Thanks for sharing that Tim. Loved the tip about Slack, which I hadn't thought of doing.
If Teachable is causing you such grief then think about an alternative. If you run your blog on a Wordpress site then think about adding Sensei or LearnDash to the site. They integrate with things like WooCommerce and Paid Memberships, and work with the plugins for mailing lists and social media marketing that are available for Wordpress. It also gives you total control and costs you much less that Teachable is charging you. Happy to walk you through it if you need help.