Episode 485: Dump Your Overwhelm on the AI: Planning Your 2026 Writing Goals (Part 2)
Have you ever found yourself explaining the same things to AI over and over again? Or watched your AI conversation go completely off the rails after too much back-and-forth? You're not alone—and there's a better way.
In this second part of our conversation about using AI responsibly as a writer, Kathi and Roger Lipp dive into the practical side of working with AI tools. They break down the difference between conversations and projects, explain when it's time to hit that "new conversation" button, and share a simple folder system that can save you hours of frustration.
What You'll Learn in This Episode
The difference between AI conversations and projects—and when to use each
Warning signs that your AI has "gone over a cliff" and it's time to start fresh
A simple folder system that keeps your AI grounded in your goals
The truth about AI privacy settings and what they actually protect
Why 5-minute writing blocks might be exactly what you need right now
The difference between accountability partners and critique groups
Key Takeaways
Keep your AI organized: Create a folder on your computer with your avatar, goals, and Create Build Serve plans. Drag that folder into new conversations to ground the AI in your work.
Know when to start fresh: When the AI starts giving nonsense answers and you find yourself getting angry, it's time to hit that plus button and start a new conversation.
Make your plans visible: Don't leave your goals buried in AI chats. Transfer them to a chart behind your computer, a paper calendar, or wherever you'll actually see them daily.
Start small: If you're not finding time to write now, start with 5-minute blocks. You're not getting anything done with zero minutes—so five is infinitely better.
Ready for Real Accountability?
As Kathi says in this episode, "AI is not your accountability friend." If you're looking for the structure, expert coaching, and community that actually keeps you moving forward, check out The Collective—our Red House Writers membership. Right now it's just $79/month or $499/year, your rate is locked in for life, and there's a 30-day money-back guarantee. Learn more at kathi.link/collective.

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About Our Guests

Roger Lipp
Productivity and Quality Engineer
Fortune 500 company

Tenneil Register
Writer, Speaker, Retail Business Owner
R7 Reclaimed
Promised Resources
- Create, Build, Serve Goal Setting Worksheet
Promised downloadable worksheet for goal planning mentioned by Tenneil
Resources Mentioned
- The Collective (Red House Writers Collective)
A program to help writers develop writing, platform, and business; pricing noted as $49/month or $4.99/year (30-day money-back guarantee). Direct transcript link mentioned: kathi.link/collective.
- Writing at the Red House Facebook Group
Free Facebook group for community and ongoing conversation around writing and The Collective.
- Clutter Free Academy Facebook Group
Facebook group for Clutter Free Academy; led by Tonya Kubo; Clutter Free for Life membership program.
- ChatGPT
AI chatbot discussed in the episode; pricing noted for Plus and Pro plans.
- Claude
AI chatbot discussed as an alternative to ChatGPT; Claude Pro pricing noted.
- Gemini
AI option mentioned as having similar learning/memory features.
- Susy Flory
New York Times bestselling author; teaches memoir and storycraft.
Some links may be affiliate links. Purchasing through them supports our show at no extra cost to you. Thank you!
Full Transcript
Episode Topics

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