Bonum Certa Men Certa

Fiduciary Technology: Why It's Often Impermissible to Use Microsoft (But It's Done Anyway)

Original by Mitchel Lewis at Medium (reproduced with permission)

Drake Microsoft



Summary: "As such and if your CTO isn’t actively moving tooling out of the Microsoft ecosystem like bailing water out of a sinking ship, then you should probably be looking for a new CTO."

Leadership of public companies have one job: maximize shareholder value. Although the roles and governance of executives can vary wildly, CEOs, CFOs, CIOs, CSOs, and CTOs all operate in capacities that serve as a means to maximize value in their own way. Try as they might to muddy the waters and minimize this objective with discussions of ethically grounded missions and humanitarian causes, this is all done for PR purposes and executives of major corporations could be fired, fined, and possibly even thrown in jail for placing anything above shareholder value. It is their fiduciary duty; their modus operandi; their north star; their prime directive; their alpha and omega; their mecca; their great white buffalo; their holiest of holies; etc etc.

Since competitive trade is a form of war that is won with efficiency, CTOs, in particular, are tasked primarily with outfitting their company with the most efficient, secure, and reliable (dare I say best?) tools available in an effort to give their company a competitive advantage against their market competition. Quality isn’t cheap nor is it very objective in a world dominated by pervasive marketing where everyone markets themselves as the best, so a bevy of experience, tact, and research is required to navigate these waters successfully. In their world, minor insights can save millions while minor mistakes can cost millions just the same. Put simply, it’s the CTOs job to maximize shareholder value by constantly optimizing their tooling in favor of efficiency and revenue per employee metrics.

Ironically, the IT solutions that are the most complex, least secure, most unreliable, and most expensive over their lifespan, the worst solutions if you will, tend to be inexpensive upfront while the best solutions tend to be their inverse in that they are the simplest, most secure, most reliable, and least expensive over time tend to have higher financial burdens for entry. In comparison to the worst solutions, the best solutions also tend to be more agreeable for end users which maximizes revenue per employee while also minimizing downtime, the #1 IT expense for most organizations, along with reducing the labor required to maintain said technology to prevent downtime which is the #2 IT expense for most organizations; the initial cost of hardware and software licensing is a distant 3rd.

Based on this alone, one might expect that executive decision-makers in IT to be keeping companies on the simplest, most secure, and most reliable solutions available but this is hardly the case. Despite sparing no expense on IT and having grizzled veterans at the helm, anyone working in corporate America can confirm that the opposite often appears to be true. Almost as if they have pedestrians at the helm, most corporations can be found locked into a complicated hellscape of poorly implemented and virtually unsupportable IT solutions with a hodgepodge of cloud solutions that barely work while paying 3–5x more than they should be for their IT infrastructure as a consequence of all of this. In turn, this artificially limits user productivity and requires them to employ more people than they would otherwise have to if they were standardized on more efficient tooling; better tooling, less labor.

For example and even though both Apple and Linux solutions have been humbling Microsoft solutions for decades by generating anywhere from 1/2 to 1/3 of their ownership costs over their lifespan, you can still find that most major corporations and small-medium businesses are standardized on Microsoft solutions as if the opposite were true. In most scenarios, Microsoft solutions create more downtime, require more labor to implement and maintain, and are generally more complicated and more expensive than their market competition. In fact and when remembering that the majority of IT expenses occur after purchase, there is so much of a quality disparity between Microsoft solutions and their market competition that they often still wouldn’t financially competitive even if their licensing costs were free.



"Put simply, the implementation of Microsoft solutions puts any company at a significant competitive disadvantage from the perspectives of productivity and reliability while leaving them vulnerable to security breaches in comparison to competitors in the same market that are standardized on more efficient and secure Linux and/or Apple solutions."Oddly enough, even when comparing Microsoft and Apple, both of which are standardized on their products, you’ll find that Apple generates 2–3x more revenue per employee on an enterprise scale. Although purely a coincidence, when IBM made the move over to the Apple ecosystem in 2016, they noticed their total ownership costs reduce to 1/3 that of their PC infrastructure. In doing this, support cases along with the requisite labor, downtime, and degraded productivity associated with them dropped dramatically as well when compared to their PC infrastructure. As far as CTOs are concerned, this is

On top of the added costs from downtime and labor inherent to standardizing on Windows, 99% of all ransomware attacks occur on Windows while half of all of their users in their vulnerable cloud services are actively being poked and prodded by various exploits and attacks at any given time. Microsoft solutions are also the most exploited in the industry and require more ancillary services and layers of defense to fortify their integrity which introduces even more complexity into the environment while reducing convenience and driving costs even higher. Put simply, the implementation of Microsoft solutions puts any company at a significant competitive disadvantage from the perspectives of productivity and reliability while leaving them vulnerable to security breaches in comparison to competitors in the same market that are standardized on more efficient and secure Linux and/or Apple solutions.



