Chantelhobbs

Personal essays, notes, and ideas worth sharing.

Page 20 of 23

Why I Only Work on Projects That Make Me Lose Sleep (For the Right Reasons)

The Death of Caring About Work

I used to think passion projects were for people with too much time and not enough bills. You know the type. They’re building artisanal soap empires from their garage while you’re wondering if microwaved leftovers count as meal prep. But here’s what nobody tells you about grinding through work you don’t care about: it doesn’t just drain your bank account slowly, it drains your soul efficiently.

Last year I turned down three perfectly respectable freelance gigs that would have paid my rent twice over. Instead, I spent four months working on a data visualization project about urban noise pollution that paid me exactly nothing and kept me up until 2 AM most nights. My accountant thinks I’ve lost my mind. My neighbor thinks I’ve found religion. Both might be right.

The thing about projects you actually care about is they don’t feel like work, even when they’re the hardest thing you’ve ever done. They feel like that moment when you’re trying to solve a puzzle and suddenly see the pattern everyone else missed. Except the puzzle is your entire professional life, and the pattern is the difference between existing and actually living.

The Midnight Oil Burns Different

There’s staying up late because you have to, and there’s staying up late because you want to see what happens next. I’ve done both enough times to know the difference in my bones. When you’re working on something that matters to you, 2 AM feels like possibility. When you’re not, 2 AM feels like punishment.

That noise pollution project? It started because I couldn’t sleep through my upstairs neighbor’s midnight vacuum sessions and wondered if anyone else was losing their minds to urban soundtrack pollution. Six months later, I had built something that helped city planners identify noise hotspots and residents document sound violations. The vacuum sessions didn’t stop, but at least I had turned my insomnia into something useful.

The best part wasn’t the final product or the recognition it eventually got. It was those 3 AM moments when I’d stumble onto a data pattern that revealed something surprising about how sound travels through apartment buildings, or figure out a more elegant way to visualize decibel levels over time. Those discoveries felt like finding twenty dollars in an old jacket, except better because I had earned them.

Money Follows Meaning (Eventually, Maybe)

Let me be clear about something: caring about your work doesn’t mean you can pay rent with good intentions. I’m not suggesting anyone quit their day job to pursue their dream of competitive origami or whatever. But here’s the uncomfortable truth most career advice skips over: the projects you care about have a way of opening doors you didn’t even know existed.

That noise pollution visualization led to consulting work with two architecture firms and a standing invitation to speak at urban planning conferences. None of which I saw coming when I was just trying to understand why my neighborhood sounded like a construction site at midnight. The money did follow, but it took its sweet time and arrived wearing clothes I didn’t recognize.

Meanwhile, those three well-paying projects I turned down? They would have been fine. Perfectly adequate work that would have left me perfectly adequate and probably a little more dead inside. There’s a special kind of poverty that comes from being well-compensated for work that doesn’t matter to you. Your bank account looks healthy, but something essential starts withering anyway.

The Art of Strategic Caring

Caring about everything is a recipe for burnout. Caring about nothing is a recipe for becoming the human equivalent of beige wallpaper. The trick is learning to care strategically, which sounds calculating but is actually the opposite. It’s about paying attention to what makes you curious at weird hours and what problems stick in your brain like annoying songs.

I keep a running list of things that bug me enough to research at 11 PM on a Tuesday. Why do grocery store checkout lines always move slower than they should? How do small towns decide which local businesses survive economic downturns? Why does every coffee shop playlist sound like it was curated by the same melancholy person in 2019? Most of these idle curiosities go nowhere, but the ones that keep bothering me usually turn into something worth pursuing.

The secret is not forcing it. You can’t manufacture caring the way you can manufacture deadlines or deliverables. But you can pay attention to when it happens naturally and then be brave enough to follow it somewhere uncomfortable. The best projects feel like controlled experiments in being more yourself, not less.

When Everyone Thinks You’re Wrong

Here’s the part where I admit this approach has made me look completely unhinged to most reasonable adults. Turning down guaranteed money to work on speculative projects that might lead nowhere is not sound financial planning. Choosing difficulty over certainty is not smart career strategy. Caring deeply about work in an economy designed to commoditize everything is not rational behavior.

