I’m running Windows 10 and Local (Lightning) v5.2.3+2248.
For all my sites the same issue is occurring. I go to the SSL tab in Local and click on the Trust link to the right of the Certificate. It successfully trusts with the checkmark and the graying out of the Trust link. I then go to another tab, say Overview, and then go back to the SSL tab, now the Trust link is again green and the Certificate is not trusted.
If I try to trust a few times in a row, then the Heads Up notification shows up above the tabs and it also contains a Trust link. If I try to trust from that link it tries to do trust but after clicking it nothing happens or changes.
The Heads-Up! message is: Your site is using HTTPS but the Local SSL certificate isn’t trusted.
Tried running Local as admin and that didn’t fix it.