Microsoft's 2019 #WindowsUglySweater campaign brings back those XP feels
It's the time of the year for the latest soft-wear update
Last year, Microsoft jumped on the trend of "ugly holiday sweaters." Going back to classic Americana trends of wearing jumpers of questionable taste doubled-downed by adding corny holiday themes, sweaters are now the hipster December fashion trend.
In 2018, Dona Sarkar, who led the Windows Insider team, sent out sweaters to fans and influencers with the Windows 95 logo, so it only makes sense for 2019 we get Windows XP (we're pretending that whole Windows ME thing never happened).
This time, however, Redmond went even a little further as the sweater comes in a Windows XP box – like the very ones that shipped in 2001 when the OS launched.
Small details like "Pro-ho-ho-fessional", "Version 2019", "Soft-wear Pack 2" and "Get ready to eXPerience the most impressive Windows soft-wear update yet" only add to the tongue-in-cheek cheesiness.
Unfortunately, there are no plans to sell these limited-edition gems, but that doesn't mean we can't all enjoy them.
Many of your favorite Microsoft fans, developers, volunteers, educators, those in media who cover the brand, and people who have used Microsoft tech for good received the early holiday gifts this week. Here are a few who managed to get their hands on one.
OMG!! Microsoft sent me a Windows XP style #WindowsUglySweater for the holidays! It's soooooooo good, and it came in this super cool XP product box too :D Thanks @Microsoft @Windows! pic.twitter.com/3HxbpmU5c1OMG!! Microsoft sent me a Windows XP style #WindowsUglySweater for the holidays! It's soooooooo good, and it came in this super cool XP product box too :D Thanks @Microsoft @Windows! pic.twitter.com/3HxbpmU5c1— Zac Bowden (@zacbowden) December 11, 2019December 11, 2019
Yes... yes it is! #WindowsUglySweater pic.twitter.com/jWPZS9R1iVYes... yes it is! #WindowsUglySweater pic.twitter.com/jWPZS9R1iV— Mary Jo Foley (@maryjofoley) December 13, 2019December 13, 2019
Next year I wish for... Xbox Series X. THIS year... I lucked-in on the holiday's MOST COVETED ITEM! WOO HOO!!
I prefer the 2019 version to the 2001 version... how about you? ! 😁😝🎄🎅#MicrosoftLife #WindowsUglySweater pic.twitter.com/hA0S47PHliNext year I wish for... Xbox Series X. THIS year... I lucked-in on the holiday's MOST COVETED ITEM! WOO HOO!!
I prefer the 2019 version to the 2001 version... how about you? ! 😁😝🎄🎅#MicrosoftLife #WindowsUglySweater pic.twitter.com/hA0S47PHli— Joe Belfiore (@joebelfiore) December 14, 2019December 14, 2019
Guess who’s gonna be lookin’ fly at tomorrow’s Tech Ops meeting? Thanks, @Windows! 😍#windowsuglysweater pic.twitter.com/7uiR0b2Ft6Guess who’s gonna be lookin’ fly at tomorrow’s Tech Ops meeting? Thanks, @Windows! 😍#windowsuglysweater pic.twitter.com/7uiR0b2Ft6— Amy Holliday (@hollidaymode) December 11, 2019December 11, 2019
Why it's a #WindowsUglySweater of course! Huge thanks to @Windows and @Microsoft for the awesome holiday gear! pic.twitter.com/UfX64kisqoWhy it's a #WindowsUglySweater of course! Huge thanks to @Windows and @Microsoft for the awesome holiday gear! pic.twitter.com/UfX64kisqo— Eli W (@Eli_Weitz) December 12, 2019December 12, 2019
Even Luna loves the #WindowsUglySweater pic.twitter.com/vDn19OvonEEven Luna loves the #WindowsUglySweater pic.twitter.com/vDn19OvonE— Richard Woods (@TheRichWoods) December 11, 2019December 11, 2019
Well hot damn. Last year I said that I'd love to see a Windows XP sweater next; they certainly delivered! This is amazing.
Windows XP will always be near & dear to my heart, and this #WindowsUglySweater will probably always be my favorite.
This is how you do marketing @Windows pic.twitter.com/8GgiL8eXCXWell hot damn. Last year I said that I'd love to see a Windows XP sweater next; they certainly delivered! This is amazing.
