January 30, 2026
This drawing started with a request: “Will you make a painting of my house?”
Yeah, um, absolutely not.
But I told the guy I could do my usual nonsense but work his house somewhere in there.
He was cool with that but told me he didn’t want any BAD WORDS or NEGATIVE MESSAGES. As if I couldn’t have deduced that on my own. I don’t take instructions but I’m not gonna deliver something I know the buyer won’t like. And someone who starts off with a request like his – he wants something SAFE. Safe = uplifting, positive. Hope, not despair. And NOTHING TOO FUNNY OR CYNICAL.
Listening to a podcast, I heard something that I’d written about many times before: “People will choose unhappiness over uncertainty.” Hearing it articulated by someone else made it feel especially profound – particularly in relation to someone who’d been blowing up my phone all day. I knew UNCERTAINTY VS UNHAPPINESS had to be the theme here; I just needed a positive angle on it.
I wrote a journal into the drawing:
It’s frustrating when someone you love chooses to rot in misery. What’s she so afraid of? Why can’t she break away?
BUT I DID THE SAME THING. I surrendered to an empty life because my familiar rut was comfortable compared to other hells I’d called home (or the hell in my imagination).
SOMETIMES A SAFETY NET IS MORE NET THAN SAFETY. I had to lose mine to break free.
But uncertainty is better than unhappiness. “Someday this will all be over” and the regrets I’ve got are enough. Despair’s not worth much; might as well trade it for uncertainty. It’s worth the risk.
I was trying to articulate the sense of danger that breaking out of a rut often requires. You don’t like what your life’s become but you’re afraid to change anything. I did this for YEARS, so I get it. I told myself, “It could be SO MUCH WORSE. Surely, this degree of unhappiness is manageable.”
But that’s not living- it’s surviving. And our time is limited. We need to be bold. We need to chase dreams. And so long as we’re making a genuine effort – following our hearts instead of giving in to fear – I think it’s rare for things to go too wrong.
It’s only in resignation that we sink into really deep, lasting depressions. Nobody making a real effort is sad all the time because making an effort is ENERGIZING. The pursuit itself makes us feel good. Even when I’ve fallen short or things didn’t work out exactly as I’d like, I’ve yet to regret any steps I’ve taken to improve my life.
On the other hand, when I’ve resisted change – just to hold onto the pathetic little comforts I thought made my life bearable: I’d give just about anything to go back and let my shit fall apart sooner – so that I could get better sooner.
If you’ve gotta convince yourself that you’re happy, you’re not. And you won’t be until you make serious changes. And you probably already know what those changes are. If you’re afraid, don’t be. In considering bold, positive steps, the things we’re afraid to lose are likely keeping us sick. And the thing we’re actually most likely to lose is our misery.
A note about this drawing’s origins…
Toward the end of my eight-and-a-half year relapse, I’d become so resigned to addiction for the rest of my life, that I decided to try to start making art again. Until that point, it’d always been my policy that art and drugs would never coexist in my life. I started one painting and one drawing but didn’t get very far. This was the drawing. It sat unfinished for months while I was still using.
The guy who originally wanted to commission a painting of his house wasn’t paying enough for any painting (even if, as agreed, I’d make whatever I wanted and just include his house somewhere in it). So I offered him a 10×10-inch drawing instead, with the plan that I’d finally finish this one, which had been sitting untouched for a year even after I got clean. He agreed, so that’s what I did.
It’s been a little bit of a rough month. Four of my last five dates got canceled for weather. Wind in Venice, an ice storm in Columbia, and now snow in Greensboro and Charlotte. It’s a pretty major financial hit, so I have to remind myself that I’m still doing VERY WELL.
I’ll be back in Florida next week for the Downtown Sarasota Festival of the Arts. Judging just by the exhibitor standards and the cost to participate, it seems like a more exclusive step-up from the other events I’ve done in the past. I’m excited to see if it draws a wealthier crowd – the kind of people who’ll drop four-figures, right then and there, for a painting they like. Up to this point, I haven’t sold any of my more expensive paintings at an event like this. I’ve sold smaller ones for a few hundred and I’ve met people who followed-up and later bought a more expensive painting but never on the spot.
I still want to get into more galleries (which is where I’ve historically sold my bigger, more expensive paintings) but if it turns out that I can find the right buyers at art festivals – THAT’S COOL TOO. I’ve currently got a bunch of applications in for similar events scattered across the southeast and midwest. Decisions on those applications start coming in next month.
I’m a little nervous that my work, at first glance, might turn off some jurors at “higher tier” festivals, but I have no doubts about the strength of my work. I’m optimistic that some jurors will recognize its value, even quickly flipping through applications on a screen and missing smaller details, like the more meaningful passages of text. Though I also know some will scoff at what they perceive as crude titles (without looking any deeper) or that some purists might say things like, “This guy is a writer masquerading as a painter. Real artists don’t need words to be evocative.”
They’re wrong, of course. People want to connect on a deeper level and language makes that possible. My text enhances my paintings in the same way lyrics enhance a song.
Does it sound like I’m GETTING DEFENSIVE? Defensive against a critic who (thus far) only exists in my head?
I mean, that’s pretty on brand for me, wouldn’t you say?
Arguing with ghosts is fun. I ALWAYS WIN.
Check the Events page for more info on everything I’ve got coming up. Prints of “Uncertainty over Unhappiness” are now available in the webstore.
