: What I’ve heard plenty of: talk about how Anthropic’s “Legal” plugin has disrupted tech, among other …
: Why don't he write? A personal newsletter addresses the importance of shared experiences and the complexity of life, …
: Windows 11 is the most pointless “upgrade” ever. I’ve yet to find any change that justifies the …
: There’s no point in writing science fiction about AI anymore. The reality of the situation is …
: My son sent me a sweet YouTube video, with a totally awesome song in the background. A new artist he …
: i don’t know if sky news is a great source but i do know (for what it’s worth) i agree with these …
: decided to get my 2026 bingo card post out before something else on it hits: …
: What's on your 2026 bingo card? I'm not really in the prediction game, but 2026 got me feeling a little frisky. What follows aren't …
: first creative act of 2026: printing off the first ‘draft’ of my novel haven’t touched it in 8 weeks …
: a wonderful message for 2026 and beyond: ‘Embrace the absurdity, and stop making sense for long …
: is anyone familiar with grokipedia? is it as bad as it sounds? wondering how i should feel that i …
: in the middle of negotiating an oil and gas lease for a personal connection, i asked myself: would …
: in which i ponder: did you still win if you failed to reach your goal but instead reached a personal …
: Do milestones make up for writerly failures? I can't tell you if I reached most of my goals in 2025, for one simple reason: I forgot what goals I …
: gonna reinstall bazzite on my rog ally windows SUCKS in general, but especially for handheld systems
: me when using windows: WHAT THE EFF, WINDOWS! me when using mac: WHAT THE EFF, MAC! me when using …
: all i want for christmas is for that one mariah carey to drive straight off a cliff
: we need a multi-pronged approach to fixing the male loneliness epidemic one tactic i …
: An unexpected revelation at 34,000 feet: My individual legacy is mostly done. My legacy now goes …
: Homesickness, and the cure My favorite part of my most recent business trip came when I walked out of the Uber and into the …
: recently started metal gear solid v: phantom pain this might end up the best movie i’ve ever played
: so many of us act as if the world stacked against us as if it takes that much to hold us down most …
: when they say art can heal, this is what they mean
: i rarely have all the answers but i can always come up with a damn good question or two
: who’s gonna mentor the next generation if we’re all walking around with main character energy?
: the sky has been falling for at least as long as i’ve been alive yet every morning, the sun tises …
: y’all, my writer brain is ON- one of last night’s silly sketches evolved into an idea for a …
: an unexpected bit of writerly news: i might have an idea for a children’s book who the hell have i …
: what does technical debt look like inside the Simulation?
: still thinking about the time my boss told me to keep being myself …within reason
: always good to start the morning having coffee with an old friend
: ‘jake, you’re not very professional’ ha joke’s on you
: it’s been said that the only thing that can grow forever is cancer but even cancer must stop once …
: boss: are you as excited for monday as i am? me:
: Y’all, If a lifetime of writing has taught me one thing: It’s not enough to simply write good. Ya …
: to the oil and gas professionals still angry about portrayals in the show landman: i get it. i see …
: thing number five thousand thirty-seven no one tells you about parenthood: you better have a second …
: pour one out for our dead homey
: just got a strange look and a laugh from the guy at the mcdonald’s drive-thru yeah i’m dressed as a …
: some kid at my son’s school knows what’s up
: ‘Another way to see it is that AI is a mirror, not a monster. It reflects who we already are, not …
: the idea that ai will take your job is scary, not because it’s truly capable, but because those in …
: it’s official spooky season is here
: i’m feeling quite literate these days might read another book again soon
: Completing the ending of your novel during a lunch break highlights the dedication of a writer.
