AI Donkey Chase logo

AI is a Donkey Chase
You feel the pain. We give it a name.

Satirical content for the people executing AI transformation.
Honest education for the people surviving it.
Merchandise for the people who've accepted it.

Signal vs noise

These aren't punchlines — they're why teams burn out pretending the transformation is "on track."

85%
of AI projects fail to reach productionMIT ’25
180M+
knowledge workers inside broken AI transformationsest.
$500B+
enterprise AI market — mostly spent on slidesStanford HAI
1
satirical brand speaking to the people doing the actual work
// AI Industry · Live signal — 2026

The whole industry, not one story.

Record profits, record AI spend, record layoffs — same companies, same year. Tap a tile for the receipts. The charts below are where the story stops adding up.

Read the Wire →

Tech layoffs by month — May was the worst since Aug 2024. See the board →

“AI” went from footnote to headline — 7% of cuts in Jan, 40% by May. Why now? →

They’re spending ~45× the layoff savings on AI. So who are the cuts really for? Follow the money →

The AI Donkey Chase

Every episode hits four beats — claim, reality, mandate, chase. Deadpan voiceover, on-screen receipts, and a finale CTA that’s actually useful.

Full series at aidonkeychase.com — same promise every time: truth before buzzwords.

Your company is "AI-first." Data in Excel, Ideas in PowerPoint, Outcomes are a Donkey Chase

Corporate AI transformation is a performative loop. Leadership signals innovation. Operational reality doesn't change. Or gets worse.

The people building it know it's broken. Nobody says it out loud. Until now.

AI Donkey Chase is the brand that names the dysfunction, laughs at it honestly, then shows the people in the trenches what actually works — and who actually builds it.

If your roadmap is three slides and a prayer, you're already in the chase.

ai-transformation
Satirical thread · live tail
CEO — All-Hands Deck 9:02 AM
Exciting news — we are now an AI-first company. Embedding AI across every function by Q2. This is a transformational moment.
You 9:03 AM
Does this mean we’re finally getting a data team?
IT Director 9:04 AM
Who owns the AI strategy budget? Is it under Digital, or under… Excel?
VP, Future of Decks 9:06 AM
Please add “AI washing machine thinking” to the roadmap. It’s trending on LinkedIn.
You 9:06 AM
Is that a framework or a metaphor.
Chief of Staff 9:08 AM
We need an AI steering committee for the steering committee. Kickoff is Q5.
Eng Manager 9:11 AM
prod-legacy-db-east-final_v9 is now “AI-ready” because we added a column named embedding.
Legal 9:14 AM
Reminder: do not train models on customer data until Sales stops promising we already do.
Sales 9:15 AM
Circling back — can we say “human in the loop” if the loop is mostly vibes?
You 9:17 AM
I’ve been asked to “AI-enable” my weekly status report. What does that mean exactly.
CompanyGPT™ APP 9:17 AM
Great question! Here’s a comprehensive AI-enabled status template that leverages synergistic capabilities across your workflow touchpoints to—
HR 9:19 AM
Upskilling week agenda: 3 webinars, 0 laptops, 12 badges, 100% vibes.
CFO 9:21 AM
Pilot year 4 budget is “flat YoY” if you exclude labor, compute, consultants, and reality.
You 9:22 AM
I asked Copilot why our roadmap exists and it drafted a resignation letter addressed to “To whom it may concern.”
Program Mgmt 9:24 AM
RACI update: we added a row for “the vibe.” Nobody is Accountable. Everyone is Consulted.
Data (questioning) 9:26 AM
We have one source of truth and six sources of alignment. They’re not on speaking terms.
CompanyGPT™ APP 9:27 AM
As an AI language model, I can confirm your KPIs are fictional but legally distinct from fraud.
IT Director 9:29 AM
We opened port ideas only. Production remains closed, as tradition demands.
Exec Assistant 9:31 AM
Leadership offsite location: Zoom + denial. Calendar holds “deep work.”
New hire (brave) 9:33 AM
Where is the AI-first policy doc? 👀 …oh it’s slide 47 inside slide 47.
VP, Velocity 9:35 AM
Good news: we hired a Chief Acceleration Officer reporting to the Velocity Committee.
Legal 9:36 AM
Please stop putting “YOLO” in the architecture diagram footnotes. The auditors noticed.
You 9:38 AM
My sprint goal is “unblock the AI blocker.” There is no ticket. There is only shame.
CompanyGPT™ APP 9:39 AM
Have you tried turning the culture off and on again? (This message was rated helpful by 0 humans.)
Slide Deck Bot 9:40 AM
Title updated: VisionVision but AI. Footer updated: “Confidential — please forward widely.”
You 9:41 AM
This is a donkey chase.
Program Mgmt 9:42 AM
React with 🦙 if you’ve been asked to llama-ize the roadmap.

