have joined the MAC to. I'm still getting the 'There was a problem verifying the certificate from.

• 1 What Is an SSL Certificate Verification?
• 2 Can Two SSL Certificates Sit on the Same IP?
• 3 The Host Name Does Not Match Any Name Found on the Server Certificate
• 4 Alternatives to Private SSL Certificates

Certificates confirm not only that the server is presenting the website you wanted to visit, but also that a certificate authority has confirmed that the company or organization behind the site is legitimate. If you encounter a problem verifying a certificate from a server, it's either a technical glitch or an attempt to scam you.

Date and Time

Just as your driver's license expires every few years, server certificates have expiration dates. If the server's operator hasn't renewed the certificate with the certificate authority which issued it by the expiration date, then your computer will not verify it as valid. However, your computer could reject a valid certificate if your date and time are not set correctly. If your computer thinks the current date is a time before the certification authority ever issued the certificate, then it will treat the certificate as invalid.

Certificate Usage

There is more than one type of server certificate. Some certificates authenticate a single domain, some authenticate multiple domains, while others certify multiple subdomains within one or more domains. If a website operator is trying to use a certificate for the wrong purpose, such as a single domain certificate when he needs a wildcard certificate for multiple subdomains, then your browser won't be able to verify the certificate.

Self-Signed Certificate

A server's certificate has to be signed by a certification authority for your browser to verify the certificate as valid. However, some servers, such as those operated by military or government organizations, sign their own certificates and act as their own certificate authorities. They have an internal method for authenticating the server certificate's signature, and don't rely on certificate authorities like everyone else does. A browser cannot independently verify self-signed certificates.

Fraud

There are a variety of technical issues that could produce browser error messages when you are visiting a perfectly legitimate site. However, the problem could also be that the server you are connected to is just pretending to be the site you wanted to visit. Your browser won't tell you specifically that a server is really an attempt to intercept your connection and steal your data. When you get a verification error, it is better to err on the side of caution than put your personal information at risk.

About the Author

Micah McDunnigan has been writing on politics and technology since 2007. Xenyx 1204usb driver for mac. He has written technology pieces and political op-eds for a variety of student organizations and blogs. McDunnigan earned a Bachelor of Arts in international relations from the University of California, Davis.

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I've been having this issue for quite some time as well, and have been working with a Microsoft Skype for Business (SfB) support engineer on it. To be certain it's the same, or similar-enough issue, here's the setup I've been working with (or against it seems):

* Skype for Business 2016 (any version, including latest in the insider 'Fast Ring' releases)

* Macbook Pro - Early 2011

* OS X 'El Capitan' - v10.11.6

* Corporate domain is on Azure AD (Active Directory)

* When signing in with the AD account, you are either a) Given a choice between 'Work or school account' or 'Personal account), b) usually automatically redirected to the company branded signon page.

If that matches up, the next step is to check the certificate which is on domain's federation services (ADFS) host. This may require getting IT involved to find it, or reviewing the SfB logs.

When you get the host name, for example, 'adfs.mycompany.com', go to that address via HTTPS in Safari. So you'd go to 'https://adfs.mycompany.com'. Once there, click on the lock to the left of the address in the address bar and click the 'Show Certificate' button. Make sure that the selected certificate, in the tree view at the top, is the bottom-most one. The bottom pane should show some brief certificate info (Issued by, Expires, 'This certificate is valid' type message, etc.). Expand the 'Details' section in that lower pane, and look for the 'Signature Algorithm' line, which should be, roughly, the 12th one down. If on that line, you have something similar to 'SHA-512 with RSA Encryption' (forget about the long number afterward), then that is the source of the issue with logging on, and also, activating Office 365 (if you have a company account for it).

OS X prior to 10.12 (Sierra) does not *natively* support 512 bit certificate signatures. So while browsers and everything else shows that, yes, the certificate is good, valid, unexpired, etc, the low level network stack in OSX, which is used by SfB to initially connect, does not, so it cannot validate that the certificate is valid, thus causing this issue.

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Unfortunately, at this time, there doesn't appear to be a way to wedge in support for 512 algorithms in OSX, and that includes forcibly upgrading/linking openssl. The only way I've found to date, to use SfB on anything less than 10.12.x, is to essentially MITM yourself, using a proxy application, such as Charles, which will create its own fake certificate which you must trust, to connect.

I apologize for such a long writeup, but given that despite my hours and hours and hours spent over months of researching the issue, I hope to provide as much useful and helpful information as possible for any future Googlers/Bingers/DuckDuckGoers/etc.

Jul 13, 2017 8:50 AM