I started the year thinking I’d blog daily for a week.

That was easy, so I extended it through January. Still doable. By then, I thought, “Maybe I can make it to the end of the quarter.”

Then I did the math. If I kept going through March, I’d be just a few posts away from my yearly record: 92 posts in 2025. So I kept going. Yesterday, I published post #93 of the year (and #700 overall).

AI Assistance

Let me make it clear from the start:

  • AI assistance was key for me during this daily blogging experiment

  • Not once have I prompted AI with “write a blog post about ‘some topic I know absolutely nothing about’.”

  • Every single post came straight out of my own thoughts, experiences, questions, struggles, and realizations. AI assistance helped me see beyond my mind, ponder, and publish those thoughts at that time

Why I Did This

I wanted to test my systems. Both the human one and the automated one.

Throughout the experiment, I kept asking myself two questions:

  • Is this post based on thoughts I’m working through right now?

  • Or is this an old thought I’m revisiting with new information that might be useful?

I didn’t want to chase a number. I wanted to think out loud consistently.

I also thought about Seth Godin. He’s been blogging daily since 2008, an unbroken streak of about 18 years. Before that, he started his blog in 2002, posting prolifically but not always daily. Those thousands of posts became the foundation for 20 bestselling books.

What I notice in both his books and interviews is clarity. That clarity comes from writing every day.

How It Actually Went

Most days, it was smooth. I’d record my thoughts during my commute, then process them:

  • Transcribe

  • Draft

  • Revise

  • Generate image

  • Upload

  • Publish

The core thoughts were captured while driving or walking. Time well spent.

From drafting through uploading took 20 to 60 minutes on average. The posts that took the longest were the ones where I still had more to say and wanted to refine the thought a little more. Some posts needed specific images or examples, and I enjoyed those because I got to sit with my thoughts longer and internalize them better.

When I Didn’t Journal

There were days when I didn’t capture anything new. Most of those days still went well because I pulled from:

  • Post ideas I’ve had for a while, some for years. I’d skim through them to see what drew my interest.

  • Previous talk transcripts. I’d prompt an AI to suggest a few post ideas, then pick the one that resonated in that moment.

The Tough Days

There were very few days when I thought I’d break the streak. Those were days when I was short on time, tired, or both. But I pushed through, and I’m glad I did.

Those tough days showed me three things:

My human system supported me. I showed up even when I didn’t feel like it. When I thought I couldn’t, I questioned why I was thinking or feeling that way, and I moved forward anyway.

My automated system held up. It supported me on the easy days and on the tough days.

I stayed pragmatic. When my automated system fell short, I didn’t decide to “vibe code” an entirely new one or play with technology without purpose. I focused on defining what I needed, identified what was getting in the way, devised a solution for that alone, and moved on.

Shipping Over Tweaking

I know my system would probably look atrocious to people who focus solely on technology. “You should use tool X, you can create agents A, B, and C, you can move away from WordPress to the ‘whatever’ platform.”

I’m sure I could. And maybe I will when those things solve problems I’m actually struggling with. For now, I choose shipping over tweaking.

What’s Next

I’ve put all 93 posts into NotebookLM and run several analyses. What surfaced is a clear picture of what I’ve been busy with during this period. I’ll go through it and likely publish another post (or maybe create a video) to share what I found.

For now, the experiment worked. The systems held. And I learned what I needed to learn.

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