But here’s what I’ve learned from three years of mostly following this instinct: being wrong about what matters to you feels different than being wrong about what other people think should matter to you. When my projects fail, they fail forward. When I used to fail at work I didn’t care about, it just felt like failing.

The noise pollution project taught me more about data analysis, user experience design, and municipal politics than four years of college courses. It also taught me that I could trust my own curiosity to lead somewhere worth going, even when the destination wasn’t clear from the starting point. That knowledge is worth more than whatever those three freelance projects would have paid me, though my landlord might disagree.

Maybe you’re reading this while procrastinating on work that feels like eating cardboard, wondering if there’s something you actually want to spend your time building instead. Maybe you’ve got your own version of midnight vacuum sessions keeping you awake and annoyed enough to do something about it. If so, I’d love to hear what problems are keeping you up at night for the right reasons.

Why Your Creative Failures Are More Valuable Than Your Successes

The Lie We Tell Ourselves About Creative Work

Here’s what nobody wants to hear: your creative successes are accidents. They’re lightning strikes that happened to hit while you were standing in the right field, holding the right rod, during the right storm. Your failures, though? Those are education.

Why Your Creative Failures Are More Valuable Than Your Successes
Why Your Creative Failures Are More Valuable Than Your Successes

I’ve been keeping a failure journal for three years now. Not because I’m a masochist, but because I noticed something weird. Every time I nailed a project, I could barely explain how I did it. But every time I face-planted spectacularly? I could write a dissertation on exactly where things went sideways. The successes felt like magic. The failures felt like science.

We’re obsessed with celebrating the wins and burying the losses, as if creativity works like a batting average. But creativity isn’t baseball. It’s more like learning to walk as a toddler. You don’t get points for the steps you take successfully. You learn from every time you eat dirt.

Illustration for Why Your Creative Failures Are More Valuable Than Your Successes
Illustration for Why Your Creative Failures Are More Valuable Than Your Successes

The Pottery Class That Changed My Mind

Last fall, I signed up for a pottery class because my friend Sarah insisted it would be “therapeutic.” What she didn’t mention was that pottery is basically a masterclass in public humiliation. Week after week, I watched my lumpy, asymmetrical bowls collapse into abstract disasters while the woman next to me effortlessly pulled perfect cylinders from her wheel.

The turning point came in week five. I was attempting what the instructor generously called a “vase” when the whole thing imploded. Not gradually. Not gracefully. It just suddenly became a pile of wet clay, like my hopes and dreams had liquefied. I started laughing. Actually laughing, not the polite kind you do when you’re dying inside.

That’s when I realized I’d been approaching creativity all wrong. I’d been trying to avoid failure instead of courting it. The woman making perfect pots? She’d been taking this class for two years. She’d already had her thousands of failures. I was just getting started.

My pottery never got good, by the way. But I stopped caring about good. I started caring about interesting. And interesting, it turns out, lives in the space where things go wrong in unexpected ways.

The Permission to Suck

We need to talk about permission. Not the kind your parents gave you to stay up late, but the permission you give yourself to create terrible things. Most people never grant themselves this permission. They wait until they’re “ready” or “good enough” or have the “right equipment.” Meanwhile, they’re missing the entire point.

I started a podcast last year with equipment that cost less than a decent dinner. The audio quality was questionable. My interview skills were nonexistent. I asked guests things like “So, um, what’s your deal?” The whole thing was held together with digital duct tape and misplaced confidence.

Twelve episodes in, it was still pretty rough. But something interesting was happening in the roughness. The amateur hour quality made guests more relaxed. They said things they wouldn’t have said to someone who seemed more professional. The technical glitches became running jokes. The show developed a personality precisely because it wasn’t polished.

The permission to suck isn’t about lowering standards. It’s about recognizing that mastery requires you to be publicly terrible at something before you can be privately decent at it. And sometimes, if you’re lucky, the terrible thing you made while learning becomes more interesting than the technically perfect thing you make later.

What Failure Actually Teaches You

Failure is a terrible teacher if you’re looking for gentle encouragement. But it’s an excellent teacher if you want to understand systems, limits, and the gap between your intentions and reality. Success lies to you. It whispers that you’re naturally gifted, that you’ve figured something out, that you can repeat this magic trick. Failure tells you exactly where your understanding breaks down.

