Self Hosted

SMTP Error: Could not connect to SMTP

Apr 26, 2025, 11:00

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laurencetroyvOriginal post

Rank 3: Container

Apr 26, 2025, 10:27

My appwrite self-hosted instance on DigitalOcean cannot sennd emails. The following results were performed

Log:

docker compose logs -f appwrite-worker-mails
appwrite-worker-mails  | [Worker] Worker 0 is ready!
appwrite-worker-mails  | Worker mails  started
appwrite-worker-mails  | [Job] Received Job (680cb38fa668a7.96149614).
appwrite-worker-mails  | [Job] (680cb38fa668a7.96149614) failed to run.
appwrite-worker-mails  | [Job] (680cb38fa668a7.96149614) Error sending mail: SMTP Error: Could not connect to SMTP host. Failed to connect to server
appwrite-worker-mails  | Error log pushed with status code: 200
appwrite-worker-mails  | [Error] Type: Exception
appwrite-worker-mails  | [Error] Message: Error sending mail: SMTP Error: Could not connect to SMTP host. Failed to connect to server
appwrite-worker-mails  | [Error] File: /usr/src/code/src/Appwrite/Platform/Workers/Mails.php
appwrite-worker-mails  | [Error] Line: 145

Environment Variables:

docker compose exec appwrite-worker-mails vars | grep SMTP
- _APP_SMTP_HOST=smtp.sendgrid.net
- _APP_SMTP_PORT=465
- _APP_SMTP_SECURE=tls
- _APP_SMTP_USERNAME=apikey
- _APP_SMTP_PASSWORD=SG.***

Summary

Developers are experiencing SMTP connection issues with their self-hosted Appwrite instance on DigitalOcean. The system attempted to perform an OpenSSL test, but encountered connection timeouts. Despite the SMTP settings being correctly configured for Sendgrid, emails are still not sending successfully. The error message "SMTP Error: Could not connect to SMTP host" has been logged in the system.

laurencetroyv

Rank 3: Container

Apr 26, 2025, 10:27

OpenSSL test using command with -tls1, -tls1_2

#!/bin/sh
TO=email@mydomain.com
if [ ! -z "$1" ]; then
    TO=$1
fi
COMMAND='echo -e "From: <$_APP_SYSTEM_EMAIL_ADDRESS>\nSubject: Test SMTP Connection" | sendmail -H "openssl s_client -quiet -tls1 -connect $_APP_SMTP_HOST:$_APP_SMTP_PORT" -au$_APP_SMTP_USERNAME -ap$_APP_SMTP_PASSWORD -f $_APP_SYSTEM_EMAIL_ADDRESS -v'
COMMAND="${COMMAND} ${TO}"
docker compose exec appwrite-worker-mails sh -c "$COMMAND"

Output:

sendmail: send:'NOOP'
283B591CE6700000:error:8000006E:system library:BIO_connect:Operation timed out:crypto/bio/bio_sock2.c:178:calling connect()
283B591CE6700000:error:10000067:BIO routines:BIO_connect:connect error:crypto/bio/bio_sock2.c:180:
283B591CE6700000:error:8000006E:system library:BIO_connect:Operation timed out:crypto/bio/bio_sock2.c:178:calling connect()
283B591CE6700000:error:10000067:BIO routines:BIO_connect:connect error:crypto/bio/bio_sock2.c:180:
connect:errno=110
sendmail: helper exited (1)

laurencetroyv

Rank 3: Container

Apr 26, 2025, 10:29

I can send an email Using the Messaging > Providers > Sendgrid

laurencetroyv

Rank 3: Container

Apr 26, 2025, 10:31

Adding it in Settings > SMPT will result an error

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