Drake not Microsoft



When considering the fiduciary duty of CTOs along with the the financial and operational shortcomings of Microsoft solutions in today’s market, one might think that a large component of a CTOs role is to avoid Microsoft solutions altogether as if they were sitting in a box labeled “COVID-19 Mucus Samples” or at the very least keeping their implementation to a minimum, and they would be right to some degree. But Microsoft’s market position indicates that this is clearly not happening and Microsoft PCs along with their sketchy suites of productivity and server software persist as the industry standard when no objective measure can merit such a reception.

From another angle, it seems as if the vast supermajority of CTOs are failing miserably at fulfilling their fiduciary duty by continuing to militantly implement Microsoft solutions to the point of them being the status quo throughout industry. There could be several potential reasons for this, sheer ignorance possibly being one of them.

At the level of CTO, one might think that an aptitude with the philosophy of technology, IT architecture, and IT finance is skills is must, but as is the case elsewhere in life, it’s often more of a question of who you know, how loyal you are, and how well they tow the company line in these positions. As such, many of those being paid to be experts in IT architecture and finance as a CTO is may not be as polished as they’d like you to believe. Although it may be news to people who don’t live and breathe IT finance and architecture that the majority of IT expenses occur after purchase and that focusing on initial price alone is a fool’s game, such understanding is fundamental in the realms of accounting and architecting information technology.

Alternatively, it could also be a simple case of bygones in leadership positions and old habits dying hard. To their credit, there was a time when the above was not true about Microsoft solutions and their dominant market position was earned but those days are gone. Despite working in technology, a word that is almost synonymous with change, anyone in the industry can recall instances with people with a devout preference for the status quo and an overt fear of change; especially among leadership; regardless of how sound the math is. CTO or not, like it or not, we tend to become bygones as we age and the continued prominence of Microsoft products could be a consequence of the tendency of CTOs to be of an older demographic *cough* boomers *cough*.

Another possibility is that they could also be conflicted. Rather than having to learn new technology and architecture, decision-makers can also ensure both their relevance and necessity by continuing to deploy solutions that require their expertise. Those with decades of experience in the Microsoft ecosystem can ensure both their continued relevance and necessity by continuing to implement these products while embracing newer technologies that they’re unfamiliar with can put them at a competitive disadvantage. Just as consultants recommend solutions that generate further necessity for their services, CTOs could be doing the same.

To be fair, CTOs are humans prone to error and technical change is also hard. In the world of enterprise change, it can often feel as if users are so change-averse that they will hate you regardless of whether you deliver them a better solution or a worse one just the same and this is often true. Over time, the pushback one can get from employees and execs by simply trying to improve employee and company efficiency can be astounding. In turn, this pushback can wear on the best of us and suffocate the ambition of entire IT departments.



"...it’s foolish to expect an unambitious CTO to radically change both their mindset and philosophy towards technology at the pinnacle of their career, let alone at their average senior age."After all, why try to make things better when people resent you for it and potentially jeopardize your job when you can instead safely maintain the status quo and have people praise you for fixing the same problem on a daily basis like some nerdy version of Groundhogs Day? However, mitigating this kind of change apathy is part of the job and those that fail to do so consequently fail to do their job effectively. Although enterprise change is difficult and not for the faint of heart, no one said it was easy, this is why they make the big bucks, and they can always quit if they don’t like it.

Regardless of their reasoning, it isn’t difficult to determine which category your CTO falls into though; it’s just a career limiting move. For example and if your CTO can’t even tell you the proper order of IT expenses, then they’re most likely ignorant; chances are they won’t even be able to tell you what technology is. If they’re spouting off old debunked rhetoric about Apple or Linux solutions not having a place in the enterprise in response to the mere notion of implementing Apple or Linux solutions, then they’re most likely a bygone. And if they’re compromised, then they’ll likely avoid this conversation altogether or become incredibly petulant when cornered on the subject.

But whether they’re some combination of an ignorant, jaded, and compromised bygone is of little consequence as the result is still the same regardless of the road they travel on. That said, CTOs are seemingly failing to fulfill their fiduciary duties throughout industry by continuing to implement Microsoft and other antiquated solutions as if they were everything that they clearly are not. Few seem to have the chutzpah to adhere to their fiduciary duty to the point of obsoleting themselves and jeopardizing their relevance by implementing better solutions beyond their expertise.