When my short story got rejected by seventeen magazines, I learned more about writing than when another one got accepted on the first try. The rejections forced me to examine the story’s structure, pacing, and character development. I rewrote it four times, each version teaching me something new about what I was actually trying to say. The story that got accepted immediately? I still don’t know why it worked.

This is the paradox nobody talks about: the projects that teach you the most are often the ones that never see the light of day. They’re the training wheels you need but never want to admit you’re using. They’re the scales you practice before you can play the song.

Failure also teaches you about resilience, but not in the inspirational poster way. It teaches you that creative work isn’t about avoiding obstacles. It’s about developing better relationships with obstacles. Learning to see them as information rather than punishment. Learning to pivot without taking it personally when the universe doesn’t care about your artistic vision.

The Unexpected Gift of Public Disasters

Here’s the weirdest thing about creative failures: they make you more interesting. Perfect people are boring. Perfect work is forgettable. But the story of how you screwed up spectacularly and what you learned from it? That’s compelling. That’s human. That’s the stuff that makes people lean in during conversations.

I bombed a comedy open mic so thoroughly that the host actually stopped the show to check if I was okay. It was mortifying. It was also the best thing that happened to my comedy writing. Because in the aftermath, analyzing what went wrong, I discovered I’d been trying to be funny instead of being honest. The bomb taught me that my voice worked better with observational humor than with setup-punchline jokes.

Your creative disasters are not detours from your real work. They are your real work. They’re the laboratory where you figure out what you’re actually trying to do, as opposed to what you think you should be doing. They’re where you discover your voice, your style, your particular way of seeing the world.

So here’s my unpopular opinion: celebrate your failures as loudly as your successes. Document them. Study them. Share them. Because the person who’s willing to fail publicly and learn from it will always be more interesting than the person who plays it safe and produces forgettable perfection.

What’s the most spectacular creative failure you’ve had lately? I’m genuinely curious. Because I bet there’s something in there worth celebrating, even if it doesn’t feel that way yet.

The Conversations That Follow You Home

The Stranger at the Laundromat Who Changed How I See Waiting

I was folding the same shirt for the third time, killing time while my sneakers tumbled in the dryer, when this older woman next to me started talking. Not to me, exactly. More like she was thinking out loud and I happened to be there.

“You know what I love about this place?” she said, gesturing around the fluorescent-lit room full of spinning machines. “Nobody’s in a hurry here. Can’t be. The machines do what they do, and we just have to wait.” She paused, watching her towels through the porthole. “When’s the last time you had to actually wait for something without being able to scroll through your phone to make it go faster?”

I looked down at my phone, mid-scroll through nothing important. She hit me right between the eyes. There’s something almost rebellious about truly waiting now. No skipping ahead, no 2x speed, no refresh button. Just you and time, moving at exactly the pace it wants to move.

That conversation pops up in my head when I’m stuck in traffic or waiting for test results. Sometimes the waiting isn’t just downtime. Sometimes it’s the whole point.

My Barista’s Theory About Coffee Shop Regulars

Maya works the morning shift at the place where I get my Tuesday coffee, and she thinks coffee shops are accidentally the most honest places in the world. “Think about it,” she said while steaming milk with the practiced indifference of someone who’s done this exact motion ten thousand times. “People come in here before they’ve put on their work face. They’re tired, they need caffeine, they’re not performing yet.”

She pointed to the guy in the corner, laptop open, looking like he was trying to solve world hunger through spreadsheets. “That’s Dave. Comes in every Tuesday, orders a double shot cortado, sits in that exact spot. Looks important, right? But last week he spent twenty minutes helping me figure out why my car was making that weird noise.”

It’s this thing she does, collecting these tiny moments of people being human before they remember they’re supposed to be professional. The executive who always says please and thank you like she really means it. The college kid who tips in quarters and apologizes for it every time, not knowing that Maya keeps those quarters in a jar because they remind her of being broke and grateful for small kindnesses.

Maya’s theory applies beyond coffee shops, obviously. Pay attention to people in elevators, grocery store checkout lines, anywhere the usual social scripts get temporarily suspended. That’s where you see who someone actually is when they think nobody’s looking.

