Coming Soon: Microsoft’s Holiday 2019 Windows Weekly Giveaways

Posted on December 19, 2019 by Paul Thurrott in Office 365, Xbox, Microsoft Surface, Paul, Windows Weekly with 98 Comments

As he did last year, Microsoft CMO Chris Capossela has graciously donated some great hardware and software on Windows Weekly. And as we did last year, we’re going to give it all away here on

The giveaways are:

  • 2 Surface Pro X (16 GB, 256 GB) (No Type Cover)
  • 2 Surface Pro 7 (16 GB, 256 GB) (No Type Cover)
  • 2 Surface Laptop 3 (15-inch) (AMD, 16 GB, 256 GB)
  • 10 product keys for a one-year Game Pass Ultimate subscription
  • 10 product keys for a one-year Office 365 Home subscription

We’ll do the giveaways in three batches—Game Pass, Office 365, and then the hardware—via three separate posts over the next week or so. Because we’re paying the shipping costs, the hardware will be U.S. and Canada only, sorry.

You can indicate your interest in any of these giveaways by commenting on each of the posts to come. Do not comment here to indicate you’re interested in any of these items. There will be separate posts for the Game Pass Ultimate codes, the Office 365 codes, the hardware, respectively. (To comment, you will need a site account, which is free.) And then I’ll close each post after 24 hours and choose the winners at random the next day.

The first post, for the Game Pass Ultimate product keys, will go live on Friday morning, December 20, 2019. Stay tuned, and thanks! —Paul

Join the discussion!


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Comments (98)

98 responses to “Coming Soon: Microsoft’s Holiday 2019 Windows Weekly Giveaways”

  1. seattlemike

    Paul, I think you meant to say December 20, 2019 at the end. And thanks for doing this! ?

  2. agatre

    Thank You Paul count me in

  3. waqariman79

    I Have Read This Article Thank You For This Post Regards Sheikh Waqar Imran

  4. avery1317

    Looking forward to trying out a Surface product.

  5. hturner

    Thank you for the opportunity. Any one of the prizes would be a welcome opportunity.

  6. dwhitetopgun

    Where is the Friday post indicated?

  7. kd5hiy

    Going for the running of one of the Surfaces Pro's. Keep up the good work y'all.

  8. payton

    Did you mean Friday morning December 21? Today (Thursday) is the 20th.

  9. marvyn

    Paul - thanks again, particularly for the effort it takes to put these things on. And, as for the inevitable grief you seem to take on these from certain corners, well, you know what to do on that front.

    Enjoy the holidays.

  10. onephoto75

    I learn so much ... always great to see Microsoft working to better there product.. Great Giveaway ! Happy Holidays Mary, Paul, Leo And Chris !

  11. sbaker51

    It would be great to win something, so please consider this a comment though I'm not sure if this is the correct place to do so given the "Do not comment here to indicate you're interested in any of these items." above. Since I don't see any other place at which to comment, this is a 'better safe than sorry' approach.

  12. bigrock62

    What a great show and how nice that provide these great gifts.

  13. blecard

    Great holiday giveaway!

  14. evennotodd

    Any idea what dates you are posting the other two posts?

  15. baalho

    i have a good feeling about this year's giveaway!

  16. windowsme

    Great news!

  17. jb


  18. mrdrwest

    Paul, my mornings start at ~3AM

  19. CRoebuck

    Wow, just wow. Many thanks to Paul, Chris (MS) and the whole Windows Weekly team (and Brad). I enjoy my daily dose of whilst doing my Dev job in the UK and now I have an office in the US I guess I can legitimately enter the festive giveaway too !!! Bonus :-)

    But back to serious matters. Anytime you put out opinions in the public domain there will always be haters. My favourite expression is that "People tend to criticise things they don't understand" . I think the way you guys handle this and that the quality of the writing on this site is not degraded in any way in order to compensate for such haters is a testament to the professionalism. Best wishes to you all and your families for a happy Christmas and a prosperous new year.

  20. murph

    Awesome, thanks guys!

  21. viewer1999

    Very good of Chris and Paul to donate these. Thanks.

  22. olesure

    Thank You Paul please count me in.

  23. trusty

    Love your Windows Weekly podcast. Been listening since the start. Please count me in on the give aways.

  24. bobvccnv

    Great episode with Chris this week. WW is one of my "must listen to" podcasts every week. It was great to hear Chris say that MS appreciates Paul and Mary Jo's work.

  25. vancan

    Happy Holidays to all from Vancouver Canada. Office 365 home will be a useful tool for 2020.

  26. ephino

    Thank you for doing this give away!!!!

  27. edd683

    Thanks for the chance to win and keep up the good work with windows!!

