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Difficulties Sending SMTP with Multiple Email Inboxes

TLDR ppppppppp3265 has issues with SMTP email sending despite successful IMAP setup for two inboxes. sojan_official shares a potential Microsoft-related problem and a respective ongoing fix. g1i7ch also experiences similar SMTP error.

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8

8mo

Mar 28, 2023 (8 months ago)

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ppppppppp3265

06:16 AM

1) I already set .env and the email from the system works perfectly (like forget password and registration)

2) I try to add 2 email inbox (one is the same email as .env , the other one is completely different email (hotmail))

2.1) both can recieve IMAP properly I see all incoming email, perfect

2.2) both cannot send SMTP, even mirroring the one in .env, I can't get email inbox to send email properly

(I don't want to email conversation continuity, I just need the simple IMAP and SMTP setup)

Thanks...

Image 1 for 1) I already set .env and the email from the system works perfectly (like forget password and registration)

2) I try to add 2 email inbox (one is the same email as .env , the other one is completely different email (hotmail))

2.1) both can recieve IMAP properly I see all incoming email, perfect

2.2) both cannot send SMTP, even mirroring the one in .env, I can't get email inbox to send email properly

(I don't want to email conversation continuity, I just need the simple IMAP and SMTP setup)

Thanks...

06:17

ppppppppp3265

06:17 AM

I am referring to this SMTP inbox...

the one on .env works perfectly, but this inbox doesn't send outgoing email at all.

06:23

ppppppppp3265

06:23 AM

Also no error can be found on Sidekiq

Mar 29, 2023 (8 months ago)

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ppppppppp3265

10:05 AM

error from sidekiq

Image 1 for error from sidekiq

Apr 02, 2023 (8 months ago)

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sojan_official

08:08 AM

seems like microsoft deprecated sending via smtp directly. We are working on a fix for the same https://github.com/chatwoot/chatwoot/pull/6728

Apr 04, 2023 (8 months ago)

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ppppppppp3265

02:55 PM

Thanks.

Apr 06, 2023 (8 months ago)

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g1i7ch

01:29 PM

same issue, any updates on this?

02:12

g1i7ch

02:12 PM

Apr 06 07:21:26 staffpanel chatwoot-worker.1[12560]: E, [2023-04-06T07:21:26.378085 #12560] ERROR -- : [ActiveJob] [ActionMailer::MailDeliveryJob] [89a8e053-6a86-4074-808f-c3a2f2daa411] Exception: Net::SMTPSyntaxError

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