Windows XP will always be near & dear to my heart, and this #WindowsUglySweater will probably always be my favorite.
This is how you do marketing @Windows pic.twitter.com/8GgiL8eXCX— Addie (@EposVox) December 12, 2019December 12, 2019
Ho-ho-holy crap you guys! #WindowsUglySweater pic.twitter.com/l0fswDnL8NHo-ho-holy crap you guys! #WindowsUglySweater pic.twitter.com/l0fswDnL8N— Brett Lemoine (@bremic9188) December 13, 2019December 13, 2019
Microsoft’s ugly Christmas sweater is Windows XP this year. It even comes in a softwear box 😂 pic.twitter.com/Oz0lNhryPIMicrosoft’s ugly Christmas sweater is Windows XP this year. It even comes in a softwear box 😂 pic.twitter.com/Oz0lNhryPI— Tom Warren (@tomwarren) December 11, 2019December 11, 2019
I'm losing it over this #WindowsUglySweater that @Windows sent me. It's so warm & comfy & kind of ridiculous & I love it. XD pic.twitter.com/ZOfG6Ya3tdI'm losing it over this #WindowsUglySweater that @Windows sent me. It's so warm & comfy & kind of ridiculous & I love it. XD pic.twitter.com/ZOfG6Ya3td— Nikki Jeske 🎲⚔️ (@coyotewitch) December 12, 2019December 12, 2019
A year ago I asked @Microsoft @Windows if I could have an ugly sweater, and today they delivered! #WindowsUglySweater pic.twitter.com/wsKoUD14lhA year ago I asked @Microsoft @Windows if I could have an ugly sweater, and today they delivered! #WindowsUglySweater pic.twitter.com/wsKoUD14lh— Holly Hussle (@HussleHolly) December 11, 2019December 11, 2019
My outfit for the season has arrived! Thanks @Windows & @Microsoft Very much appreciate the #WindowsUglySweater #WindowsXp pic.twitter.com/yAbUfxzBW3My outfit for the season has arrived! Thanks @Windows & @Microsoft Very much appreciate the #WindowsUglySweater #WindowsXp pic.twitter.com/yAbUfxzBW3— Richard Hay (@WinObs) December 12, 2019December 12, 2019
But it is a neat #WindowsUglySweater pic.twitter.com/fT5y7blYzGBut it is a neat #WindowsUglySweater pic.twitter.com/fT5y7blYzG— Brad Sams (@bdsams) December 12, 2019December 12, 2019
So @Microsoft outdid themselves this year with the #WindowsUglySweater pic.twitter.com/YPOgVh3DdbSo @Microsoft outdid themselves this year with the #WindowsUglySweater pic.twitter.com/YPOgVh3Ddb— Austin Evans (@austinnotduncan) December 12, 2019December 12, 2019
Ohhhhh yeah #WindowsUglySweater season 😍😍 Thanks @Windows + @Microsoft!!!! pic.twitter.com/48AfxMxutvOhhhhh yeah #WindowsUglySweater season 😍😍 Thanks @Windows + @Microsoft!!!! pic.twitter.com/48AfxMxutv— Jenna Ezarik (@jennaezarik) December 13, 2019December 13, 2019
Back at it again! Thanks to the @Windows team for the awesome #WindowsUglySweater. Taking it back to freshman year of high school 😎 pic.twitter.com/9hO0M1wpASBack at it again! Thanks to the @Windows team for the awesome #WindowsUglySweater. Taking it back to freshman year of high school 😎 pic.twitter.com/9hO0M1wpAS— Jeremy Sinclair (@sinclairinat0r) December 13, 2019December 13, 2019
Microsoft often gets a wrap for being too suit-and-tie sometimes, but every once in a while they let the hair loose and it sure is fun. We also guess this means that 2020 will have to be Windows 7-themed, which should be fun.
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Daniel Rubino is the Editor-in-chief of Windows Central. He is also the head reviewer, podcast co-host, and analyst. He has been covering Microsoft since 2007, when this site was called WMExperts (and later Windows Phone Central). His interests include Windows, laptops, next-gen computing, and watches. He has been reviewing laptops since 2015 and is particularly fond of 2-in-1 convertibles, ARM processors, new form factors, and thin-and-light PCs. Before all this tech stuff, he worked on a Ph.D. in linguistics, watched people sleep (for medical purposes!), and ran the projectors at movie theaters because it was fun.