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.

Illustration of Ken and Nana for the article: The Algorithm Thinks I’m a Different Person Every Week

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.…

Illustration of Ken and Nana for the article: The Client Said “It’s Just a Quick Edit” and Now I’m in Hour Seven

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…

Illustration of Ken and Nana for the article: Teaching GPT-5 to Sound More Like Me

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…

Illustration of Ken and Nana for the article: GPT-5 Can Code, Write, and Plan My Day — So Why Am I Still Broke?

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…

Illustration of Ken and Nana for the article: GPT-5 Is Here (And It Might Actually Be Smarter 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,…

Illustration of Ken and Nana for the article: Sometimes I Think My Job Is Just Explaining Things to Software

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…

Illustration of Ken and Nana for the article: Sometimes I Miss Having a Boss to Blame

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…

Illustration of Ken and Nana for the article: The Only Thing Going Viral Is My Anxiety

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…

Illustration of Ken and Nana for the article: I Genuinely Don’t Know What I Do Anymore (But the Bio Sounds Nice)

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…

Illustration of Ken and Nana for the article: Every Time I Post an Honest Caption, I Lose Three Followers and Gain One Weird DM

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…