The Uber Driver Who Explained Why He Keeps Mints in Every Cup Holder

This is for people who think customer service is just about being polite. Marcus drove me home from the airport on one of those nights when your flight gets delayed and everything feels slightly cursed. His car was spotless, he had phone chargers for three different types of phones, and yes, mints in every cup holder.

“People remember details,” he said when I complimented him on the setup. “Not the big stuff. They expect the big stuff. They remember that you had mints, that your car smelled like vanilla instead of old french fries, that you asked if they wanted the music louder or softer instead of just assuming.”

Marcus had been driving rideshare for three years and had a 4.97 rating. His secret wasn’t revolutionary customer service techniques or expensive car upgrades. It was noticing that people spend most of their day in spaces that feel indifferent to their existence, and doing tiny things to make his car feel different.

He kept bottles of water in the door pockets. Not fancy water, just regular bottles, because “you’d be surprised how many people get in this car slightly dehydrated and don’t realize it until they see the water.” The vanilla air freshener got replaced every two weeks, not because the old one stopped working, but because he’d noticed people respond better to scents that feel intentional rather than automatic.

This conversation completely changed how I think about the small interactions that make up most of our days. The grocery store clerk who actually looks at you when they say thank you. The receptionist who remembers your name. The details that make someone feel seen instead of processed through a system.

Why My Neighbor’s Approach to Gardening Is Actually About Everything Else

Helen lives two houses down and has the kind of garden that makes you slow down when you walk past it. Not because it’s fancy or perfectly manicured, but because it feels alive in a way that’s hard to explain. Last month I finally asked her about it.

“Oh, I don’t really know what I’m doing,” she said, deadheading some flowers I couldn’t identify. “I just pay attention to what seems happy.” She walked me through her process, which isn’t really a process at all. She plants things, watches how they respond, moves them if they seem unhappy in their spot, tries different combinations until something clicks.

The revelation came when she pointed to this corner where nothing had grown well for years. “I kept trying to force things that wanted full sun to grow in shade. Spent probably fifty dollars on plants that were never going to thrive there. Finally I just accepted that it’s a shade corner and planted things that actually like shade.”

Helen’s gardening philosophy is basically life coaching disguised as horticulture. Stop trying to force yourself to thrive in conditions that don’t suit you. Pay attention to what actually makes you feel alive instead of what you think should make you feel alive. Sometimes the problem isn’t that you’re failing, it’s that you’re trying to grow in the wrong spot.

This is what I think about whenever I’m struggling with something that feels harder than it should be. Maybe the solution isn’t trying harder. Maybe it’s trying differently, or trying somewhere else entirely.

The Thread That Connects Them All

These conversations stuck with me because they all share something specific. Each person was paying attention to something most of us overlook, and they’d developed their own small philosophy around it. The laundromat woman noticed waiting. Maya noticed pre-coffee humanity. Marcus noticed the tiny gaps where genuine care can slip through. Helen noticed what actually thrives versus what we think should thrive.

None of them were trying to be profound. They were just people who’d figured something out through repeated experience and weren’t afraid to share it with someone who was paying attention. Which makes me wonder what small wisdom I’m walking around with that might be exactly what someone else needs to hear.

What conversations have followed you home lately? The ones that change how you see something you encounter every day, or make you reconsider an assumption you didn’t even realize you were carrying around? I’m curious what small revelations are hiding in your Tuesday morning interactions.

The Books That Snuck Up on Me This Year

The One That Made Me Rethink Everything I Know About Memory

I picked up The Seven Moons of Maali Almeida because the cover was pretty and I needed something for a long flight. What I got was a ghost story that operates like a filing cabinet someone kicked over in the dark. Shehan Karunatilaka writes about a war photographer who dies and has seven moons to solve his own murder, but really it’s about how we remember violence and who gets to tell the story afterward.

The Books That Snuck Up on Me This Year
The Books That Snuck Up on Me This Year

The thing that stuck with me wasn’t the magical realism or the political commentary, though both are excellent. It was this throwaway line about how photographs don’t capture moments, they create them. I’ve been thinking about that for months now. Every time I take a picture of my coffee or my dog or whatever, I’m not documenting reality. I’m making a tiny decision about what reality should look like.

