An Open Letter To W2003 Upgrade Objectors

This post is dedicated to the person that refuses to upgrade from Windows Server 2003. I’m not targeting service providers and those who want to upgrade but face continued resistance. But if you are part of the problem, then please feel free to be offended. Please read it before you hurt your tired fingers writing a response.

I’m not going to pussy-foot around the issue. I couldn’t give a flying f**k if your delicate little feelings are dented. You are what’s wrong in our industry and I’ll welcome your departure.

Yes. You are professionally negligent. You’ve decided to put your customers,stockholders, and bosses at legal risk because you’re lazy.

You know that support is ending on July 14th 2015 for Windows Server 2003, Windows Server 2003 R2, SBS 2003 and SBS 2003 R2, but still you plan on not upgrading. Why?

You say that it still works? Sure, and so did this:


 Photo of Windows Server 2003 administrator telling the world that they won’t upgrade

You think you’ll still get security fixes? Microsoft is STOPPING support, just like they did for XP. Were you right then? No, because you are an idiot. So you work for some government agency and you’ll reach a deal with Microsoft? On behalf of the tax payers of your state, let me thank you for being a total bollocks – we’ll be paying at least $1 million for year one of support, and that doubles each year. We’ll be landed with more debt because your incompetent work-shy habits.

You think third parties like some yellow-pack anti-malware or some dodgy pay-per-fix third party will secure you? Let me give you my professional assessment of that premise: HAHAHAHAAHAHAHAHAH!

Maybe other vendors will continue supporting their software on W2003? That’s about as useful as a deity offering extended support for the extracted failed kidney of a donor patient. If Microsoft isn’t supporting W2003, etc, then how exactly is Honest Bob’s Backup going to support it for you? Who are they going to call when there’s a problem that they need assistance on? Are you really that naive?

Even regulators recognise that “end of support” is a terminal condition. VISA will be terminating business with anyone still using W2003 as part of the payment operation. You won’t be able to continue PCI compliance. Insurance companies will see that W2003 as a business risk that it outside the scope of the policy. And hackers will have an easy route to attack your network.

“Oh poor me – I have an LOB app that can’t be replaced and only runs on W2003”. Well; why don’t you upgrade everything else and isolate the crap out of that service? Allegedly, there is an organ rattling inside that skull of yours so you might want to shake the dust off and engage it!

I have zero sympathy for your excuses. I know some of you will protest my comments. Your excuses, not reasons, only highlight your negligence. You’ve had a decade and 4 opportunities to upgrade your server OS. You can switch to OPEX cloud systems (big 3 or local) to minimise costs. You could have up-skilled and deployed services that are included in the cost of licensing WS2012 R2 instead of spending your stockholders or tax payers funds on 3rd party solutions. Yeah, I don’t have many good things to say to you, the objector, because, to be quite honest, there is little good to be said about you as an IT professional.

This post was written by Aidan Finn and has no association with my employers, or any other firm I have associated with. If you’re upset, then go cry in a dark room where you won’t annoy anyone else.

13 thoughts on “An Open Letter To W2003 Upgrade Objectors”

  1. Aidan you nailed it! Most of the people I know keep coming up with all sorts of excuses and absolutely zero action plans.

  2. Very offending… and I totally agree 🙂
    Looking at the amount of visitors your blog has, it’s nice to see someone being blunt about this and shake those people up.

  3. One of the top blog posts of the year Aidan.
    Who cares if they are offended?
    Having worked for far to many years with these numpties it was about time they were shown to be the self serving delusion fools that they are!

  4. A post both very funny and very true, thank you!
    I haven’t worked with that many IT pros so far but I also have felt the resistence to upgrades from XP and 2003 and, yes, it needs to stop (though I probably won’t be able to tell my clients that the way you wrote your post :)).

  5. yess 🙂
    nicely put! that’s what i try to pass on as message during training sessions and workshops.
    backing off upgrades is never clever and stopping the evolution always leads to exctinction… Hopefully the offended one will leave the IT scene alltogether with the server they defend when it hits the wall of reality check.
    2003 WAS a good Server OS as XP WAS a good Client OS…time to move on, if not already done!
    IT is not a cost, it’s a way to a better and safer workforce…until this is clear, no hpe is up.
    Best regards,

    1. Hopefully I will be there – I’m supposed to be there speaking after winning Speaker Idol last year but … let’s just say my phone aint ringing.

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