Achievement deserves recognition.

Personalize a satirical certificate free — your name, an instant PNG or PDF, ready for LinkedIn. Want it framed and mailed anonymously to a coworker? That part lives in the Shop.

Six satirical titles, now free to personalize. Put your name (or your boss's) on one and download or share in seconds — open the Awards studio →. The framed-and-mailed-anonymously version lives in the Shop.

1 / 6
aidonkeychase.com

Digital Transformation Pioneer (PowerPoint Division)

Framed recognition for deck velocity, not deployment velocity. Footers include the URL; academic rigor is strictly optional.

From $15 · Print-on-demand · PDF included
aidonkeychase.com

Certified AI Strategy Visionary (No Implementation Required)

For leaders who shipped narratives, not nodes. Verified ID aesthetic and a seal that looks important on Zoom.

From $15 · Print-on-demand · PDF included
aidonkeychase.com

AI-First by Q2 — Achievement: Unlocked

Ribbon energy for roadmaps that move rightward forever. Great for OKR slides and blameless postmortems.

From $15 · Print-on-demand · PDF included
aidonkeychase.com

Pilot Program Immortality Award (Year 4 Is Still “Early Days”)

Honor the pilot that refuses to graduate. Calendar-proof. Headcount-proof. Sense-adjacent.

From $15 · Print-on-demand · PDF included
aidonkeychase.com

Survived the AI Roadmap Session — Twice

Same deck. Same room. Different quarter. You still took notes — that deserves wall-mounted closure.

From $15 · Print-on-demand · PDF included
aidonkeychase.com

MVP of the AI Steering Committee

Maximum visibility. Minimum decisions. The participation trophy your calendar already earned.

From $15 · Print-on-demand · PDF included

All products launch day one. Every piece ships with AI Donkey Chase identity — URL, donkey mark, and brand gradients — so the joke travels with you.

Join for Early Access

Wire

The weekly briefing for people inside the transformation — not the people announcing it. Real signal. Sharp commentary. Zero corporate speak. Free to read. Worth every penny.

Same voice as Donkey Shorts · In your inbox weekly · aidonkeychase.com

🔥

This Week in Dysfunction

The best corporate AI moments from across the internet. Curated so you don't have to doomscroll LinkedIn.

🔬

Tool Reviews

Honest assessments from an AI engineer who's actually deployed these. No affiliate pressure. No hype.

📡

Market Signals

What the earnings calls actually said vs. what the headlines wrote. The gap IS the signal.

Subscribe below. Be first when we launch. No spam — ever.

Built by someone inside the machine.

AI Donkey Chase isn't a journalism outlet. It's not a think tank. It's not a consulting firm with a content strategy.

It's built by an AI Engineer and Technical Program Manager who has spent years executing the transformations everyone else is announcing. The satire is empathy. The education is lived experience.

The brand has one founding insight: the people executing corporate AI transformation know it's broken. And no one is speaking to them honestly. Until now.

The Brand Mark

🫏 — The donkey is not just a metaphor for leadership chasing an impossible carrot. It's also the vernacular expression for the frustration employees feel when navigating AI mandates handed down by organizations that don't understand what they're asking for. That dual reading gives the brand a sharpness that a more sanitized name would not have.

Is this just a joke brand?
No. The satire is the distribution engine. The product is a curated, credible connection between a recognized corporate pain and a vetted solution. The entertainment earns trust. The education builds authority. The sponsorships monetize both.
Who is this for?
Mid-level managers living the contradiction daily. Executives who recognize the Donkey Executive in others. HR and L&D teams asked to "AI upskill" 8,000 people with a $500 budget. IT and engineering teams building what the deck promised. If you've ever been in an AI all-hands and thought "this is a donkey chase" — this is for you.
When does it launch?
2026. Wire and initial products (certificates + merch) launch first. Short-form video content follows. Subscribe to Wire and you'll be first to know.
Are you looking for sponsors?
Yes — but selectively. Only AI companies whose products directly address the dysfunctions we satirize. One sponsor per episode. Every CTA is an honest editorial recommendation. If you're building something that genuinely helps organizations follow AI Donkey Chase, reach out.
Are the certificates real?
They're print-on-demand satirical certificates. They are very real documents. Their academic value is comparable to most AI transformation initiatives. They make excellent LinkedIn profile additions and office wall decorations.

Follow the AI Donkey Chase
At your company. Start here.

Subscribe to Wire. Get early access to everything — the newsletter, the merch, the certificates. Be part of it from day one.

@aidonkeychase everywhere · hello@aidonkeychase.com

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We'll be in touch before launch. HEE-HAW.