I’m new to Windows deployments, and I need some help. I’ve gotten as far as setting up a new system from a Windows 11 image downloaded from MS, configuring it/installing software, and then running sysprep. I made a WinPE boot thumbdrive, but I’m stuck at capturing the Windows image part. Part of my problem is that I’m trying to make this in a VM. Is that more trouble than it’s worth?

Is there an easier way to do this? I’ve seen people saying I can use Linux tools like Clonezilla, which sounds good to me, since I’m very comfortable with Linux-- but I read that might cause problems. One thing mentioned was licensing.

I would be deploying these images 100% onto Lenovo machines that we purchase from CDW, so I’m not sure how licensing would work. Is the license tied to the MAC? Will they auto-register once I boot them with the new image?

Thanks for anyone that takes the time to help me understand this :)

  • noUsernamesLef7@infosec.pub
    1·
    1 year ago

    Can I ask why chocolatey and not just installed via policy/company portal? I’m not our Intune guy so I don’t know much about the limitations.

    • Snowplow8861English
      2·
      1 year ago

      Oh because if an application doesn’t exist natively in azure, ie not a MS Store app, then you can only deploy by uploading the msi which of course is one version. At an MSP with thousands of devices in dozens if not a hundred tenancies, and new software versions being released daily, you need something that will update all that.

      Chocolatey is just for the poorer customers, a best effort, immybot for soe management though if the customer is full. Whenever Microsoft finishes getting their own repository fixed though, using winget could be the new chocolatey. Right now it doesn’t do patching or at least it didn’t 12 months ago. It could install and report but not update.

      So thinking of solution life cycle you want something that doesn’t need tons of manual innervation, and you can use PDQ or chocolatey or immybot or whatever. Microsoft can handle its first party software suites and rmm deployment but 3rd party at this stage is just not good enough.

      Hope that helps