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If it ain't broke, don't fix it.
Getting budget to upgrade software is a major sticking point from what I've seen. This is true even for 'free' open source software: Just like pay-for software, it still needs testing, possibly documentation changes, possibly user re-training, significant employee time for the testing and rollout. It's costly and potentially problematic.
It would be an exaggeration to say that many businesses carry out real risk analyses (instead of gut feeling) but there really is a trade off between risk of attack versus risk of the upgrade itself. Businesses as whole tend to be risk-averse and so it is perhaps not surprising that many opt (more or less by default) to not patch unless and until there's a demonstrable reason to do so. This may not be wise but it is how things are.
P.S. And a lesson as to why over-eager patching is a bad idea: The Insider News -
Windows 10 bug: Certificates lost after feature upgrade? We're working on fix, says Microsoft[^]
modified 4-Nov-20 0:32am.
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"If it ain't broke, don't fix it."
You do understand what bugs are?
"If you don't fail at least 90 percent of the time, you're not aiming high enough."
Alan Kay.
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Hah, one person's bug is another person's feature. 
More seriously, the existence of a bug does not mean that software is actually broken for every user.
Bug (not necessarily equal to) broke.
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Abuse packet sizes to fool vulnerable application-level gateways Malicious JavaScript is redundant
Too many moving parts for me to follow this one (or as they put it, "The technique is non-obvious"), but it sounds clever. I still think there are easier ways to hack folks.
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Microsoft confirms that upgrading to a newer version of Windows 10 sometimes results in lost certificates. Certificates? We don't need any farging certificates, do we? Ooops.
Sounds like self-caused by bad updates, but...yeesh. Maybe reject to update if the updated certs aren't available?
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That confirmation can't be true; it's not gibberish.
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Kent Sharkey wrote: Maybe reject to update if the updated certs aren't available?
That will presuppose common sense and we know that's not that common... specially at some companies' departments 
M.D.V.
If something has a solution... Why do we have to worry about?. If it has no solution... For what reason do we have to worry about?
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Quantum computers are not yet creating business value, but CIOs should nonetheless lose no time in getting involved. Two bit states ought to be enough for everyone!
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The CIO's are in pursuit of Schrödinger's Dollar - they better be careful!
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David O'Neil wrote: The CIO's are in pursuit of Schrödinger's Dollar - they better be careful!
Isn't it Schrödinger who should be careful? 
Freedom is the freedom to say that two plus two make four. If that is granted, all else follows.
-- 6079 Smith W.
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Daniel Pfeffer wrote: David O'Neil wrote: The CIO's are in pursuit of Schrödinger's Dollar - they better be careful!
Isn't it Schrödinger who should be careful?
I suppose it depends on how good their lawyers are?  
M.D.V.
If something has a solution... Why do we have to worry about?. If it has no solution... For what reason do we have to worry about?
Help me to understand what I'm saying, and I'll explain it better to you
Rating helpful answers is nice, but saying thanks can be even nicer.
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Kent Sharkey wrote: Two bit states ought to be enough for everyone!
Given the way the world economy is going, we'll all be living in a two bit state soon enough.
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Solid
gold
!!!
TTFN - Kent
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He is speaking of "we", I would go more for...
screwed
and / or
completely screwed
M.D.V.
If something has a solution... Why do we have to worry about?. If it has no solution... For what reason do we have to worry about?
Help me to understand what I'm saying, and I'll explain it better to you
Rating helpful answers is nice, but saying thanks can be even nicer.
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Nelek wrote: He is speaking of "we", I would go more for...
screwed
and / or
completely screwed
Maybe we need the qunatum computing to define exactly how screwed we are on that scale?
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Given that the cry of most CEOs is "Pieces of Eight!", don't you already live in a one-bit state?
Freedom is the freedom to say that two plus two make four. If that is granted, all else follows.
-- 6079 Smith W.
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Quantum computing chasing blockchain chasing quantum computing ...
It was only in wine that he laid down no limit for himself, but he did not allow himself to be confused by it.
― Confucian Analects: Rules of Confucius about his food
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The pod bay doors didn’t open. Why didn’t someone test for that? "It can only be attributable to human error"
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Always upvote 2001 quotes!
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Kent Sharkey wrote: "It can only be attributable to human error"
-Skynet: Do you want help with that?
M.D.V.
If something has a solution... Why do we have to worry about?. If it has no solution... For what reason do we have to worry about?
Help me to understand what I'm saying, and I'll explain it better to you
Rating helpful answers is nice, but saying thanks can be even nicer.
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Actually, as Dave pulls "boards" out of HAL, the thing that impressed me was that it still kept working. The idea that multiple failures do not cause the entire system to crash became a tenet of how I would like to design software, and have achieved on occasion (usually my own code, you can't begin to even attain that goal walking in to an existing software base.)
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That's a very good point! I never thought of it that way before.
Freedom is the freedom to say that two plus two make four. If that is granted, all else follows.
-- 6079 Smith W.
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.NET Conf is a free, three-day, virtual developer event co-organized by the .NET community and Microsoft. This year .NET 5.0 will launch at .NET Conf 2020. Come celebrate and learn about the new release. Just a few more sleeps!
Assuming there will still be a world by then
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Microsoft today reminded customers that some editions of Windows 10, version 1809 (also known as the October 2018 Update) will reach its end of service next week. Because Windows 10 is the last version of Windows
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Kent Sharkey wrote: Because Windows 10 is the last version of Windows
And not to forget, the BEZT WINDOUS EVA!!
M.D.V.
If something has a solution... Why do we have to worry about?. If it has no solution... For what reason do we have to worry about?
Help me to understand what I'm saying, and I'll explain it better to you
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