My company took the end of NT in stride. Same with 2000, and XP. We ran several of each for years before finally phasing them out when convenient and necessary. We had to keep them around because licensing for some software was not available - or affordable, software would not work at all in a new version or simply because there was no compelling reason to hurry swapping them out.
With the end of Win 7 it appears to be a different story. They all of a sudden have a gigantic hard on to completely eliminate Win 7. They didn't start this whole thing until November last year. We have hundreds of Win 7's out there, typically doing mundane things and not affordable to replace, or easy either. A few have software that simply will not work in Win 10 or a 64 bit OS - and the company is also requiring 64 bit for all OSs too (I agree with this).
So, for me it WAS a big deal. It is not really now as I have all of them replaced with the exception of one. You can guess how I spend most of the holidays.
I see more of a push to get rid of Win 7 online too. More so than what previous retirements did.
My main concern is I am wondering if a valid WIn 7 Windows activation code will still activate win 10 after the 'death'. Even long after the 'free' period ended Win 10 would still activate with a valid Win 7 Windows key. I am hoping it still will. When I pull older PCs (like all the Win 7 PCs I just replaced) I put a generic WIn 10 Pro image on them and activate them with the PCs own Win 7 key (which has never been activated as we have our own activation server for MAK keys). I give them away to employees rather than pay to throw them out and them end up in a landfill.