Your students paid for a course. Then never got the login email.

Almost always authentication. Your WordPress site sends email through PHP's mail() function on a shared server where hundreds of other sites share the same IP. Gmail and Outlook check that IP's reputation, and if any of those sites have been sending junk... your enrollment email gets lumped in. On top of that, most LMS sites are missing SPF, DKIM, and DMARC records. A 2024 analysis of the top million domains found 39% lacked even a basic SPF record, and about 86% had no effective DMARC. Google started enforcing stricter sender requirements in February 2024, Microsoft followed in May 2025. If your site hasn't been configured for these rules, your course emails are getting filtered.

Yes. The fix is at the infrastructure level... DNS authentication and sending configuration. Once that's set up, every email your WordPress site sends goes through the same clean pipe: enrollment confirmations, lesson drip sequences, quiz notifications, certificate emails, assignment submissions, instructor notifications, WooCommerce order confirmations if you sell courses through Woo, and anything sent by LearnDash, LifterLMS, Tutor LMS, or whatever LMS plugin you're running. If WordPress sends it, the fix covers it.

Yes, and this is actually one of the most common setups I fix. The WooCommerce payment confirmation and the LearnDash enrollment email are both sent by WordPress, often through different code paths. If one goes to spam, the other probably does too... but sometimes they fail differently, which makes it confusing. I audit the entire sending chain for both plugins, configure a single authenticated sending service, and make sure every email from both systems lands in the inbox.

Drip emails are especially vulnerable because they're automated and sent over time. If your first enrollment email made it through by luck, the drip emails that follow might not... email reputation isn't static, and filters tighten as inbox providers update their algorithms. The fix ensures every automated email is properly authenticated so it doesn't matter when it sends or how often. I also verify that your drip schedule isn't triggering rate limits on shared hosting, which is another common cause.

Most fixes are done within 24-48 hours. Run the free scan first; if issues are found, I'll fix them for $59, or book a call for complex multi-sender setups.

Then I keep working. It's not done until your emails actually arrive in the inbox. Most issues are resolved with DNS authentication and proper sending configuration, but sometimes there's something deeper... a blacklisted IP, a content filtering problem, or reputation damage from past sending behavior. I'll find it and fix it. If for some reason I can't solve it, you get a full refund. That hasn't happened yet.

Usually not. The fix works regardless of who hosts your site... shared hosting, VPS, managed WordPress hosting like Kinsta or WP Engine, doesn't matter. The one exception is if your host's mail server IP is on a major blacklist and they won't get it delisted. In that case I route your email through an external service like Postmark or SendGrid, which bypasses the hosting IP entirely. Problem solved without migrating anything.

It can, and usually in a good way. When I set up DMARC properly, it creates an alignment policy for your entire domain. If your marketing platform already handles its own SPF/DKIM (Mailchimp, ConvertKit, and ActiveCampaign all do), DMARC ties everything together under one policy and actually improves trust signals across all your email. If your marketing emails are also having issues, book a call after the scan and we can scope a multi-sender setup together.