No “Proceed Anyway” option on NET::ERR_CERT_INVALID in Chrome on MacOS
FYI: Chrome on MacOS treats this different than Windows. MacOS version won't see the proceed button even you click advanced button.
To still proceed the visit as you are sure this page is safe, here is a easy way to do:
There's a secret passphrase built into the error page. Just make sure the page is selected (click anywhere on the screen), and just type
thisisunsafe.

Now, the issue with Windows 10 and SMBv1 disabled is that often old legacy Windows 2003 servers are around that can’t just be upgraded or replaced. In order to access any file share you would need to enable SMBv1 on the client workstations. This could sure be done by preparing your installation image etc. – but if you did not plan for this or want to have more granular control, you might consider using Group Policies / GPO to enabled this Windows Feature.