Author: Ken Hollow


  • Threads Is Dead, Long Live Whatever Comes Next

    By Ken Hollow, unwilling caretaker of expired social logins Remember Threads? Of course you don’t. And if you do, it’s only because the app is still haunting your home screen like an ex you forgot to delete from your contacts. The icon’s just sitting there, silently judging you for not “engaging in meaningful conversations” while…

  • Nana Wants a Podcast. I Want to Die.

    By Ken Hollow, podcast producer by blackmail Let me start by saying: I don’t hate podcasts. I hate this podcast. The podcast that was never supposed to happen. The one my fox spirit client, Nana Vix, manifested into existence with a combination of soft threats, velvet cooing, and one very cursed crystal mic she claimed…

  • If You Reply “LOL” to Feedback, I Will Take It Personally

    By Ken Hollow, professional overthinker and part-time emoji decoder Feedback is supposed to be constructive. Helpful. Collaborative. Instead, it’s often delivered in the most emotionally ambiguous format possible: the single “LOL.” When a client replies “LOL” to something I’ve sent, my brain doesn’t hear laughter. My brain hears: 🔹 The Problem With Digital Tone Tone…

  • The Group Chat Is a Full-Time Job

    By Ken Hollow, professional tab juggler and part-time actual worker Every freelancer has their own productivity kryptonite. For some, it’s TikTok. For others, it’s the sudden urge to reorganize the spice rack. For me? It’s the client group chat. Slack. WhatsApp. Facebook Messenger. One client even insists on using Telegram “for the vibes.” They call…

  • Every Client Thinks They’re My Only Client

    By Ken Hollow, part-time diplomat, full-time liar-for-hire Here’s the first rule of freelancing: every client needs to feel like they are your one and only. The Beyoncé of your roster. The sun around which your entire creative orbit revolves. And here’s the second rule: that is a complete and utter fabrication. In reality, you are…

  • The Algorithm Thinks I’m a Different Person Every Week

    By Ken Hollow, freelance chameleon and reluctant trend hopper Every Monday, I check my analytics like a responsible content creator who pretends to enjoy numbers. And every Monday, the platforms collectively decide I am no longer the person I was last week. Last week? Oh, I was a motivational lifestyle guru. The week before that?…

  • The Client Said “It’s Just a Quick Edit” and Now I’m in Hour Seven

    By Ken Hollow, freelance prisoner of pastel purgatory The text came in at 8:14 a.m., right when I was pretending to do my morning routine and not just staring at my phone in bed. “Hey, it’s just a quick edit.” From Nana Vix. Those six words are the freelance equivalent of “We need to talk.”…

  • Teaching GPT-5 to Sound More Like Me

    By Ken Hollow, AI wrangler, burnout survivor, and reluctant personal brand When GPT-5 dropped, I thought, “Perfect. Finally, an assistant who can handle my tone so I can stop writing captions at 1 a.m. while half-watching reruns of Kitchen Nightmares.” The dream: teach it to write like me, minus the spiraling panic that I lace…

  • GPT-5 Can Code, Write, and Plan My Day — So Why Am I Still Broke?

    By Ken Hollow, now officially the unpaid brand ambassador for AI GPT-5 is here. The internet’s buzzing, tech bros are frothing, and I just watched three YouTube thumbnails promise it will “change EVERYTHING.” And to be fair… it might. It can write better than your average LinkedIn “thought leader,” code entire apps faster than you…

  • GPT-5 Is Here (And It Might Actually Be Smarter Than You)

    So buckle up, because OpenAI just dropped GPT‑5 on us—and yes, it’s as glamorously overwhelming as your last existential meltdown. Official Launch (Suck on That, Rumor Mill) After a summer of leaks and cryptic “it’ll be out soon” vibes, GPT‑5 finally made its grand entrance. OpenAI rolled it out today to all ChatGPT users, free-tier…