  28. mikekw

    The Capossela show is always a must listen. Thanks for handling the give away.

  29. starcom



  30. oor1can

    Another awesome show, it was good to see the direction Microsoft is heading in.

  31. learningtotech

    I am 64 and a nurse. I will be loosing my job on 1/2/2020. One of my issues is not having up to date computer skills. I am now acquiring them. A little to late, but there is always hope. Anything to help would be appreciated.

  32. bddiskind

    Surface Laptop 3, all right!!

  33. brin0927

    Interested in the Office 365 giveaway!

  34. fisserbabsie

    Thank you for this opportunity. I think you are very generous God bless you.

  35. alokeprasad

    Long time reader first time poster

  36. oedi88

    Happy holidays to everyone

  37. fauveld

    Merry Christmas!

  38. pgillick

    I'd love to win!

  39. robschapiro

    I'm so confused. I heard about the giveaway when I listened to the archived version of Windows Weekly this weekend (on Sunday). I signed up for the free site account (and, after seeing all of the premium content references, I'm thinking of a premium membership). But I stand confused as to when this starts and where the posts are going to be for me to comment and enter... The Game Pass was supposed to be live on Friday, Dec. 20 and end after 24 hours? Is this the post and/or is the opportunity already gone? Any guidance would be appreciated. Side note: I got side-tracked by one post from my search of Windows Weekly Giveaway that said (Updated), but that was from a year ago... Nevertheless, if this is where I'm supposed to indicate interest, consider me interested.

    • Paul Thurrott

      It happened as promised, yes. The Office 365 giveaway will be today. This is not where you are supposed to indicate interest, no.
  40. ekiledjian

    Love the show with Chris Cap. I look forward to this show every year.

  41. brettscoast

    Nice one Paul well done to yourself and Chris Caposella from Microsoft for this nice giveaway to readers. I am located in Australia and completely understand this offer not being made available outside the US & Canada as the shipping costs would be significant. Best wishes to all who enter as you will be getting a very nice PCgift. Merry Xmas & a happy new year 2020 to all at

  42. hcoluccio

    Thank you Mr. Capossela, it's great that you do this every year. Happy holidays everyone.

  43. crosshaven computers

    Great show really enjoyed it

  44. tech48

    Thanks for the opportunity to win this is the first time I ever tried to win anything like this. Keep up the good work on this web site and the podcast that you do.

  45. rioricohistorian

    Thank you Paul and Chris!

  46. shawnr

    I listened to the Windows Weekly episode today and I was blown away by the list of giveaways. Thanks for making it all possible!

  47. jlmerrill

    Thanks Paul and Microsoft for this. Now if only I could win a SL3 :-).

  48. doon

    Nice! Thanks!

  49. Cdorf

    Wow that is awesome Chris- thank you. And thanks to Paul and company for doing the logistics of this. I hope people are respectful of all of this. This is Pauls time and money as well during a very busy time of year.

  50. robert_wood

    I watch or listen to Window's Weekly every week, but I think the yearly show that Chris is on is my favorite every year. I was so glad he talked about Microsoft on multiple platforms as one of his highlights. As someone who uses multiple platforms and enjoys Microsoft software the focus that they are putting on that is a big deal.

    Thanks again!!

  51. David Guillaume

    :( I Live in the UK

  52. lvthunder

    Wow that was nice of Microsoft to give away that much hardware.

  53. tj

    I too would like to thank Microsoft CMO Chris Capossela for supplying the software and hardware for the Microsoft’s Holiday 2019 Windows Weekly Giveaway. Also thanks to Paul (for operating the Giveaway), Mary Jo, and Leo. Happy Holidays

  54. virtualdanman

    Two things to say to this:

    1 - SUH-WEET!

    2 - Thank you so much for this. Love being a Premium member.

    Oh, and - Happy Holidays everyone!

  55. jumpin69

    Thank you Paul for doing this, I know that it takes loads of effort from you. And I hope the FedEx driver makes it through the holidays LOL.

  56. Shawn Moshier

    Thanks Chris and Paul for this!

  57. robmille

    I can't wait to win them all! I'm entered in all of the contests! LOL

    Actually, thanks much for doing the giveaway and looking forward to entering all of the contests. Thanks to Microsoft for providing the devices to give away.

  58. wdweldon

    I just brought a Surface Pro 7 to a friend in Moscow, he is loving it!

  59. tonchek

    Oh, yeah!

  60. ErichK

    This is fantastic! Man it would be great to win one of those Surfaces (Surfi?).

  61. Chris_Kez

    Paul, what would you all think about limiting some of these give-away type of events to Premium members?

    • Paul Thurrott

      In reply to Chris_Kez:

      So, two things to that.

