This issue stems from having a copy of the expired WWDR Intermediate certificate in both your System and Login keychains.
1. Download https://developer.apple.com/certificationauthority/AppleWWDRCA.cer and double-click to install to Keychain.
2. Select “View” -> “Show Expired Certificates” in Keychain app.
3. Confirm “Certificates” category is selected.
4. Remove expired Apple Worldwide Developer Relations Certificate Authority certificates from “login” tab and “System” tab.