Wordpress hosted sites are not able to use the Lead Connector email system. Currently, emails sent by Wordpress, such as WooCommerce notifications, or other notifications from the site, are sent by the Wordpress site directly. This causes issues with deliverability, as well as emails are not tracked by Lead Connector or Conversations.

The simplest solution would be for the Lead Connector plugin to replace WP_Mail, sending Wordpress emails through the Lead Connector email service. This would solve a lot of issues with Wordpress hosting and emails.

High Level's competitor Vendasta has this by default on their platform. Wordpress sites send emails through the Vendasta email system. High Level needs to improve their Wordpress to offer the same functionality.