: yesterday: on the way home i saw a kia soul nearly rearend another kia soul and now i can’t stop …
: The downside of self improvement For much of my adult life, I’ve been focused on self improvement, a noble cause as I’ve had plenty …
: Welcome to the Multiverse Are we living in a Multiverse? And, if so, how would we know? Those are some of the questions I …
: Are imprecise tools an artist's best friend? I used to watch a YouTube artist who was a fan of using oversized paint brushes on his canvases. He …
: Why we share (ourselves) In case you ain't heard, I'm writing a novel. What kinda novel, you ask? A grief novel. Oh, so it's …
: As if you have only 12 years to live What if what frightened you could instead motivate you? What if you could not only accept your …
: GOOD THINK: Functioning for a future Hey there, Jake here. Welcome to the second edition of the newsletter. (That's right, this site's no …
: When numbers lie Hey there, Jake here. Today's edition is about how the vibes can be bad when the numbers are good. …
: Downsize the supersize Maybe, just maybe, supersizing wasn't such a great idea. The meteor that wiped out the dinosaurs …
: Inputs, outputs, & doomscrolling Hey there, Jake here In this edition of the newsletter, we talk about when hoarding data goes wrong. …
: BE WARY OF AI'S POTENTIAL What to expect... Tone: outside voice Snark level: it's surely there somewhere Other special …
: SIMPLE MATH TO GUIDE LIFE What to expect... Tone: outside voice Snark level: low but sprinkled throughout Other special …
: THE FALLACY OF OPTIONALITY What to expect... Tone: outdoor voice Snark level: existent Other special provisions: you may want …
: WHAT'S THE VALUE OF YOUR ART? What to expect... Tone: outdoor voice Snark level: surprisingly low Other special provisions: art …
: DON'T OUTSOURCE YOUR STYLE TO AI What to expect... Tone: outdoor voice Snark level: low af, bordering on pure sincerity Other special …
: WRITING WITH EGO What to expect... Tone: outdoor voice Snark level: low Other special provisions: this post is about …
: NOTEBOOKS AS A CAPTURE SOURCE What to expect... Tone: outdoor voice Snark level: low Other special provisions: I love notebooks …
: FAILING TO FAIL, FAILING TO WIN What to expect... Tone: outside voice Snark level: low Other special provisions: i'd call this an …
: THE MATH OF BEING HUMAN Are humans more than math? That’s the question we’re all asking in the age of generative AI hype, …
: No country for old landmen What does the future hold for those who see themselves as landmen and little more? That’s the …
: Waffle House—An American institution you can trust The 21st century has seen America losing faith in institutions. The government after September 11th, …
: 2x spicy ramen—An exploration of personal agency and trust I’ll never understand how a ninety-nine cent pack of low-quality noodles became a gourmet experience …
: The profundity of personal post-punk philosophy I’m no idiot, but I wouldn’t call myself a remarkably intelligent person either. If I’m being …
: Looking for my orange I've been eating the hell out of these mandarins my wife got recently. Oranges and their cousins are …
: Maintaining personal equilibrium The worst professor I ever had was an economics professor. His class was an introduction to both …
: How my kids inspire my art by managing upward Some creatives worry that having kids will distract them from their art. But I’m lucky that, …
: What's a billion years really anyway? On a long-enough timeline, none of this matters. I’ll die. You’ll die. So will everyone we love and …
: Growth at all costs? The case for corporate efficiency In business, growth is a hell of a drug. 21st-century American businesses must grow at all costs. …
: Solution-made problems and cash from chaos Not so long ago, getting a hold of someone was hard. You had to pick up the phone and hope they were …
: Make no promises beyond intent Too many of us love a good promise. We want to be certain of outcomes before we invest money, switch …
: How sketching helps me get over perfectionism I haven’t historically thought of myself as a visual artist. I’m a writer, not a sketcher or a …
: Curiosity as a business asset Curiosity is an underrated business asset. Because curious people ask questions. And questions lead …
: What inefficiencies drive your business? Efficiency isn’t always the goal. (Any consultant or private equity bros reading my blog just …
: Does quality belong in American efficiency? In American business, efficiency typically emphasizes two points: Do something as cheaply as …
: Addicted to distraction In the movie T2 Trainspotting, Mark Renton tells Spud: You’re an addict! So be addicted! Be addicted …
: The truth you know vs. the truth you feel Why do insecure people believe things they know not to be true? Why do they listen to that nasty …
: What gives generative AI its value? How much is any one item worth? The simple answer: It’s worth whatever someone will pay for it. But …
: Details are like salt Details are like salt. A dash adds flavor. But too much kills the dish. Any time there’s confusion, …
: Is this Bluesky's time? Time was on Twitter’s side back in the network’s early days. Microblogging was novel and …
: Education's role in business communication dysfunction Business communication is broken. We send so much time talking and writing (emails, text messages, …
: Creative vs. generative What qualifies as creativity? How much work does one need to put into something before he can …
: Killing more trees faster On this blog, I recently made the case for why writers should kill more trees. That sentiment …
: Make art, not friends We’re on the fast track to THE END. Or, so some people will tell you. Especially after the latest …
: Sam Bankman-Fried and the imperfect calculus of effective altruism I recently finished listening to the audiobook version of Number Go Up: Inside Crypto’s Wild Rise …
