Episode 469: Newsletters Without the Overwhelm: Simple Systems That Actually Work
Are you a writer who dreads your monthly newsletter… or maybe you’re still stuck at 'one day I’ll start'? You’re in the right place! In this episode, Kathi Lipp is joined by Tenneil Register (newsletter design and repurposing queen) and Roger Lipp (our resident AI enthusiast), to break down practical, real-life steps to make newsletters the simplest—NOT scariest—part of your writing life. You’ll learn: - Why newsletters are more powerful (and lasting) than chasing social media numbers - The easiest repeatable frameworks any writer can use—no design degree needed! - How to make your newsletter feel like inviting readers into your living room (with lemonade and snickerdoodles, of course) - DIY design tricks for the style-challenged (thanks Canva!) - Roger’s step-by-step system for using AI (Claude.ai and ChatGPT) to spark ideas and outline newsletters—while keeping your unique voice front and center - How to repurpose your best blog, Facebook, and podcast content so you’re not starting from scratch (ever) You’ll leave feeling empowered and equipped, with NO more newsletter monsters hiding in your inbox! Don’t miss Tenneil’s recipe-inspired newsletter tips and discover the resources that can help you start, streamline, and succeed.
Your Host
Kathi Lipp
About Our Guests
Tenneil Register
Roger Lipp
Promised Resources
- Writing at the Red House
Home base for Kathi & Roger Lipp’s retreats, courses, and the 'Writing at the Red House' podcast.
Resources Mentioned
- Clutter Free Academy
Kathi Lipp’s decluttering program, blog, and podcast community.
- Hard Fork Podcast
Official Apple Podcasts page for the New York Times tech show frequently mentioned by the hosts.
- MailerLite
Email-marketing and newsletter platform recommended by the team.
- ConvertKit
Creator-focused email-marketing service mentioned as an alternative to MailerLite.
- Mailchimp
Popular email-marketing platform referenced in the discussion.
- Canva
Online design tool suggested for creating newsletter graphics and headers.
- Claude.ai
Anthropic’s AI assistant for summarizing and outlining, recommended by the hosts.
- ChatGPT
OpenAI’s conversational AI, suggested for repurposing content.
- Tenneil Register - R7 Email List
Page to join Tenneil’s seasonal tips/newsletter, mentioned in the episode.
Full Transcript
Episode Topics

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