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Add a test for email delivery

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This commit is contained in:
Linus Gasser 2025-09-30 16:11:09 +02:00
parent d5809aca8e
commit 7418e2f14a
6 changed files with 655 additions and 1 deletions
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2
.gitattributes vendored Normal file
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@ -0,0 +1,2 @@
# Treat devbox.lock as binary to prevent it from showing in diffs
devbox.lock binary

34
README.md
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@ -15,6 +15,40 @@ Check out our demo at https://osem.copyleft.dev
## Installation
Please refer to our [installation guide](INSTALL.md).
## DEBUG MAIL ISSUES
If you're experiencing email delivery problems, use these commands to diagnose SMTP configuration issues.
For these tests, it supposes that you have a valid .env.production file in your home directory.
### Show current mail configuration
```bash
bundle exec rake mail:config
```
### Test SMTP connection and send test email
```bash
TEST_EMAIL_TO=your-email@example.com bundle exec rake mail:test
```
The test command will:
- Display your SMTP settings (with passwords hidden)
- Show detailed SMTP protocol conversation for debugging
- Attempt to send a test email
- Provide troubleshooting hints if delivery fails
**Common issues:**
- Authentication method mismatch (try `OSEM_SMTP_AUTHENTICATION=login` instead of `plain`)
- SSL certificate verification (try `OSEM_SMTP_OPENSSL_VERIFY_MODE=none` for testing)
### Using with devbox
If you're using [devbox](https://www.jetpack.io/devbox/docs/quickstart/) for development, prefix commands with `devbox run`:
```bash
devbox run bundle exec rake mail:config
devbox run TEST_EMAIL_TO=your-email@example.com bundle exec rake mail:test
```
## How to contribute to OSEM
Please refer to our [contributing guide](CONTRIBUTING.md).

3
config/environments/production.rb
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@ -103,7 +103,8 @@ Rails.application.configure do
authentication: ENV.fetch('OSEM_SMTP_AUTHENTICATION', nil)&.to_sym,
domain: ENV.fetch('OSEM_SMTP_DOMAIN', nil),
enable_starttls_auto: ENV.fetch('OSEM_SMTP_ENABLE_STARTTLS_AUTO', 'true') == 'true',
openssl_verify_mode: ENV.fetch('OSEM_SMTP_OPENSSL_VERIFY_MODE', nil)&.to_sym
openssl_verify_mode: ENV['OSEM_SMTP_OPENSSL_VERIFY_MODE'] == 'none' ? OpenSSL::SSL::VERIFY_NONE :
ENV['OSEM_SMTP_OPENSSL_VERIFY_MODE'] == 'peer' ? OpenSSL::SSL::VERIFY_PEER : nil
}.compact
# Use memcache cluster as cache store in production

23
devbox.json Normal file
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@ -0,0 +1,23 @@
{
"$schema": "https://raw.githubusercontent.com/jetify-com/devbox/0.16.0/.schema/devbox.schema.json",
"packages": {
"ruby": "3.3",
"libyamlcpp": "latest",
"libyaml": {
"version": "latest",
"outputs": ["dev"]
},
"pkg-config": "latest",
"postgresql": "latest"
},
"shell": {
"init_hook": [
"echo 'Welcome to devbox!' > /dev/null"
],
"scripts": {
"test": [
"echo \"Error: no test specified\" && exit 1"
]
}
}
}

459
devbox.lock Normal file
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@ -0,0 +1,459 @@
{
"lockfile_version": "1",
"packages": {
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"last_modified": "2025-09-28T14:42:27Z",
"resolved": "github:NixOS/nixpkgs/647e5c14cbd5067f44ac86b74f014962df460840?lastModified=1759070547&narHash=sha256-JVZl8NaVRYb0%2B381nl7LvPE%2BA774%2FdRpif01FKLrYFQ%3D"