In summary, it’s the primary role of a CTO to give their company a competitive advantage by ensuring that it has the most efficient tooling which many in these roles are failing at presently. Given Microsoft’s market stance and prominence throughout industry and since the name Microsoft is effectively anti-correlated with word quality while their products lack a competitive advantage or value proposition, a large component of a modern CTOs job is naturally to reduce Microsoft’s footprint within their infrastructure as much as possible and replace their tools with better alternatives from Apple, Linux, and the like; which again, many are failing at. Reasons such as this are why Microsoft has had to resort to the lock-in and anti-competitive tactics that they became notorious for

As such and if your CTO isn’t actively moving tooling out of the Microsoft ecosystem like bailing water out of a sinking ship, then you should probably be looking for a new CTO. Just as it’s a fool’s game to emphasize on initial price instead of the total cost of ownership or to expect the tired solutions produced by a tired monopoly propped up by the same tired lawyers to magically get better by several orders of magnitude any time soon, it’s foolish to expect an unambitious CTO to radically change both their mindset and philosophy towards technology at the pinnacle of their career, let alone at their average senior age. Many have generous exit packages while countless people under their employment have been let go under similar performance-related circumstances, so they shouldn’t take it personally.



Recent Techrights' Posts

Reminder That Red Hat Enterprise Linux (RHEL) Is Not Free, And It's Because of IBM
software freedom just 'gets in the way'
Under IBM, in Order to Game the Stock Market, Red Hat Resorted to Boosting the Biggest Ponzi Scheme in Human History
This is what IBM turned Red Hat into
What Will Happen to GAFAM After the US Defaults Rather Than Bails Out the Market?
Or tries to topple every government that doesn't play by its rules?
EPO People Power - Part XXXIV - Bad Optics for the European Union (for Failing to Act and Tolerating Cocaine Use in Europe's Second-Largest Institution)
There are principles in laws which tie awareness with complicity
Shobhit Varshney From IBM Pushing Slop at Large Bank, Another McDonald's Waiting to Happen?
How long can they get away with phony narratives like "replaced by AI"?
 
