Deploying 365 and provided windows key all at once per user domain joined device

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I am curious on if possible to deploy office 365 apps along with the provided windows license with each 365 license purchase all in one go without user data loss.

 

*update * we are on 21h2, windows 10 and have office 16

 

I am looking at deployment tool, adk and just thought I'd check on here what others have done to ease the burden of upgrading for users and have it secure and as efficient as possible.

 

I hope I worded what I am in need of proficiently. 

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