Burnout Diaries

Behind the scenes of managing a mythical influencer without magical insurance. Read at your own risk. May contain keyboard smashing, existential dread, and unsolicited venting.

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…

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,…

Sometimes I Think My Job Is Just Explaining Things to Software

There’s a romanticized image of “working in digital marketing” that gets passed around on LinkedIn — all minimalist coffee shops, sleek laptops, and people in…

Sometimes I Miss Having a Boss to Blame

By Ken Hollow, freelance by choice, regret by default When I quit my last real job, I walked out of the office with a box…

The Only Thing Going Viral Is My Anxiety

By Ken Hollow, algorithmically ghosted and emotionally contagious You ever post something, watch it tank, and then immediately question every life choice that led you…

I Genuinely Don’t Know What I Do Anymore (But the Bio Sounds Nice)

By Ken Hollow, professionally lost and brand-consistent There was a time when I had a job title. Graphic designer. Easy. Understandable. You say it and…

Every Time I Post an Honest Caption, I Lose Three Followers and Gain One Weird DM

By Ken Hollow, emotionally available and algorithmically punished It happens every time. I post something real. Vulnerable. Messy. The kind of caption where I admit…

Passive Income Is Neither

By Ken Hollow, digitally exhausted and financially underwhelmed Let me preface this by saying I did everything “right.” I followed the gurus. I watched the…

You Know It’s Bad When You’re Envying Bots

By Ken Hollow, certified human (barely) There was a time when I scoffed at AI-generated content. “Oh please,” I said, adjusting my ethically sourced hoodie.…