Videos

Stop Automating Tasks That Should Be Dropped

Stop Automating Tasks That Should Be Dropped

Toxic trait: I automate everything. So I built a flowchart to tell me when I shouldn't — and what to do with those tasks instead. Here's how it works. I'm a chronic automator. But after years of runni...

Claude Cowork Can Schedule Your Entire Calendar

Claude Cowork Can Schedule Your Entire Calendar

I used Claude Cowork to block my calendar for Yankee games. Yes, really. Here's whether it actually worked — and why it matters. Turns out Claude Cowork doesn't just answer questions — it can reach ou...

Overwhelmed by Your To-Do List? Try This

Overwhelmed by Your To-Do List? Try This

How a 3 per day task management system helped me understand when I work best — and stop working Fridays. App + Notion template in the description. Daily Three is a task journaling system built around ...

The Inbox Declutter Tool Solopreneurs Are Missing

The Inbox Declutter Tool Solopreneurs Are Missing

Managing email as a solopreneur shouldn't mean constant checking. Here's the 4-step system I use to stay at inbox zero — including the AI agent that does it for me. Most solopreneurs have their inbox ...

The Weekly Planning System Behind 4 Weeks Off a Year

The Weekly Planning System Behind 4 Weeks Off a Year

My weekly planning system takes 15 minutes every Sunday — and it's why I can take Fridays off and 4 weeks a year without my laptop. I'll show you the exact system: the Sidekick notepad layout I use to...

I Hate Making Thumbnails. So I Built This System.

I Hate Making Thumbnails. So I Built This System.

How I delegate YouTube thumbnails using a Notion + Slack system so I'm not the bottleneck anymore. Watch the full handoff, start to finish. I'm bad at making thumbnails, and it used to take me hours. ...

Why Your Solopreneur Business Feels Overwhelming (Fix This First)

Why Your Solopreneur Business Feels Overwhelming (Fix This First)

Get the Slides at https://solosweep.com If your solopreneur business feels overwhelming, busy, and out of control — this video is for you. I'm walking you through the Solopreneur Sweep, a 3-step frame...

Why I Finally Quit My Custom App for HubSpot CRM

Why I Finally Quit My Custom App for HubSpot CRM

Try HubSpot CRM for Free at https://jcasabona.com/hubspot Building a custom CRM feels like a dream until the "links" start to break. So today, I’m sharing why I moved my entire lead tracking and deal ...

3 Ways I’m Using Raycast AI to Save Hours

3 Ways I’m Using Raycast AI to Save Hours

I'm not an AI hype guy, but I am a systems guy. I’ve found a way to make AI actually useful without the bloat. It's all happening inside Raycast. Whether you're a solopreneur trying to save time or ju...