Re: [mailop] Gmail - messages to self accepted by SMTP, not delivered
I've had customers repeatedly approach me about a similar issue and I ended up writing this in mass response: https://mxroute.com/docs/im-forwarding-or-retrieving-email-to-at-gmail-and-when-i-send-a-test-email-from-the-same-address-that-will-ultimately-be-receiving-it-it-doesnt-work/ I could probably argue that there's a logical case for not duplicating an email that someone sent to themselves by displaying it in two folders by default. I don't see people email themselves very often for any purpose other than testing. On 2021-10-16 12:57, Kostya Vasilyev via mailop wrote: Anyone from Google here? I'm seeing a bug where messages sent to same Gmail account (same from and to @gmail.com address) are accepted by smtp.gmail.com but are never delivered, dropped instead. This happens if: - Messages are sent using a mail app using IMAP / SMTP - Mail app uses OAUTH2 for authentication - Mail app was created / registered on Google Cloud some time inside the last two years - The user saves the message to Drafts before sending Apps using "less secure" (login / password) auth are not affected. Apps using OAUTH2 but registered a long(er) time ago are not affected. So basically any new mail app that tries to follow Google's recommended OAUTH2 will be seen by users as broken (can't send messages to yourself, which people do). Feel free to contact me directly for more info. ___ mailop mailing list mailop@mailop.org https://list.mailop.org/listinfo/mailop
Re: [mailop] Gmail - messages to self accepted by SMTP, not delivered
Well no, this one is different. It depends on whether the mail app uses OAUTH2 and on how recently this app was registered on Google Cloud. When such mail app is detected, Gmail will not automatically file messages submitted via SMTP into the Sent folder, as it's done for decades. This must be a deliberate change. Unfortunately as a side effect of this change, messages to self are silently dropped. Still hoping to get the attention of someone from Google, anyone out here? -- Kostya Vasilyev k...@fastmail.com On Sat, Oct 16, 2021, at 10:48 PM, Jarland Donnell via mailop wrote: > I've had customers repeatedly approach me about a similar issue and I > ended up writing this in mass response: > https://mxroute.com/docs/im-forwarding-or-retrieving-email-to-at-gmail-and-when-i-send-a-test-email-from-the-same-address-that-will-ultimately-be-receiving-it-it-doesnt-work/ > > I could probably argue that there's a logical case for not duplicating > an email that someone sent to themselves by displaying it in two folders > by default. I don't see people email themselves very often for any > purpose other than testing. > > On 2021-10-16 12:57, Kostya Vasilyev via mailop wrote: >> Anyone from Google here? >> >> I'm seeing a bug where messages sent to same Gmail account (same from >> and to @gmail.com address) are accepted by smtp.gmail.com but are >> never delivered, dropped instead. >> >> This happens if: >> >> - Messages are sent using a mail app using IMAP / SMTP >> - Mail app uses OAUTH2 for authentication >> - Mail app was created / registered on Google Cloud some time inside >> the last two years >> - The user saves the message to Drafts before sending >> >> Apps using "less secure" (login / password) auth are not affected. >> Apps using OAUTH2 but registered a long(er) time ago are not affected. >> >> So basically any new mail app that tries to follow Google's >> recommended OAUTH2 will be seen by users as broken (can't send >> messages to yourself, which people do). >> >> Feel free to contact me directly for more info. > ___ > mailop mailing list > mailop@mailop.org > https://list.mailop.org/listinfo/mailop ___ mailop mailing list mailop@mailop.org https://list.mailop.org/listinfo/mailop
Re: [mailop] Gmail - messages to self accepted by SMTP, not delivered
There is no deliberate connection between the authentication method and automatic-bcc... but bugs make fools of us all. Are all of your tests using the same user? If you can send me details off-list, I can investigate further. Brandon On Sat, Oct 16, 2021 at 11:58 PM Kostya Vasilyev via mailop < mailop@mailop.org> wrote: > Well no, this one is different. > > It depends on whether the mail app uses OAUTH2 and on how recently this > app was registered on Google Cloud. > > When such mail app is detected, Gmail will not automatically file messages > submitted via SMTP into the Sent folder, as it's done for decades. > > This must be a deliberate change. Unfortunately as a side effect of this > change, messages to self are silently dropped. > > Still hoping to get the attention of someone from Google, anyone out here? > > -- > Kostya Vasilyev > k...@fastmail.com > > On Sat, Oct 16, 2021, at 10:48 PM, Jarland Donnell via mailop wrote: > > I've had customers repeatedly approach me about a similar issue and I > > ended up writing this in mass response: > > > https://mxroute.com/docs/im-forwarding-or-retrieving-email-to-at-gmail-and-when-i-send-a-test-email-from-the-same-address-that-will-ultimately-be-receiving-it-it-doesnt-work/ > > > > I could probably argue that there's a logical case for not duplicating > > an email that someone sent to themselves by displaying it in two folders > > by default. I don't see people email themselves very often for any > > purpose other than testing. > > > > On 2021-10-16 12:57, Kostya Vasilyev via mailop wrote: > >> Anyone from Google here? > >> > >> I'm seeing a bug where messages sent to same Gmail account (same from > >> and to @gmail.com address) are accepted by smtp.gmail.com but are > >> never delivered, dropped instead. > >> > >> This happens if: > >> > >> - Messages are sent using a mail app using IMAP / SMTP > >> - Mail app uses OAUTH2 for authentication > >> - Mail app was created / registered on Google Cloud some time inside > >> the last two years > >> - The user saves the message to Drafts before sending > >> > >> Apps using "less secure" (login / password) auth are not affected. > >> Apps using OAUTH2 but registered a long(er) time ago are not affected. > >> > >> So basically any new mail app that tries to follow Google's > >> recommended OAUTH2 will be seen by users as broken (can't send > >> messages to yourself, which people do). > >> > >> Feel free to contact me directly for more info. > > ___ > > mailop mailing list > > mailop@mailop.org > > https://list.mailop.org/listinfo/mailop > ___ > mailop mailing list > mailop@mailop.org > https://list.mailop.org/listinfo/mailop > ___ mailop mailing list mailop@mailop.org https://list.mailop.org/listinfo/mailop
