Apply sensitivity labels using PowerShell

JSlei VasilMichev ChristianJBergstrom 

Hi All,

Just bringing a slightly similar scenario to this thread - and wondering if anyone can confirm if it's possible? We have a Client with millions of Docs in Sharepoint 2013 OnPrem today where they have been very rigorous in using TermSet from the TermStore to tag all sensitive docs/files with the appropriate MetaData and this has been in use for some 6 - 7 years.

We are now assisting with the Sharepoint Migration and the question becomes - what is the *best* (least painful/best chance of success) method of ensuring that all the contents get from - Sharepoint 2013 onPrem to Sharepoint Online:

• It appears that SIT's and AutoLabelling cannot identify TermSet?
• This being the case - should we be looking at applying SL's before the move?
  • This seems the lower risk?
• Should we focus on MIP SDK or simply script this via PowerShell to Identify each file and add the appropriate SL?

Create and manage terms in a term set - SharePoint in Microsoft 365 | Microsoft Docs

One of the key things we are trying to achieve is do this "at scale" without having to open each file individually - if AutoLabelling is the way to go then fine, but from what we have reviewed so far this is NOT a case where we need to identify docs based on SIT's - the intent is to simply identify docs/files based on TermSet attributes and then apply the matching SL

Any advice or suggestions welcome, we're still researching, but thought it might be worth checking if anyone else has come across this?