(10-01-2020, 01:04 PM)dragonstar Wrote: I've tried both ports 465 and 587 with all combinations of SSL off/on and TLS set to None, Explicit, Implicit and Required.
You need to set UseTLS=utUseExplicitTLS when using port 25 or 587, and set UseTLS=utUseImplicitTLS when using port 465. Don't use utRequireTLS on the client side, that is meant for use in servers.
(10-01-2020, 01:04 PM)dragonstar Wrote: Is the open ssl .dll version wrong?
No.
(10-01-2020, 01:04 PM)dragonstar Wrote: Did some digging and found a tip about setting gmail to allow less secure apps to have access and it's working with SSL on and TLS set to Explicit.
You don't need to lower the security like that. If you have 2-Step Verification enabled on your GMail account, you can instead generate an App-Specific Password for Indy to use. That works just fine.