},
"libyaml@latest": {
"last_modified": "2025-09-18T16:33:27Z",
"resolved": "github:NixOS/nixpkgs/f4b140d5b253f5e2a1ff4e5506edbf8267724bde#libyaml",
"source": "devbox-search",
"version": "0.2.5",
"systems": {
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"outputs": [
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"name": "out",
"path": "/nix/store/9m9h3bs4nxibpv3qss4gzl9qhn7fdrhg-libyaml-0.2.5",
"default": true
},
{
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"path": "/nix/store/alv50py6jqrpjs41i6c3a6g9kmwg7ng3-libyaml-0.2.5-dev"
}
],
"store_path": "/nix/store/9m9h3bs4nxibpv3qss4gzl9qhn7fdrhg-libyaml-0.2.5"
},
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"default": true
},
{
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"path": "/nix/store/id8zfkklgwy9b61cjs2m01fmrg7549b8-libyaml-0.2.5",
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},
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}
],
"store_path": "/nix/store/id8zfkklgwy9b61cjs2m01fmrg7549b8-libyaml-0.2.5"
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},
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"resolved": "github:NixOS/nixpkgs/e3945057be467f32028ff6b67403be08285ad8c8#libyamlcpp",
"source": "devbox-search",
"version": "0.7.0",
"systems": {
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"outputs": [
{
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"default": true
}
],
"store_path": "/nix/store/nzfp0h9003nx697g2y18rgd7pv93l71k-libyaml-cpp-0.7.0"
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"aarch64-linux": {
"outputs": [
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],
"store_path": "/nix/store/nrvy98llrc8rdy7dpif9cfgx24r1b7dm-libyaml-cpp-0.7.0"
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"x86_64-darwin": {
"outputs": [
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"path": "/nix/store/77vr3hcpz3wamvl3dfhl8dv9c02mifqj-libyaml-cpp-0.7.0",
"default": true
}
],
"store_path": "/nix/store/77vr3hcpz3wamvl3dfhl8dv9c02mifqj-libyaml-cpp-0.7.0"
},
"x86_64-linux": {
"outputs": [
{
"name": "out",
"path": "/nix/store/3rifaszcy7aay10k4r5xbd1180x3xsnm-libyaml-cpp-0.7.0",
"default": true
}
],
"store_path": "/nix/store/3rifaszcy7aay10k4r5xbd1180x3xsnm-libyaml-cpp-0.7.0"
}
}
},
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"resolved": "github:NixOS/nixpkgs/f4b140d5b253f5e2a1ff4e5506edbf8267724bde#pkg-config",
"source": "devbox-search",
"version": "0.29.2",
"systems": {
"aarch64-darwin": {
"outputs": [
{
"name": "out",
"path": "/nix/store/yc7mj2h6kh2cm4h61v57c5qmycaq4x2z-pkg-config-wrapper-0.29.2",
"default": true
},
{
"name": "man",
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"default": true
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{
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"store_path": "/nix/store/yc7mj2h6kh2cm4h61v57c5qmycaq4x2z-pkg-config-wrapper-0.29.2"
},
"aarch64-linux": {
"outputs": [
{
"name": "out",
"path": "/nix/store/gbpsba382jc93zzvwkiqkwrgdfvjr2s0-pkg-config-wrapper-0.29.2",
"default": true
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{
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"path": "/nix/store/z3snkc308vvd71rpjzqnw1wmsw3jfwvg-pkg-config-wrapper-0.29.2-man",
"default": true
},
{
"name": "doc",
"path": "/nix/store/2yz6sk7bhph65d9yi1vzhr224l1w6c46-pkg-config-wrapper-0.29.2-doc"
}
],
