The Calculus of IT
An exploration into the intricacies of creating, leading, and surviving IT in a corporation. Every week, Mike and I discuss new ways of thinking about the problems that impact IT Leaders. Additionally, we will explore today's technological advances and keep it in a fun, easy-listening format while having a few cocktails with friends. Stay current on all Calculus of IT happenings by visiting our website: www.thecoit.us. To watch the podcast recordings, visit our YouTube page at https://www.youtube.com/@thecalculusofit.
Episodes
In part two, we tackle who actually does all this verifying, what it costs, and the uncomfortable questions nobody's asking yet.
IT is becoming the verification department whether you signed up for it or not. You're verifying employee identities, contractor credentials, AI agent authority, data provenance...basically everything, constantly.
We explore the shift from proactive governance to reactive verification, the impossi...
In Episode 4 of The Calculus of IT, Mike Crispin and I dive deep into what happens when "proof of X" becomes the fundamental currency of digital interaction. We're entering an era where verification matters more than the technology itself and IT leaders are on the front lines whether we're ready or not.
We explore the five pillars that need verification:
- Identity (are you who you say you are?)
- Humanity (are you...
Two years ago, we spent 4 hours and 27 minutes hours dissecting decentralized IT models. Now, AI has changed everything or has it?
In this episode, Mike and Nate return to one of Season 1's most epic deep dives to ask a critical question: Has the AI revolution fundamentally altered how we should think about IT organizational models? (Hint: Maybe?)
The uncomfortable truth? AI simultaneously pushes companies in BOTH directions. It...
Identity...I mean...super easy topic right?
Wrong.
Season 3 is largely devoted to looking at "capital-I Identity" from all available viewpoints. Tonight, we just started to try and figure out what the hell it actually means. We will come back to this idea many times this season so let this be the baseline to our discussion.
We also spent some time talking about idealizing tech stacks for small businesses and why Bob Barke...
aaaaand we're back!!
Season 3 of The Calculus of IT is here, and we're coming in hot with 40 episodes that go way beyond the AI silliness. Sure, we'll talk about GenAI when it matters - but from angles nobody else is touching. This season is about identity, autonomy, the death of IT as we know it, and why your infrastructure is probably lying to you right now.
We kicked off with a recap of Season 2&...
Oddly enough, the bots don't seem to be too emotionally affected by their future rise to becoming our overlords.
The Calculus of IT website - https://www.thecoit.us
"The IT Autonomy Paradox" Book - https://www.longwalk.consulting/library
"The New IT Leader's Survival Guide" Book - https://www.longwalk.consulting/library
"The Calculus of IT" Book - https://www.longwa...
.....aaaand that's a wrap folks. It’s the end of the season, the end of an era, and maybe the last human-hosted podcast you’ll ever hear. In our Season 2 finale, Nate, Mike, and Kevin take everything we’ve learned about autonomy and decision-making power—and push it into the future with a deep-dive into Industry 5.0.
What’s after digital transformation? What happens when the data giants own 80% of the world’s information? And ...
We’ve talked resilience, compliance, AI, and risk - but what does it really take to become the architect of your organization’s technology future?
In this penultimate episode of Season 2, Nate and Mike step back to connect the big picture. It’s not just about weathering trends or keeping up with the latest tech - it’s about building systematic autonomy into every layer of IT leadership.
This episode covers:
- ...
The bots will have their way. So get out of their way.
The Calculus of IT website - https://www.thecoit.us
"The IT Autonomy Paradox" Book - https://www.longwalk.consulting/library
"The New IT Leader's Survival Guide" Book - https://www.longwalk.consulting/library
"The Calculus of IT" Book - https://www.longwalk.consulting/library
The COIT Merchandise Store - https...
Welcome to the Calculus of IT double feature you didn’t know you needed. In this two-part journey, me and Mike stare down the end of the world - at least, the IT version - and ask: what does it really mean to be resilient when everything is “as-a-service,” your best people keep quitting, and zero-trust is somehow both everywhere and nowhere?