      First, this was done for Windows Weekly, not or Premium. So on that level, I couldn't really do that.

      Second, as someone else pointed out, and as coworkers here seem to believe, there is this idea that you can't predicate a giveaway on a purchase because of something related to gambling. I am positive that's not literally true, in part because we could simply limit it to existing Premium customers, thus none would have spent money in order to get this chance. But whatever, I've been outvoted at work on that in the past. Also, see point number one. :)

      Thanks for understanding,


    • Orin

      In reply to Chris_Kez:

      I don't know the ins and outs of it, but isn't it a legal requirement for giveaways that you can't require a purchase to be entered into a giveaway or something like that?

    • docpaul

      In reply to Chris_Kez:

      Or perhaps, at least, a portion of the prizes available to premium members only.

  62. wosully

    Thanks Paul! With the Windows 10 Field Guide and now this, I clearly owe you a decent beer.

  63. gstevenb

    I know this is a true labor of love and appreciate the effort you put in.

  64. lprell

    As much as I wanted to get my hands on those Surface "beauties", as a brazilian, I completely understand the limitations of sending hardware overseas. Anyway, great content + great giveaways. Do not regret being a premium subscriber since the begining.

  65. Jason Morden

    Thanks for the opportunity to win these prizes.

  66. dxtremebob

    Thanks Chris and Paul!

  67. joecanadian

    It was a great episode yet again. Thanks to you and Mary Jo for bringing Chris to the show.

  68. buzzmodo

    Very kind of Chris and Microsoft to step up!  Happy Holidays & Merry Christmas to all!

  69. johnpattison

    Maybe if you draw a hardware winner from outside of north america, they can make the choice whether they would want to pay the shipping cost? But still happy to win one of the license keys.

  70. figuracion

    Thank you Paul and Microsoft. I could really use the office 365 or any of the hardware.

  71. eggrove

    Make my spirit bright...Thanks for the chance to win!!!

  72. smarra

    What a great holiday giveaway!

  73. oscar2

    Thanks for the chance to win

  74. llamichael

    Thanks for the chance to participate! I wouldn't miss a Windows Weekly.

  75. lsegarra

    Thanks to you and Microsoft !

  76. hitupjason

    Thanks for facilitating the giveaway. I would be blessed to win anything

  77. Jeff

    Thanks for the opportunity to win!!

  78. Stoicjim

    A couple of questions:

    Can you "enter" all of the three giveaways (with separate posts)?

    If you win an earlier one (i.e., a Game Pass Ultimate subscription) are you precluded from winning another (i.e., a Surface Pro 7)?


    • Paul Thurrott

      You can enter all three and could theoretically win all three, I guess. :) That would be weird, but we won't prevent it.
  79. sgbassett

    It was interesting to hear Chris talk about Google and Microsoft being "partners" in developing products like the Surface Duo. I switched from Android to an iPhone a few years ago because everyone else in my family was using an iPhone and it just makes things simpler when it comes to messaging and Find My etc. But the Your Phone app is getting better and I sit in front of a Windows PC most of the day (or a Chromebook like I am using right now) and it would be great to have better integration between my phone and my computer. That will likely never happen with an iPhone.

    I was at Costco last weekend and almost bought a Note 10 on sale for $500 (the Note 10+ was arguably a better deal at $630, but I like the size of my iPhone X and I am not sure I want anything as big as the Note 10+). Any thoughts on how far down this path the partnership between Microsoft and Google (Android) will go? Has the integration between Android and Windows been useful to others who sit in front of a PC much of the day?

    • darrellprichard

      In reply to sgbassett:

      I too am having to watch with envy from the sidelines as Android is getting all the Your Phone love. I'm totally in the iOS ecosystem now and even if I wanted to (which I don't), moving to Android is a non-starter.

  80. dwindleflip

    Exciting. Good luck to everyone and have a great holiday season.

  81. DigitalAmoeba

    Thank you for at least being super clear that hardware prizes can't be won outside North America, you've explained and that's understable on shipping costs. Thank you again for however for ensuring software/codes prizes will be international :D

  82. mefree

    Very cool!

  83. nelsongr219

    Was great video on GITHUB and how MS is working toward open sharing. The old MS was so closed and hard to get real answers for us smaller developers. Not a gamer so I would pass on Game Pass but other would be nice. I watch often and have followed you from X to Y over the years...have a book around here somewhere from old....yes I read, LOL!

  84. zbecka

    Nice stack of hardware!

  85. mebby

    Wow! Pretty cool!

  86. randallcorn

    So you going to give away any Macs? lol

  87. secgon

    I would like to win all too.

  88. henrythepro8

    Thank you for this awesome chance