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Candid and colorful thoughts on enterprise readiness

Engineering Leadership is not easy, but it does not have to be complicated. SimpleCTO is where we share stories, strategies, tactics, and opinions on what did and did not work.

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You Should Be Hiring Mullets. (write that down)

Not because it's cool (it is), but because it's what your company actually needs right now. "Business in the front, party in the back" isn't just some throwback style. It's the whole point. In our corporate, don't-let-HR-see-this reality,

The Missing Manual for AI Coding Assistants

"Help me help you!" I caught myself shouting at Co-pilot last week. Yes, literally shouting at my AI assistant like Tom Cruise in Jerry Maguire. That's when it hit me - this wasn't about the AI at all. This was about me. Twenty years

Search Needs a Human Solution: A Manifesto

When was the last time you felt genuine discovery on the internet? Not algorithmic recommendations. Not SEO-optimized listicles. I mean real, surprising, meaningful discovery. Search is broken but not in the way tech companies think. We don't need better algorithms or bigger indexes. We don't need

Data is like deep fryer refuse, not oil. People closest to the data can refine it.

Data is Not the New Oil - More Like Deep Fryer Refuse The Grim Reality Let's burst that bubble: Most data is far from being the light, sweet crude we were promised. Think less "Spindletop gushes riches" and more "last night's deep fryer

There is no morning after pill for poor QA and Release Management

Let’s unpack the CrowdStrike debacle. I called it last week, and turns out I was spot on—it was a QA (Quality Assurance) problem. CrowdStrike’s own incident report confirms it. The fix they need? Better processes, better QA. This whole mess serves as a massive

Tech enthusiast discovers joy in simplicity of HTMX, embracing hypermedia trend, sparking FOMO.

Keep an eye out for the FOMO-inducing technologies. They’re the ones that don’t just add value to your skillset, but rekindle your passion for what you do.

Startups and scale-ups are not supposed to fight fair

Here are just a few ways a seasoned CTO brings a gun to a knife fight.

5 Things I Will Never Do Again as a CTO or Senior manager

Becoming a good manager is not only about learning what to do. It is also what not to do. These are some of my hardest-won lessons as I write this as a diary to myself. I will never again Be the Sole Agent of Culture Creation or Change As a

How to get inside the head of a hiring manager in web3

We're diving deep into the mind of a tech hiring manager—yours truly. You've got questions, I’ve got answers. Been around the block from gaming to med tech, and now I’m living in the technicolor dream of Web3. First off, LinkedIn

Get over the enterprise hump

Offer what enterprises need: compliance, convenience, empathy. Read up, start early.

Wu-Tang Clan’s Blockchain Blunder: From Heist Drama to Digital Yard Sale

Witness Wu-Tang Clan’s legendary album saga, from Martin Shkreli’s villainous grip to blockchain chaos. Discover how a $2 million secret became a $1 digital free-for-all, raising questions about the future of music and digital hype.

Talk Nerdy to Me: GPT's New Role in My Blogging Workflow

Alright, so here’s the thing. Ideas might grow on trees, but actually pulling them down and turning them into something meaningful? That’s special. That is the hard part. So I’m just gonna spill my brains here in the hope it strikes a chord with

How ISO Standards Became My Unlikely Career Cheat Code: A Tech Odyssey

From cowboy coding to ISO disciple - discovering the unseen forces shaping work, while striving for value, not 'unique snowflake' status.

Ron Swanson: web3 falling short of decentralization

Those in web3 parade around, waving their decentralized banners, while conveniently relying on centralized services for communication and content distribution.

Disrupting the Hive: The Inevitable Deconstruction of Office Culture

Traditional offices are becoming relics. Productivity and comfort redefine the future of work. Embrace remote or risk obsolescence.