It’s unsettling in the best way. The book doesn’t offer clean answers about truth or memory or storytelling. It just sits there, grinning, asking you to figure out what you think you know and why you think you know it.

Illustration for The Books That Snuck Up on Me This Year
Illustration for The Books That Snuck Up on Me This Year

The One That Changed How I See My Own Anxiety

Devon Price’s Unmasking Autism wasn’t on my reading list. A friend mentioned it in passing, said it helped them understand their kid better. I’m not autistic, but I am someone who’s spent thirty-something years feeling like I’m constantly performing some version of myself that everyone else seems to have the script for.

Price writes about masking with this casual precision that made me want to highlight every other sentence. Not because it was revelation after revelation, but because it was like someone finally put words to things I’d been noticing about myself for years. The way I rehearse casual conversations. How I catalog acceptable responses to small talk. The exhaustion that comes from monitoring your own facial expressions in meetings.

I’m still not sure what to do with any of this information. The book doesn’t hand you a neat little package of self-improvement tips. It just says: here’s a thing that might be happening, here’s why it matters, here’s how it might feel different if you stopped fighting it so hard. Which, honestly, is more useful than any amount of advice about breathing exercises or positive thinking.

The One That Made Me Question My Relationship With Work

Tomorrow, and Tomorrow, and Tomorrow by Gabrielle Zevin is supposedly about video game design, but it’s actually about what happens when the thing you love becomes the thing that pays your bills. I thought I was reading a book about friendship and creativity. Turns out I was reading a book about how capitalism eats everything, even the stuff you thought was safe.

The main characters create this beautiful, complicated game together, and then spend the rest of the book watching market forces and personal ambition turn their collaboration into something else entirely. Not bad, necessarily. Just different. Changed. The way everything changes when money gets involved.

I kept thinking about my own work while reading it. The projects I started because they excited me, that gradually became projects I do because I’m good at them and they pay well. There’s nothing wrong with that evolution, but Zevin captures something about the loss that comes with it. The moment when you realize you’re optimizing for different things than you used to.

The One That Rewired How I Think About Time

Jenny Odell’s Saving Time should come with a warning label: “May cause you to stare at clocks differently.” She writes about time like it’s not this neutral thing that just happens to us, but something that gets shaped by power and politics and the particular way our society has decided to organize itself.

The chapter about Indigenous concepts of time broke something open in my brain. The idea that linear time isn’t natural or inevitable, just convenient for certain kinds of economic systems. That there are other ways to think about past and future and the relationship between them. I spent a week after reading it trying to notice when I was thinking in deadlines versus when I was thinking in seasons.

Odell doesn’t offer solutions exactly. She’s more interested in helping you see the problem differently, which turns out to be more valuable. I can’t opt out of clock time completely, but I can pay attention to the moments when it stops feeling natural. When it starts feeling like something I’m wearing instead of something I’m living in.

What I’m Left With

None of these books fixed anything for me. They didn’t solve problems or provide frameworks or give me actionable takeaways. Instead, they did something more interesting: they made familiar things feel strange again. Memory, anxiety, work, time. All stuff I thought I understood, until I didn’t.

I’m curious what books have been doing this for you lately. The ones that didn’t necessarily change your life but changed the angle you’re looking at it from. The ones that made you pause and think: huh, I never thought about it that way before.

The People Who Broke My Brain (In the Best Way)

The Librarian Who Taught Me to Read Sideways

Mrs. Chen never told me what to read. She’d just slide books across the circulation desk with this look that said “trust me on this one.” I was fourteen and convinced I was supposed to read Important Literature with capital letters. She handed me a cookbook written by a physicist and a comic book about financial markets. Then she watched me puzzle over why someone would pair those with Steinbeck.

The People Who Broke My Brain (In the Best Way)
The People Who Broke My Brain (In the Best Way)

“Information doesn’t live in boxes,” she said when I finally asked. “The interesting stuff happens in the spaces between.” She was reorganizing the entire library system at the time, creating these weird cross-reference sections that made no logical sense. Poetry next to car repair manuals. Astronomy mixed with ancient philosophy. The other librarians thought she’d lost it.

