“With its famous catalog, Sears was positioned to become Amazon when the internet age started. Instead, Sears pretty much went to sleep.”
Sears has been grossly mismanaged for decades and still is. Example: their point of sale systems are THE worst in the business and seem to be nearly impossible for their employees to operate. I don’t think they’ve been upgraded since the days of MS DOS.
I used to work at Sears and it's worse than that. I think the POS system (the old ones and not the iPads) run OS2.