So, you know I’ve been sharing these little life experiments, and this one? This one kicked me in the gut hard enough that I had to write it all down. The title says ‘Painting’ in dreams, but the truth is, I couldn’t even hold a paintbrush to save my life. This whole thing started because I was stuck. Like, really, truly stuck, spinning my wheels, and my brain decided to show me a paint-splattered hellscape every other night.
The Nightmare That Forced Me to Start Tracking
I’m talking about a recurring dream. It wasn’t scary, just maddeningly repetitive. I was always in this giant, empty room, and I was assigned to paint one single, brick wall. The thing is, the paint never stuck. I’d slap on a thick coat of bright yellow, step back, and it would just start dripping, sliding right off the bricks and onto the floor. I’d wake up feeling exhausted, like I’d actually spent the night working a shift I hated. This went on for nearly three weeks. I tried ignoring it, but when I started snapping at the kids over cereal, I knew I had to take action.
I realized I needed to treat this like one of my home-brew practical research projects. I needed to document the process, the details, and the outcome, just like I do with anything else I mess with. I grabbed the cheapest notebook I could find—the kind with the spiral that always snags your shirt—and I committed to the logging process.

The Messy Process of Hunting the Symbol
The first thing I did was simple: I wrote down every single element of the dream I could remember. Not just the action, but the feeling. I noted down the bright, frustrating yellow paint, the heavy feeling of the brush, and the sound of the dripping. I didn’t try to interpret it, I just tried to be a forensic scientist for my own subconscious, which, trust me, is a bizarre job to have.
I logged these specifics:
- The Action: Painting, specifically covering something old (brick).
- The Object: One huge, bare wall.
- The Result: Total failure, the paint refused to stick.
- The Color: A sickly, cheerful yellow.
- The Emotion: Frustration and a deep sense of Sisyphean futility.
Once I had three weeks of data, I then moved to the second step: basic, common-sense research. I didn’t go buy a thousand-dollar treatise on Jungian archetypes. I just hit the accessible stuff. I looked up “dream meaning of painting,” “dream meaning of falling paint,” and “dream meaning of yellow color.” I read a lot of absolute bunk, sure, but I was searching for common threads.
The Hidden Message I Was Painting Over
What I kept seeing was that “painting” in a dream often means one of two things: self-expression/creation, or a need to cover up/change something fundamental. The fact that the paint kept failing in my dream was the key. It wasn’t about expressing myself; it was about the fact that I was trying to cover up something, but the cover-up was completely ineffective.
Then I had to do the hard part: I connected the dream to my real-world jam.
I remembered why I started feeling “stuck.” My small side business, the one I spent years building, had a major foundational issue—a client I absolutely dreaded working for, who paid well but ruined my week every time we interacted. I had been trying to paint over that problem with new business initiatives—the “bright yellow” happy projects—instead of confronting the crumbling “brick wall” of the toxic relationship.
The dream was screaming at me: You are failing to hide the root problem, you idiot.
The Execution and The Realization
My final step of the practice wasn’t more dreaming; it was real-world execution. I had to stop trying to paint a fresh coat on a rotten foundation. I drafted the termination email to the toxic client that same afternoon. I sent the thing, my hands shaking like a leaf. I lost a chunk of income right then and there, which was terrifying, but I had faced the wall head-on instead of grabbing a metaphorical brush.
You know what happened that night? Zero painting dream. It was gone. The simple act of tracking that dream and then connecting the dots—the failure of the paint—to the failure of my avoidance strategy, was the thing that broke the loop.
So, what does painting mean in my dictionary now? It means stop being a coward. If the paint won’t stick, you don’t need a better brush; you need a whole new wall. That’s the real hidden message I unlocked, and all it took was a little elbow grease and an ugly yellow nightmare to force me into the light.
