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The Stackie Awards 2025: Marketing's Most Gloriously Unhinged Tech Confessional Returns

Written by Marc Pickren | Mar 7, 2025 2:24:19 AM

They're back, God help us all. The 2025 Stackie Awards have been announced, that annual carnival of martech madness where companies voluntarily expose their technology stack innards to the world. It's like watching digital exhibitionism for charity, and frankly, we're here for every second of it.

THE BEAUTIFUL TRAIN WRECK WE CAN'T STOP WATCHING

If you've somehow avoided this spectacle in previous years, the Stackies are essentially marketing's most bizarre form of public confession. Companies submit a single slide visualizing their marketing technology stack, the judges pretend to understand what they're looking at, and everyone celebrates the digital equivalent of opening your junk drawer on stage.

The contest has been running for years now, as the martech landscape has metastasized from a quaint 150 vendors to the current monstrosity of 12,000+ technologies. It's like watching someone collect cats – at first it's cute, then concerning, then you're calling reality TV producers.

THE RULES (SUCH AS THEY ARE)

The concept remains embarrassingly simple:

  1. Create a single slide illustrating your marketing technology stack
  2. Submit it by April 15, 2025 (coinciding with US Tax Day because apparently one form of pain wasn't enough)
  3. Get publicly judged at the MarTech Conference in San Francisco

For each submission, the organizers donate $100 to Girls Who Code, so at least something productive comes from this digital peacocking. Last year they raised $28,500, which suggests either remarkable participation or a desperate attempt at karmic balance.

WHAT MAKES A WINNING STACKIE (BESIDES DELUSION)

After years of observation, we've noticed patterns in what catches the judges' bloodshot eyes:

  • Clarity Despite Complexity: Can someone understand your stack without requiring an advanced degree in information architecture?
  • Business Context: Does your visualization explain WHY you've accumulated all this technological debt?
  • Architectural Creativity: Have you arranged your tech in something other than the same boring vendor categories everyone uses? Bonus points for embracing trendy frameworks like "Systems of Truth vs. Systems of Context"
  • Human Element: Any acknowledgment that actual people have to use these tools
  • Pretty Colors: Let's be honest, aesthetic appeal matters when you're trying to make sense of 174 different marketing tools

THE DIGITAL EQUIVALENT OF SHOWING YOUR TATTOOS

Previous winners have included respectable companies like Cisco and Philips, alongside startups that somehow accumulated more martech tools than employees. These brave souls exposed their technological underbellies to the world and lived to tell the tale. Most of them, anyway.

The winning entries typically fall somewhere between "impressively organized" and "clear cry for help." The beautiful part is that you never know which is which.

HOW TO JOIN THIS MADNESS (IF YOU DARE)

For those marketing masochists interested in participating, submissions go to stackies@chiefmartec.com by April 15, 2025. Include:

  • Your slide as a 16:9 horizontal high-resolution image
  • Your name, company, and contact info (though anonymous submissions are accepted for those whose tech stacks might trigger regulatory investigations)
  • A brief explanation of your stack (optional, but helpful for those trying to decipher your digital fever dream)

All entries will be published on chiefmartec.com because apparently privacy is not a concern when it comes to marketing technology confessionals.

THE "REWARDS"

Winners receive:

  • A trophy that will confuse visitors to your office for years to come
  • Permission to put "Stackie Award Winner" in their email signatures (a flex that impresses absolutely no one outside of marketing)
  • Brief industry fame until the next shiny martech object appears

More importantly, each submission triggers a $100 donation to Girls Who Code – creating the next generation of engineers who will undoubtedly build more tools to add to future martech stacks. It's a beautiful, terrible cycle.

LAST YEAR'S WINNERS SET AN UNREASONABLE BAR

Last year's winners created visualizations that could only be described as digital art – if art regularly induced anxiety attacks in CMOs. They mapped customer journeys to technology capabilities. They created 3D models. One company actually submitted their stack as a CAKE, which crossed several lines of professional decorum but was apparently delicious.

The average marketing professional shouldn't be intimidated, though. The judges claim to be equally entertained by stacks held together with digital duct tape and desperation. Some past notable entries were reportedly sketched on napkins during particularly honest moments of clarity.

MARKETING'S STRANGEST RITUAL CONTINUES

So there it is – another year, another opportunity to witness companies voluntarily display that horrifying collection of technologies they've accumulated like digital hoarders. The Stackies remain marketing's most peculiar ritual, equal parts humble-brag, group therapy, and charitable fundraiser.

Whether you're submitting your own stack or just watching from the sidelines with a mixture of horror and fascination, the 2025 Stackie Awards promises to be yet another revealing glimpse into the beautiful disaster that is modern marketing technology.

And isn't that what we're all here for? To witness others confess their technological sins while silently thanking the digital gods that no one can see our own martech junk drawers? Of course it is.

Submissions to stackies@chiefmartec.com by April 15, 2025. Each entry triggers a $100 donation to Girls Who Code. Winners announced at the MarTech Conference in San Francisco, May 2025.