So, how to stay positive when life feels like it’s just piling on the crap? I’m sitting in my shoebox apartment in Chicago, staring at a wall of peeling paint and listening to my neighbor’s dog yip like it’s auditioning for a horror movie. Like, yesterday, I burned my toast, got a “we need to talk” text from my boss, and tripped over my own shoelaces walking to the corner store. But I’m trying—really trying—to stay positive, even when it feels like the world’s got me in a chokehold. This is me spilling my guts, like I’m ranting to my bestie over a greasy diner burger, so expect some rambles, a typo or two, and me being a total mess. Let’s dive in.
Why Staying Positive Feels Like Chasing a Bus I Already Missed
Okay, so last Friday, I’m at this grimy bar in Logan Square, the kind where the barstools wobble and the air smells like old fries. I’m scrolling X, and it’s just a dumpster fire of bad news—prices spiking, people fighting online, the usual. I’m sipping a warm beer, muttering to myself, “Why even try to stay positive?” Yeah, I know, super dramatic, and I cringed at myself later. Negativity’s like that gross humid air in July—it sticks to you, makes you feel gross.
But here’s what I’m figuring out, mostly by screwing it up: staying positive isn’t about being all “yay, life’s great!” It’s more like spotting a tiny flicker of okay in the chaos. Like, the bartender saw me looking like a sad puppy and slid me a free handful of popcorn. It was kinda stale, but it felt like a win, and I’m holding onto those little bits to keep the good vibes alive.

My Half-Baked Tricks for Keeping Upbeat
How do I actually stay positive when everything’s trying to drag me down? I’ve got a few go-to moves, but they’re messy, and I forget to use ‘em half the time. Here’s my sloppy, totally human stab at a toolkit for keeping upbeat:
- Write down the good, even if it’s lame. I’ve got this ratty notebook—yep, the one in the featured image—where I scribble stuff I’m thankful for. Sounds like some self-help garbage, but when I’m losing it, writing “didn’t lose my keys today” or “that pigeon didn’t crap on me” helps. I spelled “thankful” wrong last week, which is so on-brand for me.
- Move your butt, even if you’re clumsy. I’m not out here running marathons, but I’ve been wandering Chicago’s streets. Think cracked sidewalks, random murals of hot dogs or whatever. I tripped over a curb Wednesday ‘cause I was staring at one, looked like a total dork, but the fresh air kinda reset me.
- Talk to someone, even about dumb stuff. I called my friend Sam the other day, whining about how I spilled coffee on my jeans. He laughed, told me about his own coffee disaster, and I felt less like the world’s only screw-up.

When Staying Positive Feels Like a Big Fat Lie
Let’s be real: sometimes trying to stay positive feels like I’m faking it ‘til I make it, but I’m not making it. Like, I’ll be stuck in traffic on Lake Shore Drive, blasting some upbeat Taylor Swift jam, trying to keep positive vibes, but my brain’s screaming about my electric bill. I’m belting out “Shake It Off” while panicking inside—total fraud vibes.
What’s helped is just admitting I’m not always gonna be okay. I read this thing on Greater Good Magazine that said it’s fine to feel the bad stuff, just don’t let it crash on your couch forever. So, I let myself sulk, then try one small thing to feel hopeful. Like, I grabbed a $2 coffee from this tiny shop near my place, and the barista drew a wobbly heart on the cup. It was cheesy, but it made me smile, and that’s enough some days.
Tips I’ve Stumbled Into for Holding Onto Hope
Here’s my attempt at advice, but don’t expect me to sound like Oprah. These are just things I’ve tripped over while trying to stay positive:
- Find one good thing a day. Could be my cat not barfing on my rug or the way the skyline looked kinda cool through the smog.
- Laugh at your dumb mistakes. I dropped my phone in a puddle last week and just cackled like a weirdo. Sometimes you gotta lean into the mess.
- Do something nice, even if it’s small. I tossed an extra buck at that coffee shop barista, and her grin was better than the coffee. Check out Random Acts of Kindness for ideas—they’ve got some solid ones.

Wrapping Up This Hot Mess of a Rant
I’m no life coach, just a dude in Chicago trying to stay positive when life feels like it’s giving me the middle finger. Some days, I’m on it—find a podcast that makes me snort-laugh or cook eggs without burning ‘em. Other days, I’m a wreck, cursing at my slow Wi-Fi or stressing over a $50 parking ticket. But I’m learning staying positive isn’t about being perfect—it’s about snagging those tiny bits of hope and not letting go.