This maybe a wXYz-Problem. But I'm stuck at getting SSL to work with `send-email`. I'm trying to update both my home Windows PC (win10) and my Ubuntu travel laptop (an old-Acer-i5) `send-email` setup/config to use my personal email domain (with authentication), rather than my old home ISP locked (no auth) connection, but I'm struggling. Z) Does the GCM (Git Credential Manager) integrate well with send-email, and what guidance is available for setting up and debugging the `send-email` configuration? Y) It's not clear what I should see in the terminal window in either Git-for-Windows or Ubuntu when testing the `git send-email` command - without/with using GCM. w) Some back story. I set up my existing telephone-line-locked home send-email config many years ago around the time of dial-up/ADSL. My router logs into my ISP giving me an open port 25 for SMTP (though doesn't advertise that any more). My config for the ISP is simple, needing only the `smtpServer, smtpServerPort`, and my `from, suppressfrom, & chainreplyto` settings. It works for both the Win PC and my Ubuntu laptop, but I can only use this when at home. I also have a personal email domain (iee.email) whose authentication works with Thunderbird for the WinPC at home, and the Ubuntu laptop at home and when away from home. I'd like to be able to use ` send-email` via the personal email domain on the laptop when away from home (final goal), and also match that `send-email` use on the Win PC (which would also allow easy switching ISP when needed). X) Where I've reached. I've discovered `sendemail.identity`, so at least I can have both configurations available for selection [7]. I've added the --smtp-debug=1` with little insight. I've hit a brick wall with respect to establishing the connection (I think). It's not clear if any authentication (password stuff) has started. I fail to get the "<<<220 xxxxx server ready" reply that my ISP identity gives, rather I get "Net::SMTP: Net::Cmd::getline(): unexpected EOF on command channel: Connection reset by peer ... Unable to initialize SMTP properly. Check config and use --smtp-debug. VALUES: server=smtp.hosts.co.uk encryption= hello=localhost.localdomain port=465" I've added below the terminal responses [1,3] and extracts of the config [2,4] for my test 'cover-letter'. Plus my Thunderbird settings [5] for comparison. Git build [6]. Domain provider advice [8]. Thoughts: Maybe the setting I need for `git-end-email` don't match those used by Thunderbird; Is there extra debug info if I set some extra parameters. Maybe some other tool can provide insight into what's failing? Any suggestions? -- Philip [1] Failing case phili@Philip-Win10 MINGW64 /c/git-sdk-64/usr/src/git (die_preserve_ggg) $ git send-email --identity=Names --to="Philip Oakley <philipoakley@iee.email>" --smtp-debug=1 0000*.patch 0000-cover-letter.patch Net::SMTP>>> Net::SMTP(3.13) Net::SMTP>>> Net::Cmd(3.13) Net::SMTP>>> Exporter(5.76) Net::SMTP>>> IO::Socket::IP(0.41) Net::SMTP>>> IO::Socket(1.46) Net::SMTP>>> IO::Handle(1.46) Net::SMTP: Net::Cmd::getline(): unexpected EOF on command channel: Connection reset by peer at C:/Program Files/Git/mingw64/libexec/git-core\git-send-email line 1698. Unable to initialize SMTP properly. Check config and use --smtp-debug. VALUES: server=smtp.hosts.co.uk encryption= hello=localhost.localdomain port=465 at C:/Program Files/Git/mingw64/libexec/git-core\git-send-email line 1725. phili@Philip-Win10 MINGW64 /c/git-sdk-64/usr/src/git (die_preserve_ggg) --- [2] [sendemail "Names"] chainreplyto = false from = Philip Oakley <philipoakley@iee.email> suppressfrom = true smtpServer = smtp.hosts.co.uk smtpServerPort = 465 smptEncryption = ssl smtpUser = iee.email smtpPass = <password> ---------------------- [3] Existing (passing) case phili@Philip-Win10 MINGW64 /c/git-sdk-64/usr/src/git (die_preserve_ggg) $ git send-email --identity=TalkTalk --to="Philip Oakley <philipoakley@iee.email>" --smtp-debug=1 