Re: Problem sending mail with Apple Mail

2018-04-10 Thread Christopher van de Sande
Hey thanks for posting that. I've always preferred to use the "forced" TLS on 465. Nice to see the IETF has come full circle and I'll be RFC compliant again! On 2018-04-10 15:54, Andrew Swartz wrote: FYI: A new (Jan 2018) RFC is now re-adopting port 465 for mail submission: https://tools.i

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Raf Czlonka
Ha! What's next!? LDAPS on 636 standardised? ;^) On Tue, Apr 10, 2018 at 03:54:50PM BST, Andrew Swartz wrote: > > FYI: > > A new (Jan 2018) RFC is now re-adopting port 465 for mail submission: > > https://tools.ietf.org/html/rfc8314 > > It discusses the rationale, and it is the first RFC that

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Nick Gyurov
Hey Andrew, I just prefer to ignore bitching in mailing lists as opposed to get sucked into a flaming war and behave like a bitch too. Cheers! - Regards, Nick > On 10 Apr 2018, at 10:54 PM, Andrew Swartz wrote: > > > FYI: > > A new (Jan 2018) RFC is now re-adopting port 465 for mail submis

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Andrew Swartz
FYI: A new (Jan 2018) RFC is now re-adopting port 465 for mail submission: https://tools.ietf.org/html/rfc8314 It discusses the rationale, and it is the first RFC that I've found to be an interesting read. It advocates "Implicit TLS" on port 465 over either cleartext OR STARTTLS. On 4/10/

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Reio Remma
On 10.04.18 14:49, Craig Skinner wrote: On Tue, 10 Apr 2018 10:22:28 Nick Gyurov wrote: ... autoconfiguration worked when listening on submission Fuck me! _WHAT_A_BIG_SURPRISE_!!! Bloody hell! That's a bit uncalled for. I personally touch Apple Mail only with a long stick and wouldn't have

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Craig Skinner
On Tue, 10 Apr 2018 10:22:28 Nick Gyurov wrote: > ... autoconfiguration worked when listening on submission Fuck me! _WHAT_A_BIG_SURPRISE_!!! Bloody hell! Perhaps Firefox will start browsing on port 80 next! Whoop!!! Maybe ssh will one day connect to port 22 too! Stunned! -- Craig Skinner |

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Craig Skinner
On Tue, 10 Apr 2018 17:49:56 +0800 Nick Gyurov wrote: > ... (check my previous mail). I read that & wrote what I wrote, *because* I saw you using the wrong port. I also wrote that perhaps Apple Mail was expecting to use the RFC port. If you use port 56789 and tell Apple Mail to use that non-stan

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Craig Skinner
On Tue, 10 Apr 2018 12:51:55 +0300 Reio Remma wrote: > Curious indeed, if Apple autoconfiguration would work properly on the > submission port. > Yes Reio:- > >> On 10 Apr 2018, at 5:43 PM, Craig Skinner wrote: > >> > >> Port 465 is not RFC compliant. > >> > >> Perhaps Apple Mail expects the R

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Nick Gyurov
It's a good point. I just tested, autoconfiguration worked when listening on submission is enabled, even with tls-required and auth. On Tue, Apr 10, 2018 at 5:52 PM Reio Remma wrote: > Curious indeed, if Apple autoconfiguration would work properly on the > submission port. > > Reio > > On 10.04.

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Reio Remma
Curious indeed, if Apple autoconfiguration would work properly on the submission port. Reio On 10.04.18 12:49, Nick Gyurov wrote: Hey Craig, Solved by additionally specifying port, TLS/SSL and password auth (check my previous mail). Worked on port 465 as well. Sent from my iPhone On 10 A

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Nick Gyurov
Hey Craig, Solved by additionally specifying port, TLS/SSL and password auth (check my previous mail). Worked on port 465 as well. Sent from my iPhone > On 10 Apr 2018, at 5:43 PM, Craig Skinner wrote: > > Hi Nick, > > Port 587 is the proper MUA submission port, not 465. > > https://en.wik

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Craig Skinner
Hi Nick, Port 587 is the proper MUA submission port, not 465. https://en.wikipedia.org/wiki/Simple_Mail_Transfer_Protocol https://tools.ietf.org/html/rfc6409 http://blog.mailgun.com/25-465-587-what-port-should-i-use/ Port 465 is not RFC compliant. Perhaps Apple Mail expects the RFC port 587

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Nick Gyurov
Thanks Michal. Reio Remma has also replied to me, pointing me in the right direction. It turns out that when you enter username and password for the SMTP server in Apple Mail using automatic connection settings (snap1), it only checks the connection to that server (never tries to authenticate), he

Re: Problem sending mail with Apple Mail

2018-04-10 Thread Michal Krzysztofowicz
> On 9 Apr 2018, at 23:12, Nick Gyurov wrote: > > Hello, Hi, > > Running OpenSMTPD 6.0.0 on OpenBSD 6.2. > > I'm having a weird problem being unable to send mail with Apple Mail on > macOS, while I'm perfectly able to send mails using the same configuration > from the native mail client on