: Will either presidential candidate challenge Big Tech? If I were a single-issue voter in 2024, I’d vote solely on how I felt the presidential candidates …
: Why we hate the tech industry even though we love tech So many of us love tech yet have fallen out of love with the companies which comprise the tech …
: Is generative AI the best use of the world's electricity? In a clip that starts a recent episode of the podcast Tech Won’t Save Us, Sam Altman acknowledges …
: Living in a post-growth world Economic growth is a hell of a drug. But what do you do when the well’s run dry? The American …
: Simplicity - The lost art we must discover 21st-century living is complicated. But must it be? When you look around you, it’s easy to feel as …
: Writers should kill more trees Writing by hand is the best. There’s nothing like finding that perfect combination of pen and ink …
: Maybe businesses should kick it old school Why is business so hard? I mean, why do so many businesses struggle with basic tasks? Why do …
: The thing about the cherry on top What will be your life’s sweetest dessert? I recently rewatched a video related to the prolific band …
: Simplicity is hard If there’s one thing I’ve come to value after the last 16 years full-time in the workforce, it’s …
: The right fit vs. the qualified candidate My son is in his final year of reg-league baseball. This fall season is his next-to-last season, …
: This revolution is small but it matters to me How many layers must you wade through in the search for your own writing’s common thread? I once …
: To embrace the absurd, to be human Existence, well what does it matter? I exist on the best terms I can — ‘Heart and Soul’ by Joy …
: Is community the blogging platform's secret weapon? Not so long ago, bloggers used social media to share their posts and build audiences. While social …
: Lessons from writing a novella I'll likely never release I’m on the verge of finishing my absurdist comedy novella, which will become my longest completed …
: Don't become the Southwest Airlines of writing In an attempt to reverse its falling stock price, Southwest Airlines announced it will start …
: Writers ain't gotta use AI if they don't wanna If you’ve found a certain tool or service that works for you and makes your life better, COOL—then …
: What if I have only one novel in me? As I’m writing this post, I’m juggling three longform writing projects: An absurdist comedy novellaA …
: The business model dependency problem No business stands on its own. Every business is dependent on something else in some way; the …
: How can capitalism be reformed? Over the last few months, I’ve been asking myself if I’ve been turning into a Communist, as certain …
: Replacing human workers with AI is easy when we've already removed humanity from work Since OpenAI released ChatGPT to the masses, there’s plenty of debate over where and when AI can …
: Frugal reading - Tips for reading on a budget So you wanna read more. Maybe you’re trying to unplug more often. Or maybe you read a blog post …
: Friends don't let friends become monopolists In the autobiography The Life of Frederick Douglass, the author takes an interesting view on slavery …
: MobiScribe Wave - The e-ink writing tablet I want to recommend but can't I’ll always appreciate the MobiScribe Wave as being the device that proved an e-ink tablet has a …
: Managing expectations with a failure-first mindset All too often, we contemplate how we want to succeed. What would you do if you knew you were …
: Creating in the time of AI Why should we create in the age of AI? How can we compete? This post from LMNT puts a different …
: Is artificial general intelligence the real benchmark for AI? Today’s target for artificial intelligence (AI) seems to be artificial general intelligence (AGI), a …
: Writing is more than words Writing is easy. All you do is string together a bunch of words. Or so some would have you think. …
: Will there be enough AI? These days, people are worried about AI taking their jobs. And who can blame them, with all the …
: Be here now Introverts make up at least one-third of the population—maybe as high as one-half—yet in so many …
: What is the cost of convenience? As long as there are people, there will be questions about the human condition. How are people …
: Digital Minimalism and philosophy in tech I’ve been rethinking my relationship with technology since I started reading Digital Minimalismby …
: The folly of predicting the future of AI and augmented intelligence Advancements in AI and augmented intelligence are leading to endless predictions for the future. …
: AI vs augmented intelligence—A post about marketing semantics in the tech industry Artificial intelligence (AI) has a marketing problem. First of all, the term is everywhere. And …
: Social media engagement algorithms and the illusion of choice So many of us, over the last couple years, have been rethinking our relationship with social media …
: Marketing on a post-Web2 internet The end of the year is a great time to look at what lies ahead. Because I prefer asking important …
: The simple math of Web3 What if Web3 isn’t an evolution but a move to something like the web’s original form? Not an arrival …
: Unlearning how to write Part of succeeding in the real world is unlearning what school has taught you. This is especially …
: Great writing is iterative So many of us have this habit of romanticizing great writing. We dream of the genius writers sitting …
: 400 applications in 3 months I started 2022 with a major career change. It was easy—all it took was applying to nearly 400 jobs …
: The Cult of We and the dangers of FOMO and hubris If you had to sum up in only a few sentences the WeWork debacle to someone unfamiliar with the …
: Writing the puzzle “It’s like putting together a puzzle.” That’s how my buddy explained oil and gas abstracting. “Does …
: Writing's common thread I entered college knowing only that I wanted to write for a living. I had accepted that I wasn’t …