0000*.patch 0000-cover-letter.patch Net::SMTP>>> Net::SMTP(3.13) Net::SMTP>>> Net::Cmd(3.13) Net::SMTP>>> Exporter(5.76) Net::SMTP>>> IO::Socket::IP(0.41) Net::SMTP>>> IO::Socket(1.46) Net::SMTP>>> IO::Handle(1.46) Net::SMTP=GLOB(0x800c16240)<<< 220 cm4nec smtp.talktalk.net ESMTP server ready Net::SMTP=GLOB(0x800c16240)>>> EHLO localhost.localdomain Net::SMTP=GLOB(0x800c16240)<<< 250-cm4nec hello [84.13.159.41], pleased to meet you Net::SMTP=GLOB(0x800c16240)<<< 250-HELP Net::SMTP=GLOB(0x800c16240)<<< 250-SIZE 30000000 Net::SMTP=GLOB(0x800c16240)<<< 250-ENHANCEDSTATUSCODES Net::SMTP=GLOB(0x800c16240)<<< 250-8BITMIME Net::SMTP=GLOB(0x800c16240)<<< 250 OK Net::SMTP=GLOB(0x800c16240)>>> MAIL FROM:<philipoakley@iee.email> Net::SMTP=GLOB(0x800c16240)<<< 250 2.1.0 <philipoakley@iee.email> sender ok Net::SMTP=GLOB(0x800c16240)>>> RCPT TO:<philipoakley@iee.email> Net::SMTP=GLOB(0x800c16240)<<< 250 2.1.5 <philipoakley@iee.email> recipient ok Net::SMTP=GLOB(0x800c16240)>>> DATA Net::SMTP=GLOB(0x800c16240)<<< 354 OK Net::SMTP=GLOB(0x800c16240)>>> From: Philip Oakley <philipoakley@iee.email> Net::SMTP=GLOB(0x800c16240)>>> To: Philip Oakley <philipoakley@iee.email> Net::SMTP=GLOB(0x800c16240)>>> Subject: [PATCH 0/1] *** Test Names *** Net::SMTP=GLOB(0x800c16240)>>> Date: Sat, 16 Apr 2022 09:54:00 +0100 Net::SMTP=GLOB(0x800c16240)>>> Message-Id: <20220416085400.277-1-philipoakley@iee.email> Net::SMTP=GLOB(0x800c16240)>>> X-Mailer: git-send-email 2.36.0.rc0.windows.1 Net::SMTP=GLOB(0x800c16240)>>> MIME-Version: 1.0 Net::SMTP=GLOB(0x800c16240)>>> Content-Transfer-Encoding: 8bit Net::SMTP=GLOB(0x800c16240)>>> *** Test BLURB *** [...] Net::SMTP=GLOB(0x800c16240)>>> 2.36.0.rc0.windows.1 Net::SMTP=GLOB(0x800c16240)>>> . Net::SMTP=GLOB(0x800c16240)<<< 250 2.0.0 feC1ntahZW5NofeC1ntcj4 mail accepted for delivery OK. Log says: Server: smtp.talktalk.net MAIL FROM:<philipoakley@iee.email> RCPT TO:<philipoakley@iee.email> From: Philip Oakley <philipoakley@iee.email> To: Philip Oakley <philipoakley@iee.email> Subject: [PATCH 0/1] *** Test Names *** Date: Sat, 16 Apr 2022 09:54:00 +0100 Message-Id: <20220416085400.277-1-philipoakley@iee.email> X-Mailer: git-send-email 2.36.0.rc0.windows.1 MIME-Version: 1.0 Content-Transfer-Encoding: 8bit Result: 250 Net::SMTP=GLOB(0x800c16240)>>> QUIT Net::SMTP=GLOB(0x800c16240)<<< 221 2.0.0 cm4nec smtp.talktalk.net closing connection phili@Philip-Win10 MINGW64 /c/git-sdk-64/usr/src/git (die_preserve_ggg) --- [4] [sendemail "TalkTalk"] chainreplyto = false from = Philip Oakley <philipoakley@iee.email> suppressfrom = true smtpServer = smtp.talktalk.net smtpServerPort = 25 [5] Thunderbird (IMAP) Server Settings (gui) ServerName: imap.hosts.co.uk ServerPort: 993 UserName: iee.email ConnectionSecurity: SSL/TLS [None|StartTLS|Ssl/tls] AuthMethod: NormalPass [Normal|Encrypted|Kerebos/Gssapi|NTLM|TLScert|Oath2] -- Thunderbird Outgoing SMPTP Server smtp.hosts.co.uk 465 SSL/TLS NormalPassword iee.email [6] Git Build details phili@Philip-Win10 MINGW64 /c/git-sdk-64/usr/src/git $ git --version --build-options git version 2.36.0.rc0.windows.1 cpu: x86_64 built from commit: c61dcf9cfa725959a79a3fb61d63bc05cc13ac7a sizeof-long: 4 sizeof-size_t: 8 shell-path: /bin/sh feature: fsmonitor--daemon phili@Philip-Win10 MINGW64 /c/git-sdk-64/usr/src/git $ cat /etc/install-options.txt Editor Option: Notepad++ Custom Editor Path: Default Branch Option: main Path Option: Cmd SSH Option: OpenSSH Tortoise Option: false CURL Option: OpenSSL CRLF Option: CRLFAlways Bash Terminal Option: MinTTY Git Pull Behavior Option: Merge Use Credential Manager: Enabled Performance Tweaks FSCache: Enabled Enable Symlinks: Disabled Enable Pseudo Console Support: Disabled Enable FSMonitor: Disabled [7] sendemail.identity now comes straight after the new safe.directory entry - serendipity .. [8] Names domain smtp advice https://www.names.co.uk/support/articles/sending-emails-via-alternate-smtp-ports/ [Use SSL/465]