this post was submitted on 28 Apr 2026
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It’s fucking wild to me that anyone ever convinced anyone in enterprise to shift to cloud and SaaS offerings in the first place.
You really thought it would be cheaper forever to give all your IT to someone else? You didn’t think you were getting captured?
You thought it was a good idea to store all your data on someone else’s servers, who have control over access to your information and, in most cases, can probably read it? And that if they raised prices or did something you didn’t like such as analysis or AI training on it, you weren’t completely held hostage by this?
It didn’t set off alarm bells that all the SaaS stuff seemed less featureful and more buggy?
That every workstation was now a recurring subscription?
That you now have to pay extra to get different software to interact with each other?
You thought there would never be any downtime? You thought if there was that you would make up the cost by contractual discounts?
It’s a good goddamn thing that I didn’t know how fucking stupid adults were when I was a kid or I’d have been scared for my fucking life for so many more years.
No one ever gets fired for buying IBM or Microsoft. I remember years ago I put together a plan for all opensourced, mature software on Linux hosts for my company. Would have saved us 6 figures in coats. They went with microsoft's crappy solution instead because it was Microsoft.
What was your Boss' feedback? Why didn't he/she like your recommendation? I'm going to guess a major constraint was too many sources for software.
They wanted somebody else to be ultimately liable for problems, not themselves.
They wanted less headcount, especially amongst employees that are more intelligent than they are.
They wanted to handle things via gladhandling and 'business negotiations', not actual strategy snd design.
And it doesn't help that actually running your own working mail server in 2026 is a fucking ball-ache. Especially if you don't want every big provider to mark all your mail as spam. Email has been captured by big tech.
Even people who self host a lot of stuff usually don't bother with it.
For me it's the security side of self-hosting anything connected to the internet. Keeping on top of all the security updates is a chore.