In episode 11 Parts 1 and 2:
- Why true resilience is about more than just backup plans and...
Welcome to the Calculus of IT double feature you didn’t know you needed. In this two-part journey, me and Mike stare down the end of the world - at least, the IT version - and ask: what does it really mean to be resilient when everything is “as-a-service,” your best people keep quitting, and zero-trust is somehow both everywhere and nowhere?
In episode 11 Parts 1 and 2:
- Why true resilience is about more than just backup plans and...
It’s the regulation episode you didn’t know you needed - but absolutely do.
After three weeks swimming in the future of AI, quantum, and edge, Nate and Mike are back with a rundown of the one thing every IT leader loves to hate: compliance. From GDPR’s wake-up call to the alphabet soup of CCPA, DORA, and CPRA, we break down how the modern regulatory landscape is reshaping not just what you do—but how much freedom you have ...
Bots don't actually care about compliance. Maybe because they are literally one of the most noncompliant technologies possible? Who knows, let's listen to them hash this one out.
The Calculus of IT website - https://www.thecoit.us
"The IT Autonomy Paradox" Book - https://www.longwalk.consulting/library
"The New IT Leader's Survival Guide" Book - https://www.longwalk.consul...
It’s another Calculus of IT mini-episode (“Jort” alert!), and this time Nate and Mike are spiraling down the GenAI token rabbit hole - no tokens required (yet).
Join us for a fast-paced, highly caffeinated, and only slightly unhinged tour of the emerging AI token economy:
- Why tokens aren’t just for arcades anymore (and why your IT budget should be afraid)
- How the AI industry is setting you up for a future where...
The epic, unfiltered three-part saga is complete!
In Episode 9 of Calculus of IT, Nate, Mike, and Kevin wrap up their marathon exploration of IT autonomy with a bang, a glass of red wine, and a healthy dose of existential dread.
We connect the dots from AI’s autonomy paradox to the dystopian wearable future, from the “search paradox” to the real-life horror of onboarding your new director of biologics into a world of federated ...
What happens when your AI agent tries to talk to mine but mine hates yours?
The Calculus of IT website - https://www.thecoit.us
"The IT Autonomy Paradox" Book - https://www.longwalk.consulting/library
"The New IT Leader's Survival Guide" Book - https://www.longwalk.consulting/library
"The Calculus of IT" Book - https://www.longwalk.consulting/library
The COIT Merchan...
This is like the Fyre Festival for bots. Sound really awesome but mostly just make a bunch of shit up.
The Calculus of IT website - https://www.thecoit.us
"The IT Autonomy Paradox" Book - https://www.longwalk.consulting/library
"The New IT Leader's Survival Guide" Book - https://www.longwalk.consulting/library
"The Calculus of IT" Book - https://www.longwalk.consultin...
It's 2027.
You have just hired your new VP of Subdermal Biomodifications and she has spent the last four years constructing a self-designed, explicit LLM environment, complete with custom agent and rules structure that she has been evolving with tremendous success. She can't wait to bring it into your company so she, and her agentic twin, can continue her work.
I'll pause there.
Questi...
Last night, Mike, Kevin and I pivoted the podcast from discussions on what is happening in autonomy TODAY and started taking a look at the impact of autonomy on the future of IT Leadership. How will future IT Leaders grapple with the murk of a vendor and technology landscape that is effectively erasing its borders? This episode was Part 1 of our two-part mini series on emerging technologies and their impact on IT Leadership and a...
Here come the bots!!
Last night, Mike, Kevin and I pivoted the podcast from discussions on what is happening in autonomy TODAY and started taking a look at the impact of autonomy on the future of IT Leadership. How will future IT Leaders grapple with the murk of a vendor and technology landscape that is effectively erasing its borders? This episode was Part 1 of our two-part mini series on emerging technologies and their impa...
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