Test email sends properly, but 2FA email is blocked #5237

New Issue

2026-03-07T20:17:53-06:00

GiteaMirror commented

2026-03-07 20:17:53 -06:00

Originally created by @Wolbaz on GitHub (May 11, 2023).

2FA email is rejected by Gmail

I have SMTP setup sufficiently that gmail allows the test emails to go through, yet when I try to set up 2FA through email, those messages get blocked.

Deployment environment

vaultwarden version: 1.28.1

Install method: Docker Container
Clients used: Web Vault, Android
Reverse proxy and version: traefik 2.6.7
MySQL/MariaDB or PostgreSQL version:
Other relevant details:

Steps to reproduce

Setup SMTP using gmail, send test email, attempt to send 2fa email.

Expected behaviour

Email sent

Actual behaviour

Email blocked by gmail. Have also tried a seperate email address not related to gmail and it was also blocked.

Troubleshooting data

Your environment (Generated via diagnostics page)

Vaultwarden version: v1.28.1
Web-vault version: v2023.3.0b
OS/Arch: linux/x86_64
Running within Docker: true (Base: Debian)
Environment settings overridden: true
Uses a reverse proxy: true
IP Header check: true (X-Real-IP)
Internet access: true
Internet access via a proxy: false
DNS Check: true
Browser/Server Time Check: true
Server/NTP Time Check: true
Domain Configuration Check: true
HTTPS Check: true
Database type: SQLite
Database version: 3.39.2
Clients used:
Reverse proxy and version:
Other relevant information:

Config (Generated via diagnostics page)

Show Running Config

Environment settings which are overridden: SIGNUPS_ALLOWED, INVITATIONS_ALLOWED, ADMIN_TOKEN

{
  "_duo_akey": null,
  "_enable_duo": false,
  "_enable_email_2fa": true,
  "_enable_smtp": true,
  "_enable_yubico": true,
  "_icon_service_csp": "",
  "_icon_service_url": "",
  "_ip_header_enabled": true,
  "_smtp_img_src": "cid:",
  "admin_ratelimit_max_burst": 3,
  "admin_ratelimit_seconds": 300,
  "admin_session_lifetime": 20,
  "admin_token": "***",
  "allowed_iframe_ancestors": "",
  "attachments_folder": "data/attachments",
  "authenticator_disable_time_drift": false,
  "data_folder": "data",
  "database_conn_init": "",
  "database_max_conns": 10,
  "database_timeout": 30,
  "database_url": "***************",
  "db_connection_retries": 15,
  "disable_2fa_remember": false,
  "disable_admin_token": false,
  "disable_icon_download": false,
  "domain": "*****://*************************",
  "domain_origin": "*****://*************************",
  "domain_path": "",
  "domain_set": true,
  "duo_host": null,
  "duo_ikey": null,
  "duo_skey": null,
  "email_attempts_limit": 3,
  "email_expiration_time": 600,
  "email_token_size": 6,
  "emergency_access_allowed": true,
  "emergency_notification_reminder_schedule": "0 3 * * * *",
  "emergency_request_timeout_schedule": "0 7 * * * *",
  "enable_db_wal": true,
  "event_cleanup_schedule": "0 10 0 * * *",
  "events_days_retain": null,
  "extended_logging": true,
  "helo_name": null,
  "hibp_api_key": null,
  "icon_blacklist_non_global_ips": true,
  "icon_blacklist_regex": null,
  "icon_cache_folder": "data/icon_cache",
  "icon_cache_negttl": 259200,
  "icon_cache_ttl": 2592000,
  "icon_download_timeout": 10,
  "icon_redirect_code": 302,
  "icon_service": "internal",
  "incomplete_2fa_schedule": "30 * * * * *",
  "incomplete_2fa_time_limit": 3,
  "invitation_expiration_hours": 120,
  "invitation_org_name": "Vaultwarden",
  "invitations_allowed": true,
  "ip_header": "X-Real-IP",
  "job_poll_interval_ms": 30000,
  "log_file": null,
  "log_level": "Info",
  "log_timestamp_format": "%Y-%m-%d %H:%M:%S.%3f",
  "login_ratelimit_max_burst": 10,
  "login_ratelimit_seconds": 60,
  "org_attachment_limit": null,
  "org_creation_users": "",
  "org_events_enabled": false,
  "org_groups_enabled": false,
  "password_hints_allowed": true,
  "password_iterations": 100000,
  "reload_templates": false,
  "require_device_email": false,
  "rsa_key_filename": "data/rsa_key",
  "send_purge_schedule": "0 5 * * * *",
  "sendmail_command": null,
  "sends_allowed": true,
  "sends_folder": "data/sends",
  "show_password_hint": true,
  "signups_allowed": true,
  "signups_domains_whitelist": "",
  "signups_verify": true,
  "signups_verify_resend_limit": 6,
  "signups_verify_resend_time": 3600,
  "smtp_accept_invalid_certs": false,
  "smtp_accept_invalid_hostnames": false,
  "smtp_auth_mechanism": null,
  "smtp_debug": false,
  "smtp_embed_images": true,
  "smtp_explicit_tls": null,
  "smtp_from": "*************************",
  "smtp_from_name": "Vaultwarden",
  "smtp_host": "**************",
  "smtp_password": "***",
  "smtp_port": 587,
  "smtp_security": "starttls",
  "smtp_ssl": null,
  "smtp_timeout": 15,
  "smtp_username": "*************************",
  "templates_folder": "data/templates",
  "tmp_folder": "data/tmp",
  "trash_auto_delete_days": null,
  "trash_purge_schedule": "0 5 0 * * *",
  "use_sendmail": false,
  "use_syslog": false,
  "user_attachment_limit": null,
  "web_vault_enabled": true,
  "web_vault_folder": "web-vault/",
  "websocket_address": "0.0.0.0",
  "websocket_enabled": false,
  "websocket_port": 3012,
  "yubico_client_id": null,
  "yubico_secret_key": null,
  "yubico_server": null
}

