Teren-app/app/Services/EmailSender.php

<?php

namespace App\Services;

use App\Models\EmailLog;
use App\Models\MailProfile;
use Symfony\Component\Mailer\Mailer as SymfonyMailer;
use Symfony\Component\Mailer\Transport;
use Symfony\Component\Mime\Address;
use Symfony\Component\Mime\Email;
use TijsVerkoyen\CssToInlineStyles\CssToInlineStyles;

class EmailSender
{
    public function __construct(public EmailTemplateRenderer $renderer) {}

    /**
     * Build and send the message described by the EmailLog. Returns ['message_id' => string|null].
     * Throws on transport errors so the Job can retry.
     */
    public function sendFromLog(EmailLog $log): array
    {
        // Resolve sending profile
        $profile = null;
        if ($log->mail_profile_id) {
            $profile = MailProfile::query()->find($log->mail_profile_id);
        }
        if (! $profile) {
            $profile = MailProfile::query()->where('active', true)->orderBy('priority')->orderBy('id')->first();
        }

        $embed = $log->embed_mode ?: 'base64';

        $subject = (string) $log->subject;
        $html = (string) optional($log->body)->body_html ?? '';
        $text = (string) optional($log->body)->body_text ?? '';

        // Inline CSS and handle images similarly to controller
        if ($html !== '') {
            if ($embed === 'base64') {
                try {
                    $imageInliner = app(\App\Services\EmailImageInliner::class);
                    $html = $imageInliner->inline($html);
                } catch (\Throwable $e) {
                }
            } else {
                // Best effort absolutize /storage URLs using app.url
                $base = (string) (config('app.asset_url') ?: config('app.url'));
                $host = $base !== '' ? rtrim($base, '/') : null;
                if ($host) {
                    $html = preg_replace_callback('#<img([^>]+)src=["\']([^"\']+)["\']([^>]*)>#i', function (array $m) use ($host) {
                        $before = $m[1] ?? '';
                        $src = $m[2] ?? '';
                        $after = $m[3] ?? '';
                        $path = $src;
                        if (preg_match('#^https?://#i', $src)) {
                            $parts = parse_url($src);
                            $path = $parts['path'] ?? '';
                            if (! preg_match('#^/?storage/#i', (string) $path)) {
                                return $m[0];
                            }
                        } else {
                            if (! preg_match('#^/?storage/#i', (string) $path)) {
                                return $m[0];
                            }
                        }
                        $rel = '/'.ltrim(preg_replace('#^/?storage/#i', 'storage/', (string) $path), '/');
                        $abs = rtrim($host, '/').$rel;

                        return '<img'.$before.'src="'.$abs.'"'.$after.'>';
                    }, $html);
                }
            }
            try {
                $inliner = new CssToInlineStyles;
                $html = $inliner->convert($html);
            } catch (\Throwable $e) {
            }
        }

        // Transport setup (Symfony Mailer preferred when profile exists)
        $messageId = null;
        if ($profile) {
            $host = $profile->host;
            $port = (int) ($profile->port ?: 587);
            $encryption = $profile->encryption ?: 'tls';
            $username = $profile->username ?: '';
            $password = (string) ($profile->decryptPassword() ?? '');

            $scheme = $encryption === 'ssl' ? 'smtps' : 'smtp';
            $query = $encryption === 'tls' ? '?encryption=tls' : '';
            $dsn = sprintf('%s://%s:%s@%s:%d%s', $scheme, rawurlencode($username), rawurlencode($password), $host, $port, $query);

            $transport = Transport::fromDsn($dsn);
            $mailer = new SymfonyMailer($transport);

            $fromAddr = (string) ($log->from_email ?: ($profile->from_address ?: ($username ?: (config('mail.from.address') ?? ''))));
            $fromName = (string) ($log->from_name ?: ($profile->from_name ?: (config('mail.from.name') ?? config('app.name') ?? '')));

            // Build email with safe Address instances (Symfony Address does not allow null name)
            $fromAddress = $fromName !== ''
                ? new Address($fromAddr ?: $log->to_email, $fromName)
                : new Address($fromAddr ?: $log->to_email);
            $toAddress = (string) ($log->to_name ?? '') !== ''
                ? new Address($log->to_email, (string) $log->to_name)
                : new Address($log->to_email);

            $email = (new Email)
                ->from($fromAddress)
                ->subject($subject);

            // If multiple recipients are present, address to all; otherwise single to
            $toList = (array) ($log->to_recipients ?? []);
            if (! empty($toList)) {
                $addresses = [];
                foreach ($toList as $addr) {
                    $addr = trim((string) $addr);
                    if ($addr !== '' && filter_var($addr, FILTER_VALIDATE_EMAIL)) {
                        $addresses[] = new Address($addr);
                    }
                }
                if (! empty($addresses)) {
                    $email->to(...$addresses);
                } else {
                    $email->to($toAddress);
                }
            } else {
                $email->to($toAddress);
            }

            if (! empty($text)) {
                $email->text($text);
            }
            if (! empty($html)) {
                $email->html($html);
            }
            if (! empty($log->reply_to)) {
                $email->replyTo($log->reply_to);
            }

            $mailer->send($email);
            $headers = $email->getHeaders();
            $messageIdHeader = $headers->get('Message-ID');
            $messageId = $messageIdHeader ? $messageIdHeader->getBodyAsString() : null;
        } else {
            // Fallback to Laravel mailer
            if (! empty($html)) {
                \Mail::html($html, function ($message) use ($log, $subject, $text) {
                    $toList = (array) ($log->to_recipients ?? []);
                    if (! empty($toList)) {
                        $message->to($toList);
                    } else {
                        $toName = (string) ($log->to_name ?? '');
                        if ($toName !== '') {
                            $message->to($log->to_email, $toName);
                        } else {
                            $message->to($log->to_email);
                        }
                    }
                    $message->subject($subject);
                    if (! empty($log->reply_to)) {
                        $message->replyTo($log->reply_to);
                    }
                    if (! empty($text)) {
                        // Provide a plain text alternative when available
                        $message->text($text);
                    }
                });
            } else {
                \Mail::raw($text ?: '', function ($message) use ($log, $subject) {
                    $toList = (array) ($log->to_recipients ?? []);
                    if (! empty($toList)) {
                        $message->to($toList);
                    } else {
                        $toName = (string) ($log->to_name ?? '');
                        if ($toName !== '') {
                            $message->to($log->to_email, $toName);
                        } else {
                            $message->to($log->to_email);
                        }
                    }
                    $message->subject($subject);
                    if (! empty($log->reply_to)) {
                        $message->replyTo($log->reply_to);
                    }
                });
            }
        }

        return ['message_id' => $messageId];
    }
}