But something clicked for me in those messy aisles. I started reading like I was following breadcrumbs instead of checking boxes. One book led to another in directions I never expected. That physicist’s cookbook taught me more about creativity than any writing guide. The financial comic introduced me to game theory, which explained why my family dinner conversations always felt like strategic warfare.

Twenty years later, I still read sideways. I’ll dive into urban planning blogs while researching a story about relationships, or lose three hours in Wikipedia’s rabbit holes about Soviet-era typography. Mrs. Chen taught me that learning isn’t about filling predetermined slots. It’s about building connections that don’t exist yet.

Illustration for The People Who Broke My Brain (In the Best Way)
Illustration for The People Who Broke My Brain (In the Best Way)

The Mechanic Who Showed Me How Things Actually Work

Tony ran the shop where my dad took our eternally dying Honda. I was maybe sixteen, sitting in the waiting room pretending to do homework while secretly watching Tony explain problems to customers. He never talked down to anyone, but he also never pretended things were simpler than they were.

“See, the thing is,” he’d say, wiping his hands on a rag, “your car’s like your body. Everything’s connected. You can’t fix the symptom and ignore what caused it.” Then he’d walk people through the actual problem, using parts and diagrams, until they understood not just what was broken but why it broke.

I started hanging around after school, partly to avoid going home, partly because Tony’s explanations were better than any science class I’d taken. He taught me to see systems instead of isolated parts. When something failed, you didn’t just replace it. You figured out what stress or neglect led to the failure in the first place.

This completely rewired how I think about problems. In writing, in relationships, in career decisions. When something isn’t working, I don’t just swap in a quick fix. I trace back through the system to find where the real issue started. Tony’s approach to engines became my approach to everything else. Most problems aren’t actually about the thing that’s obviously broken.

The Professor Who Embraced Being Wrong

Dr. Martinez taught introductory philosophy, which should have been the most intimidating class on my schedule. Instead, she made it the most freeing. She started every semester with the same announcement: “I’m going to be wrong about half the things I say this year. Your job is to catch me at it.”

She meant it. Students would challenge her interpretations of Kant or point out contradictions in her arguments about ethics, and she’d light up like Christmas morning. “Yes! Exactly! Now let’s figure out where my thinking went off the rails.” She’d work through her mistakes in real time, showing us how to build better arguments from the wreckage of worse ones.

Most of my teachers had presented knowledge like a finished monument you were supposed to admire and memorize. Dr. Martinez treated it like a construction site where we were all part of the crew. She modeled intellectual honesty in a way that made being wrong feel productive instead of shameful.

I carry this with me every day now. When someone points out a flaw in my reasoning or catches an error in something I’ve written, I try to channel her excitement instead of getting defensive. Being wrong isn’t a failure of intelligence. It’s raw material for being smarter next time. The people who can’t admit mistakes stop learning. The people who celebrate them keep growing.

The Neighbor Who Noticed Everything

Mr. Park lived three houses down and somehow knew the entire neighborhood’s business without being nosy about it. He just paid attention. He’d mention that the Johnsons’ sprinkler was hitting their roses wrong, or ask if I’d noticed the new family’s kid seemed lonely at the bus stop. Nothing dramatic, just small observations that showed he was actually seeing what was in front of him.

He taught me that paying attention is a skill you have to practice. “Most people look but don’t see,” he’d say while we worked in his garden. “They’re too busy thinking about the next thing to notice what’s happening right now.” He’d point out how the light changed throughout the day, or how different birds preferred different parts of his yard, or why some plants thrived in spots where others failed.

This sounds simple, but it’s revolutionary when you actually do it. I started noticing patterns in conversations, reading the subtext in emails, picking up on the small signals that reveal how people are really feeling. Mr. Park’s brand of attention made me a better friend, a better writer, and honestly a better human.

The weird thing is, I’m still figuring out how these four people connect to each other and to who I’ve become. Mrs. Chen’s sideways reading, Tony’s systems thinking, Dr. Martinez’s intellectual humility, Mr. Park’s careful attention. They feel like puzzle pieces that don’t quite fit together yet, but I can sense the shape they’re trying to make.

Maybe that’s the point. Influence doesn’t come in neat packages with clear instructions. It accumulates in fragments and contradictions until something new emerges. I’m curious about the fragments you’ve collected along the way, and whether they make more sense to you than mine do to me.

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