Originally created by @Wolbaz on GitHub (May 11, 2023).   ### 2FA email is rejected by Gmail  I have SMTP setup sufficiently that gmail allows the test emails to go through, yet when I try to set up 2FA through email, those messages get blocked. ![image](https://github.com/dani-garcia/vaultwarden/assets/69988407/56aed649-5578-46d9-8c70-2412fbbdfb49) ### Deployment environment     * vaultwarden version: 1.28.1  * Install method: Docker Container * Clients used:  Web Vault, Android * Reverse proxy and version:  traefik 2.6.7 * MySQL/MariaDB or PostgreSQL version:  * Other relevant details: ### Steps to reproduce  Setup SMTP using gmail, send test email, attempt to send 2fa email. ### Expected behaviour  Email sent ### Actual behaviour  Email blocked by gmail. Have also tried a seperate email address not related to gmail and it was also blocked. ### Troubleshooting data  ### Your environment (Generated via diagnostics page) * Vaultwarden version: v1.28.1 * Web-vault version: v2023.3.0b * OS/Arch: linux/x86_64 * Running within Docker: true (Base: Debian) * Environment settings overridden: true * Uses a reverse proxy: true * IP Header check: true (X-Real-IP) * Internet access: true * Internet access via a proxy: false * DNS Check: true * Browser/Server Time Check: true * Server/NTP Time Check: true * Domain Configuration Check: true * HTTPS Check: true * Database type: SQLite * Database version: 3.39.2 * Clients used: * Reverse proxy and version: * Other relevant information: ### Config (Generated via diagnostics page) <details><summary>Show Running Config</summary> **Environment settings which are overridden:** SIGNUPS_ALLOWED, INVITATIONS_ALLOWED, ADMIN_TOKEN ```json { "_duo_akey": null, "_enable_duo": false, "_enable_email_2fa": true, "_enable_smtp": true, "_enable_yubico": true, "_icon_service_csp": "", "_icon_service_url": "", "_ip_header_enabled": true, "_smtp_img_src": "cid:", "admin_ratelimit_max_burst": 3, "admin_ratelimit_seconds": 300, "admin_session_lifetime": 20, "admin_token": "***", "allowed_iframe_ancestors": "", "attachments_folder": "data/attachments", "authenticator_disable_time_drift": false, "data_folder": "data", "database_conn_init": "", "database_max_conns": 10, "database_timeout": 30, "database_url": "***************", "db_connection_retries": 15, "disable_2fa_remember": false, "disable_admin_token": false, "disable_icon_download": false, "domain": "*****://*************************", "domain_origin": "*****://*************************", "domain_path": "", "domain_set": true, "duo_host": null, "duo_ikey": null, "duo_skey": null, "email_attempts_limit": 3, "email_expiration_time": 600, "email_token_size": 6, "emergency_access_allowed": true, "emergency_notification_reminder_schedule": "0 3 * * * *", "emergency_request_timeout_schedule": "0 7 * * * *", "enable_db_wal": true, "event_cleanup_schedule": "0 10 0 * * *", "events_days_retain": null, "extended_logging": true, "helo_name": null, "hibp_api_key": null, "icon_blacklist_non_global_ips": true, "icon_blacklist_regex": null, "icon_cache_folder": "data/icon_cache", "icon_cache_negttl": 259200, "icon_cache_ttl": 2592000, "icon_download_timeout": 10, "icon_redirect_code": 302, "icon_service": "internal", "incomplete_2fa_schedule": "30 * * * * *", "incomplete_2fa_time_limit": 3, "invitation_expiration_hours": 120, "invitation_org_name": "Vaultwarden", "invitations_allowed": true, "ip_header": "X-Real-IP", "job_poll_interval_ms": 30000, "log_file": null, "log_level": "Info", "log_timestamp_format": "%Y-%m-%d %H:%M:%S.%3f", "login_ratelimit_max_burst": 10, "login_ratelimit_seconds": 60, "org_attachment_limit": null, "org_creation_users": "", "org_events_enabled": false, "org_groups_enabled": false, "password_hints_allowed": true, "password_iterations": 100000, "reload_templates": false, "require_device_email": false, "rsa_key_filename": "data/rsa_key", "send_purge_schedule": "0 5 * * * *", "sendmail_command": null, "sends_allowed": true, "sends_folder": "data/sends", "show_password_hint": true, "signups_allowed": true, "signups_domains_whitelist": "", "signups_verify": true, "signups_verify_resend_limit": 6, "signups_verify_resend_time": 3600, "smtp_accept_invalid_certs": false, "smtp_accept_invalid_hostnames": false, "smtp_auth_mechanism": null, "smtp_debug": false, "smtp_embed_images": true, "smtp_explicit_tls": null, "smtp_from": "*************************", "smtp_from_name": "Vaultwarden", "smtp_host": "**************", "smtp_password": "***", "smtp_port": 587, "smtp_security": "starttls", "smtp_ssl": null, "smtp_timeout": 15, "smtp_username": "*************************", "templates_folder": "data/templates", "tmp_folder": "data/tmp", "trash_auto_delete_days": null, "trash_purge_schedule": "0 5 0 * * *", "use_sendmail": false, "use_syslog": false, "user_attachment_limit": null, "web_vault_enabled": true, "web_vault_folder": "web-vault/", "websocket_address": "0.0.0.0", "websocket_enabled": false, "websocket_port": 3012, "yubico_client_id": null, "yubico_secret_key": null, "yubico_server": null } ``` </details>

