Mar 21, 2025 3 min read

Swiping Right on Your Tech Stack / The New Dating Game

Coming up meet "Next Genny from the Block-Chain" will our contestants find the perfect match, or will they swipe left on this week's exciting episode of the Tech Dating Game?
Swiping Right on Your Tech Stack / The New Dating Game
Coming up meet "Next Genny from the Block-Chain" will our contestants find the perfect match, or will they swipe left on this week's exciting episode of the Tech Dating Game?
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đź’” Swiping Right on Your Tech Stack: The New Dating Game

Back in the mid-1990s, I was actually Bachelor #1 on "The Dating Game." Remember Chuck Woolery’s smooth voice promising to be "back in two and two"? It was awkward, hilarious, and painfully genuine. Much like buying software used to be—full of hope, sweaty palms, and salespeople whose khakis could slice a bagel at a continental breakfast.

Fast forward to today. Tech buying has evolved into a dystopian speed-dating frenzy—a neon-lit nightclub crowded with LinkedIn influencers, hoodie-wearing tech bros, and the enticingly disruptive seductress on the scene "Next Genny From the Block-chain."

Ah, Genny. Everyone’s suddenly twitterpated, stumbling around like caffeinated deer in springtime. She's sleek, alluring, whispering seductive promises like "blockchain-AI-powered synergy." People line up excitedly, though many have no clue why—like shoppers on Black Friday clutching gadgets they'll never use but know they need.

Two decades ago, tech purchases moved at the deliberate pace of a romantic slow dance. Now, welcome to TinderTech™, where swipes are swift, promises fleeting, and relationships shorter than a viral TikTok video. Swipe right, and you're overnight onboarded to a beta SaaS created by three entrepreneurs pivoting from organic pet food apps. Swipe left, and a cartoon AI mascot pitches "quantum-powered engagement." Sure.

We've swapped meaningful courtship for churn and burn, replaced coffee mugs and quarterly calls with ghosted support chats and endless loops of "your call is important to us."

Enter stage left: SaaSquatch. You remember him—furry, bloated, devouring your budget like a drunken uncle at Thanksgiving dinner. He promises seamless integration but delivers chaos wrapped neatly in a "404: page not found." Just when you think you've dumped him, he's back, liking your LinkedIn posts at 2 AM. He’s less "breakthrough" and more "break your budget."

When SaaSquatch finally shambles off into the woods, you're left with SaaS Fatigue—a condition of glazed eyes, chronic login confusion, and a tech stack resembling a Jenga tower balanced on wet spaghetti.

Cue the rescue platforms—Toast, Square, Olo, SpotOn, NCR, PAR—each stepping forward with polished armor of simplicity, bringing clarity, integration, and one reassuring point of contact. These platforms offer smoother sailing, fewer headaches, and comforting sanity.

Yet, wise adventurers must consider their unique needs: flexibility, room to innovate, and whether a specialized, best-in-class tool might outperform an all-in-one solution. As Christopher Moore might caution, “Just because the vampire looks good in a tux doesn't mean he's your ideal prom date.”

So, fellow adventurers, navigate the chaos by asking:

  • “Does this solve real pain or just look great in a demo?”
  • “Will this vendor ghost me quicker than a Tinder match who noticed my profile photo was from college?”
  • “If this software vanishes overnight, does my business survive or collapse quicker than a house of cards?”

Ultimately, great technology should empower—not overwhelm. Steve Jobs once said, “Technology alone is not enough. It’s technology married with liberal arts, married with the humanities, that yields us the results that make our hearts sing.” Choose wisely, choose intentionally, and remember—just because it’s shiny doesn’t mean it's gold.

Swipe thoughtfully, friends. And when "Next Genny" bats her AI-enhanced lashes, remember: being twitterpated doesn’t have to mean losing your common sense.

Always keep a look out for Ole Mr. SaaSquatch!

Until next time—stay human, swipe wisely, and keep those SaaSquatch sightings brief and mythical.

🌀 Beck

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