Why I Returned to Basecamp

Updated 2026-05-13

Recently, I returned to Basecamp after a long time. I tried it before and quit - not because it was bad, but because I couldn’t keep up with the writing it demanded. The problem was that I didn’t know what to write. Maybe it’s a skill issue for me.

So I abandoned it. Moved on.

Then in late March 2026, DHH announced that Basecamp had become fully agent-accessible — a brand new CLI, a revamped API, and an agent skill designed to teach AI how to work inside Basecamp. I installed it, connected it to Claude Code, and within an hour I was using Basecamp again. This time it stuck.

What changed

The announcement framed it as infrastructure: Basecamp now has a CLI, SDK and skill that tells agents how to navigate its structure. You can connect Claude Code, ChatGPT etc…

For me, I’m using Claude Code, with basecamp CLI and skill, I can just describe what I did, What I’m planning, or What I need to track - in natural language, and Claude turns it into the right structure. It creates the to-do with right list, fills in the description, assigns it to me. What used to take me thirty minutes of starting takes about five minutes now.

How I Actually Use It

I built a personal system I call LifeOS - everything lives in a single Basecamp project.

To-dos handle the actual work. I don’t have to add to-dos manually anymore. I just tell Claude what I need to do, and it creates the to-do for me.

Check-ins are for reflection. I write a check-in every day, and Claude helps me structure it. I can also ask it to summarize my week or month based on the check-ins.

CardTables are for tracking codes, issues that related to Coding. I can tell Claude to create a new card for a bug I found, and it will fill in the details and I can track it there.

Conclusion

I think what happened to me with Basecamp happens with a lot of tools. I quit not because the tool failed, but because I couldn’t figure out how to use it effectively. The agent CLI and skill made it much easier for me to integrate Basecamp into my workflow, and now it’s become an essential part of how I organize my life. I’m excited to see how this evolves and what other tools will become agent-accessible in the future.

The agent CLI changed that. Now Basecamp is a real part of how I organize my life, not just something I set up and abandoned. I’m curious to see how this evolves, and what other tools will open up the same way.