GiteaMirror closed this issue

2026-03-07 20:17:53 -06:00

GiteaMirror commented

2026-03-07 20:17:54 -06:00

@Wolbaz commented on GitHub (May 11, 2023):

I was able to work around this by running my emails through Mailjet instead of Gmail.

@Wolbaz commented on GitHub (May 11, 2023): I was able to work around this by running my emails through Mailjet instead of Gmail.

GiteaMirror commented

2026-03-07 20:17:54 -06:00

@BlackDex commented on GitHub (May 12, 2023):

If I'm correct, Google will also block if the from name deviates to much from the configured user. It may not do this the first few nails, but there AI or what ever you want to call it will c do that after a few emails from what i understand.

Besides that, there is nothing we can do. We can't magically pass through there detection filtering.

I suggest to s see if emails will work when you change the from name from Vaultwarden to the actual name of that mailbox and see what happens. Other than that, we can't do anything I'm afraid.

@BlackDex commented on GitHub (May 12, 2023): If I'm correct, Google will also block if the from name deviates to much from the configured user. It may not do this the first few nails, but there AI or what ever you want to call it will c do that after a few emails from what i understand. Besides that, there is nothing we can do. We can't magically pass through there detection filtering. I suggest to s see if emails will work when you change the from name from `Vaultwarden` to the actual name of that mailbox and see what happens. Other than that, we can't do anything I'm afraid.