
The Automated Routine That Lets Me Leave Work at Work
From Streamlined Solopreneur: Automate Your Business, Take Time Off Worry-Free by Joe Casabona, Solopreneur Systems Coach
June 2, 2026 · 19 min · Season 2 · Episode 532
About this episode
Joe Casabona discusses his automated routines that allow him to disconnect from work and enjoy personal time without distractions.
I left work early recently to volunteer at my daughter's ice cream social and sit through her spring concert without checking my phone once. And if you’re a solopreneur, you know that’s a big deal. It’s all thanks to my startup and shutdown routines. And I know I’ve talked about them on the show before, but something interesting has happened over the last year. As LLMs and AI tools have been able to connect to more services through MCP, I’ve been doing my shutdown routine differently. It’s MUCH more automated now. As a result, I have an even better picture of what I’ve gotten done, and what I need to do…you know, the next time I’m at my desk. I cover: The weekly plan I rely on most The daily three-task journal that replaced my startup routine How I use Whisper Memos, Todoist Ramble, and a Claude Cowork in this process If you want to find where your own time is leaking, try the Task Audit Matrix at https://streamlined.fm/matrix . You input your tasks, label them planned/reactive and focused/processed, and get back a report showing what you can move off your plate. Links Tiny Experiments by Anne-Laure Le Cunff Obsidian AudioPen Whisper Memos Todoist Ep. 530: How I Achieve Inbox…
People in this episode
Host: Joe Casabona
Topics covered
- automation
- solopreneurship
- work-life balance
- productivity
- AI tools
- task management
Keywords
- automation
- shutdown routine
- task audit matrix
- productivity tools
- solopreneur
- work-life balance
- AI integration
Mentioned in this episode
Products: Whisper Memos, Todoist, Claude Cowork
Books & works: Tiny Experiments, Obsidian
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