Links 13/01/2026: 'Dilbert' creator Scott Adams Passes Away With Cancer, Ban on X/Twitter Considered for CSAM Profiteering
Links for the day
The Goal is Software Freedom for All
Anything to do with "Linux Foundation" is timewasting
Revision handed Microsoft the keys to the distortion of the past/history
This isn't the first time The Register MS rewrites computing history in Microsoft's favour, as we pointed out several times in past years
EPO's Central Staff Committee is Now Redacting (Self-Censoring) Due to Threats From the EPO "Mafia"
"On the agenda: salary adjustment procedure for 2025 (as of January 2026)"
"AI" (Slop) 'Demand' Isn't Growing, It's Fake, It's a Pyramid Scheme
They try to resort to 'creative' accounting (fraudulent schemes like circular financing)
Difficult Times at IBM and Microsoft Ahead of Mass Layoffs (Probably Before This Month's Results Unless Postponed to 'Prove' Rumours 'Wrong')
IBM and Microsoft used to be tech giants. Nowadays they mostly pretend by pumping up their stock and buying back their own shares.
Canonical: Make Ubuntu Bloated (Debian With Snaps), Then Sell the 'Debloated' Version for a Fee
If people want a light distro, then they ought not pay Canonical but instead choose a light (by design) GNU/Linux distro
People Don't Want "Just Enough", They'll Look for Quality
That's why slopfarms will go away or become inactive
Gemini Links 14/01/2026: 3D and Tiny Traffic Lights Pack
Links for the day
Over at Tux Machines...
GNU/Linux news for the past day
IRC Proceedings: Tuesday, January 13, 2026
IRC logs for Tuesday, January 13, 2026
Slop Waning Whilst Originals Perish
Slop is way past its "prime"
XBox's 'Major Nelson' Loses His Job Again, This Time in a Microsoft Mono Pusher
Microsoft hasn't much of a future in gaming. XBox's business is in rapid decline and people who push Mono to game developers are the same
Links 13/01/2026: Russia Weaponises Weather Against Civilians, Beijing-Controlled HK Attacks Legal Team of Besieged Critics
Links for the day
Gemini Links 13/01/2026: Loss of Desire to Produce, Individual Consumption
Links for the day
Links 13/01/2026: Ubisoft Layoffs, "India IT In Shambles", and Microsoft Chatbot Killing People
Links for the day
IBM is Not a Leftist Company, the "I" Stands for Imperialism, and Poo Floats to the Top
Remember that AK is military from both sides of his family
Links 13/01/2026: More Mass Layoffs in GAFAM, Catching Up With Political News of Early January
Links for the day
Freedom of Speech in the UK (or Freedom of the Press/Expression) and Protection From Adversaries
undressing people without consent and in very bad taste is not "speech"
Ending the Status Quo at the European Patent Office (EPO) This Year
Things will continue to get worse as long as the "Digital Majority" stays silent and/or passive
Greenland Ought to Move to GNU/Linux, Not Apple
GNU/Linux at 4%
So When Will British Politicians, Police, Government Departments Quit Twitter (X.com)?
They sure bring constituents there (by being there)
If You Care About Freedom, Don't Follow IBM Red Hat (Like Microsoft Novell 20 Years Ago)
IBM Red Hat and Microsoft don't seem to compete
IBM Red Hat Does Not Compete With Microsoft, It's a Microsoft Reseller
even if employees of Red Hat dislike and distrust Microsoft
Red Hat Layoffs, Even of "AI" Staff in India
This is how companies die
LLM Slop Isn't Replacing Online News, It's Just a Pest That's Gradually Going Away as Money for Slop Runs Out
Slop likes to talk about itself (like some kind of 'web-cancer')
Not Journalism: Almost 80% of the 'Articles' We Saw About Torvalds and 'Vibe Coding' Are LLM Slop (Sometimes Slop Images)
The real issue is, Torvalds who created Git as a solution to proprietary prison is entertaining Microsoft's own proprietary prison
EPO People Power - Part XXXIII - Interest From Some European Media, For a Change
Without it, we'll become another Russian Federation
Just Another Reminder That Microsoft Didn't Deny Mass Layoffs
Remember that Microsoft never denied this
GNU/Linux Measured at 6% in Réunion This Year
Population sizes like a million people are nothing to sneeze at
Dr. Andy Farnell on Marketing Bad Things Like Slop Using FOMO (Fear of "Being Left Behind")
many of the same themes we often cover here
IBM Stock Compared to Bitcoin, Fake Articles About IBM Promote Myths About IBM
The stock moves based on false marketing
Bluewashing Continues, Red Hat Onboarding Interns in Low-Paid Regions
It's the end of the second Monday of 2026
Over at Tux Machines...
GNU/Linux news for the past day
IRC Proceedings: Monday, January 12, 2026
IRC logs for Monday, January 12, 2026
Gemini Links 13/01/2026: ScottoRang and Outage
Links for the day
GNU/Linux Exceeding 6% in Cape Verde
Windows is measured as down sharply
When It Comes to Health, Slop is a Flop and It Kills People
Chatbots will mostly die after many people die due to them
2026 Has Begun Well for GNU/Linux Users (and for Us)
A lot of the anti-Linux FUD we got accustomed to seeing some years ago became scarce
Links 12/01/2026: Vista 11 Exodus and Famicom/NES Game
Links for the day
Links 12/01/2026: Twitter (X) Being Blocked in More Countries, PTAB Besieged by Cheeto Appointees (Bad Patents Getting Through)
Links for the day
Links 12/01/2026: Brussels Plotting Exit From GAFAM (US), Carole Cadwalladr Explains "Peter Thiel's New Model Army"
Links for the day
Oligarchs and States Always Attempted to Obstruct Efforts to Expose Their Corruption
We commend the administrator who consistently and adamantly defend the freedom of speech
Scheduled Maintenance Between 15th of January and Days to Follow, Free Software Foundation (FSF) Looking to Add 43 More Members by 16th of January
People who value Software Freedom should consider joining to support the FSF
Bracing for Microsoft Layoffs, Tired of Microsoft Lies, Microsoft Staff Wants Transparency, Not Face-Saving Coverup From Frank Shaw
totally made up stock price
GNU/Linux Estimated at Around 5% in Montserrat
another country where the "share" of GNU/Linux is now measured at 5%
GNU/Linux Exceeding 5% in Guadeloupe According to statCounter
GNU/Linux "share" estimates in Guadeloupe
Dr. Richard Stallman @ Georgia Tech Next Week
More Than One Week From Now
EPO People Power - Part XXXII - Little Hope That European Press Will Attempt to Expose Drug Abuse in Europe's Second-Largest Organisation
What does this tell us about the press in Europe?
Three most controversial Australian authors linked to St Paul's, Coburg
Reprinted with permission from Daniel Pocock
Links 11/01/2026: Data Breaches and Recent (Early 2026) Political Developments
Links for the day
Gemini Links 12/01/2026: Insomniacs After School and Boycotting Amazon
Links for the day
Over at Tux Machines...
GNU/Linux news for the past day
IRC Proceedings: Sunday, January 11, 2026
IRC logs for Sunday, January 11, 2026
Brett Wilson LLP 'Dropping' the LLP, Is This Rebranding?
It's not a coincidence or a glitch, there was a formal change somewhere in the system
Can IBM Still Control the Narrative?
We'll see what comes out through the grapevine later this week