"store_path": "/nix/store/gbpsba382jc93zzvwkiqkwrgdfvjr2s0-pkg-config-wrapper-0.29.2"
},
"x86_64-darwin": {
"outputs": [
{
"name": "out",
"path": "/nix/store/za7iazvgg64cs4gmshnk540mjf5yxm9f-pkg-config-wrapper-0.29.2",
"default": true
},
{
"name": "man",
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{
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],
"store_path": "/nix/store/za7iazvgg64cs4gmshnk540mjf5yxm9f-pkg-config-wrapper-0.29.2"
},
"x86_64-linux": {
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{
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"default": true
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"resolved": "github:NixOS/nixpkgs/a1f79a1770d05af18111fbbe2a3ab2c42c0f6cd0#postgresql",
"source": "devbox-search",
"version": "17.6",
"systems": {
"aarch64-darwin": {
"outputs": [
{
"name": "out",
"path": "/nix/store/x8316kdj4hvr90zww4fzrh6iqbp2fwfv-postgresql-17.6",
"default": true
},
{
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{
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},
{
"name": "plpython3",
"path": "/nix/store/k52nrq2chmf9bcsgdl5xdxigi43cb641-postgresql-17.6-plpython3"
},
{
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"path": "/nix/store/95s1q5ybh6g7rff0sb77963rxmzl07hb-postgresql-17.6-pltcl"
},
{
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"path": "/nix/store/p598qxn9a6czkawqica9aglgpi7qk602-postgresql-17.6-doc"
},
{
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},
{
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"path": "/nix/store/hhwgaaprw190fd4lan9c1jcayni005mc-postgresql-17.6-jit"
},
{
"name": "plperl",
"path": "/nix/store/7i8fin94kv6bsil9yfws868kfn8dsfk5-postgresql-17.6-plperl"
}
],
"store_path": "/nix/store/x8316kdj4hvr90zww4fzrh6iqbp2fwfv-postgresql-17.6"
},
"aarch64-linux": {
"outputs": [
{
"name": "out",
"path": "/nix/store/zdmrsczynsanljim77c5fhmlgf8lnqgr-postgresql-17.6",
"default": true
},
{
"name": "man",
"path": "/nix/store/izkz6kkch9br4rcn3jzijds6galnswmj-postgresql-17.6-man",
"default": true
},
{
"name": "plpython3",
"path": "/nix/store/4539wyz2xpa70ihhbsfbizqj2a4nb0qi-postgresql-17.6-plpython3"
},
{
"name": "plperl",
"path": "/nix/store/89plna3bfrlihpdl6h1nif7488j4lycw-postgresql-17.6-plperl"
},
{
"name": "debug",
"path": "/nix/store/661ssr2ma5jah0ifj0ca3pjhxz8fmgv8-postgresql-17.6-debug"
},
{
"name": "dev",
"path": "/nix/store/w9d09r1ziky5yjdpq0fb0lkpm93db6rv-postgresql-17.6-dev"
},
{
"name": "jit",
"path": "/nix/store/w856mf7gc0y81jsjppm77ww9k7l04dm6-postgresql-17.6-jit"
},
{
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},
{
"name": "doc",
"path": "/nix/store/bfgv1xi0r72hwy7sg2syz9mvrmm1iq6a-postgresql-17.6-doc"
},
{
"name": "pltcl",
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}
],
"store_path": "/nix/store/zdmrsczynsanljim77c5fhmlgf8lnqgr-postgresql-17.6"
},
"x86_64-darwin": {
"outputs": [
{
"name": "out",
"path": "/nix/store/hfq4hh6nji29lrkd2d2h499s4rnfjvxr-postgresql-17.6",
"default": true
},
{
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"default": true
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{
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},
{
"name": "plperl",
"path": "/nix/store/4ywicb8zvp2qv0wslisgh9khd3f3mq8y-postgresql-17.6-plperl"
},
{
"name": "plpython3",
"path": "/nix/store/fxiq5vdvb7zamdj467dn4i5jgfvwcdj3-postgresql-17.6-plpython3"
},
{
"name": "pltcl",
"path": "/nix/store/zixqyfqp3df8cjxrggyv24r2mn6q03q4-postgresql-17.6-pltcl"
