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Why can't Microsoft merge the DaRT tools into WinRE?
Because if they did, everyone had to pay extra for their copies of Windows. Not everyone needs DaRT, not everyone knows how to operate DaRT, and DaRT is a security liability. And there are free alternatives to DaRT.
I used to add them myself but it became a hassle when they kept getting replace by the standard WinRE.
You mean you kept overwriting your own WinRE by mistake. A normal Windows upgrade doesn't overwrite WinRE.
Or at the very least could it be put it in the Enterprise SKU?
That's exactly what they are doing now. Are you sure you've been using Microsoft's DaRT and not a Chinese knockoff? Because it seems you don't know stuff that you should've known if you were a genuine Microsoft VL customer.
Edit: The edit button is back. Hurray! 😊