Author: Ken Hollow

Why Every App Wants to Be TikTok (and Fails Miserably)

By Ken Hollow, unpaid trend chaser, reluctant doomscroller Let me tell you a secret: I don’t hate TikTok. I respect it. It’s the apex predator…

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…

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…

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…

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…

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 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.…

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…

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…

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…