},
{
"name": "dev",
"path": "/nix/store/1ln3lngxzr913r6nh3qj605x82ijc5r7-postgresql-17.6-dev"
},
{
"name": "jit",
"path": "/nix/store/rvjip61mh1a2llmhwgrd08hvsbcnb59j-postgresql-17.6-jit"
},
{
"name": "doc",
"path": "/nix/store/s6gdj1jblsimi551jaw9a0ab3r6208sl-postgresql-17.6-doc"
}
],
"store_path": "/nix/store/hfq4hh6nji29lrkd2d2h499s4rnfjvxr-postgresql-17.6"
},
"x86_64-linux": {
"outputs": [
{
"name": "out",
"path": "/nix/store/jq2kbdw6ljv9i47jz23pm072cfyxwpfj-postgresql-17.6",
"default": true
},
{
"name": "man",
"path": "/nix/store/z2s4zb4kxh80v7npbin8pv27vjf5fc4k-postgresql-17.6-man",
"default": true
},
{
"name": "dev",
"path": "/nix/store/l8m7mbvqxdi9bd5apl8s49kjpnzrcv6c-postgresql-17.6-dev"
},
{
"name": "doc",
"path": "/nix/store/dg0cwp756r82crxmdv8vzq7d7kjzi4qi-postgresql-17.6-doc"
},
{
"name": "plperl",
"path": "/nix/store/cq3zxs5dw2xy0hib0fpi70k4kack640z-postgresql-17.6-plperl"
},
{
"name": "debug",
"path": "/nix/store/hzkqv89nrdz00npy3r5ly7hi8iq6i9s4-postgresql-17.6-debug"
},
{
"name": "jit",
"path": "/nix/store/w6f1f7dxai435w963fzifbf14kxbv5s3-postgresql-17.6-jit"
},
{
"name": "lib",
"path": "/nix/store/msjxcqa4x2f52dyq10rbrbw6k0m0hi90-postgresql-17.6-lib"
},
{
"name": "plpython3",
"path": "/nix/store/sjb555ik5jrrk2gllpgcdmvwxhj5kv1v-postgresql-17.6-plpython3"
},
{
"name": "pltcl",
"path": "/nix/store/0w5sqnpakfk7qfm1yfbkwajz75pha4qj-postgresql-17.6-pltcl"
}
],
"store_path": "/nix/store/jq2kbdw6ljv9i47jz23pm072cfyxwpfj-postgresql-17.6"
}
}
},
"ruby@3.3": {
"last_modified": "2025-09-18T16:33:27Z",
"plugin_version": "0.0.2",
"resolved": "github:NixOS/nixpkgs/f4b140d5b253f5e2a1ff4e5506edbf8267724bde#ruby",
"source": "devbox-search",
"version": "3.3.9",
"systems": {
"aarch64-darwin": {
"outputs": [
{
"name": "out",
"path": "/nix/store/b2jray7ww0d2640z53kdzs5kpp9m3zh7-ruby-3.3.9",
"default": true
},
{
"name": "devdoc",
"path": "/nix/store/c87jvm51yx1wyabjcmlfncrx24j48n1z-ruby-3.3.9-devdoc"
}
],
"store_path": "/nix/store/b2jray7ww0d2640z53kdzs5kpp9m3zh7-ruby-3.3.9"
},
"aarch64-linux": {
"outputs": [
{
"name": "out",
"path": "/nix/store/6avvhisrha25x9p438lhq0pln019bc7q-ruby-3.3.9",
"default": true
},
{
"name": "devdoc",
"path": "/nix/store/izqvjzd7nmh7yjwkdsi95kc9bjf34mwp-ruby-3.3.9-devdoc"
}
],
"store_path": "/nix/store/6avvhisrha25x9p438lhq0pln019bc7q-ruby-3.3.9"
},
"x86_64-darwin": {
"outputs": [
{
"name": "out",
"path": "/nix/store/54iz5i3x0m6x3brr9dfy2pj92qfr2lkn-ruby-3.3.9",
"default": true
},
{
"name": "devdoc",
"path": "/nix/store/0r6dfj6n0hj9lw6sqwgr961pgxr6qy6r-ruby-3.3.9-devdoc"
}
],
"store_path": "/nix/store/54iz5i3x0m6x3brr9dfy2pj92qfr2lkn-ruby-3.3.9"
},
"x86_64-linux": {
"outputs": [
{
"name": "out",
"path": "/nix/store/mp4rpz283gw3abvxyb4lbh4vp9pmayp2-ruby-3.3.9",
"default": true
},
{
"name": "devdoc",
"path": "/nix/store/mhaqxxmavvvsy6p2vb1qi3s02z1d2315-ruby-3.3.9-devdoc"
}
],
"store_path": "/nix/store/mp4rpz283gw3abvxyb4lbh4vp9pmayp2-ruby-3.3.9"
}
}
}
}
}

135
lib/tasks/mail_test.rake Normal file
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@ -0,0 +1,135 @@
# frozen_string_literal: true
namespace :mail do
desc 'Test SMTP configuration by sending a test email'
task test: :environment do
# Set mail-specific debugging
original_log_level = Rails.logger.level
# Enable verbose SMTP debugging
ActionMailer::Base.logger = Logger.new(STDOUT)
ActionMailer::Base.logger.level = Logger::DEBUG
# Enable SMTP protocol debugging - this will show actual SMTP commands
# Override the delivery method temporarily to enable debugging
ActionMailer::Base.delivery_method = :smtp
ActionMailer::Base.smtp_settings = Rails.application.config.action_mailer.smtp_settings.dup
# Monkey patch Net::SMTP to enable debugging
require 'net/smtp'
# Create a custom logger for SMTP debugging
smtp_debug_logger = Logger.new(STDOUT)
smtp_debug_logger.level = Logger::DEBUG
# Enable Net::SMTP debugging by setting debug_output
original_new = Net::SMTP.method(:new)
Net::SMTP.define_singleton_method(:new) do |address, port = nil|
smtp = original_new.call(address, port)
smtp.set_debug_output(STDOUT)
smtp
end
puts "=" * 50
puts "TESTING SMTP CONFIGURATION"
puts "=" * 50
# Display current SMTP settings (without password)
smtp_settings = Rails.application.config.action_mailer.smtp_settings.dup
smtp_settings[:password] = '[HIDDEN]' if smtp_settings[:password]
puts "SMTP Settings:"
smtp_settings.each do |key, value|
puts " #{key}: #{value.inspect}"
end
puts
# Get test email addresses
from_email = ENV.fetch('OSEM_EMAIL_ADDRESS', 'noreply@example.com')
to_email = ENV['TEST_EMAIL_TO'] || from_email
puts "Sending test email..."
puts "From: #{from_email}"
puts "To: #{to_email}"
puts "Subject: OSEM SMTP Test - #{Time.current}"
puts
begin
# Create and send test email
ActionMailer::Base.mail(
from: from_email,
to: to_email,
subject: "OSEM SMTP Test - #{Time.current}",
body: <<~BODY
This is a test email from OSEM to verify SMTP configuration.
Configuration details:
- Server: #{smtp_settings[:address]}:#{smtp_settings[:port]}
- Authentication: #{smtp_settings[:authentication]}
- STARTTLS: #{smtp_settings[:enable_starttls_auto]}
- Domain: #{smtp_settings[:domain]}
Sent at: #{Time.current}
If you receive this email, your SMTP configuration is working correctly!
BODY
).deliver_now
puts "✅ Email sent successfully!"
puts "Check your inbox at: #{to_email}"
rescue => e
puts "❌ Error sending email:"
puts "#{e.class}: #{e.message}"
puts
puts "Backtrace:"
puts e.backtrace.first(10).map { |line| " #{line}" }
# Provide troubleshooting hints
puts
puts "Troubleshooting hints:"
puts "- Check your .env.production file has correct SMTP settings"
puts "- Verify OSEM_EMAIL_ADDRESS is set to a valid email"
puts "- Test your SMTP credentials independently"
puts "- Check firewall/network connectivity to SMTP server"
ensure
# Restore original log level for other components
Rails.logger.level = original_log_level
end
puts
puts "=" * 50
puts "SMTP TEST COMPLETED"
puts "=" * 50
end
desc 'Show current mail configuration without sending email'
task config: :environment do
puts "=" * 50
puts "CURRENT MAIL CONFIGURATION"
puts "=" * 50
smtp_settings = Rails.application.config.action_mailer.smtp_settings.dup
smtp_settings[:password] = '[HIDDEN]' if smtp_settings[:password]
puts "ActionMailer delivery method: #{ActionMailer::Base.delivery_method}"
puts "Default URL options: #{Rails.application.config.action_mailer.default_url_options}"
puts
puts "SMTP Settings:"
smtp_settings.each do |key, value|
puts " #{key}: #{value.inspect}"
end
puts
puts "Environment variables:"
%w[
OSEM_EMAIL_ADDRESS OSEM_HOSTNAME OSEM_SMTP_ADDRESS OSEM_SMTP_PORT
OSEM_SMTP_USERNAME OSEM_SMTP_AUTHENTICATION OSEM_SMTP_DOMAIN
OSEM_SMTP_ENABLE_STARTTLS_AUTO OSEM_SMTP_OPENSSL_VERIFY_MODE
].each do |var|
value = ENV[var]
value = '[HIDDEN]' if var.include?('PASSWORD') && value
puts " #{var}: #{value || '[NOT SET]'}"
end
end
end