It all started coming off the rails in 1972
That was the year Harry Cunningham retired. Bob Dewar (beancounter) ran things until 1979.
Then Bernie Faber (sp) ran things until 1986-87. Joltin Joe Antonni took over and had all sorts of fantastic ideas(!) It is my opinion that Joe was the nail in Kmarts coffin.
Bobby Dewar came to the brilliant conclusion that Kmart could not longer put in 80-90,000 SQ foot stores and decided that a smaller footprint would work in smaller towns. Thus we started seeing about 1,000 smaller "group 9" stores popping up. This lead to confusion for layouts, planograms, and merchandise as the smaller 35-55,000 stores could not hold the same amount of product as the larger ones.
Bernie ran things in the 80's and was content to maintain staus quo. By now the stores were getting really long in tooth and Kmart made a half hearted attempt at automating HQ systems with RDC and ultimately POS systems at stores. In 1987 seeing how far they were behind walmart and Target, Kmart pushed the IT budget into overdrive and bought 25 per cent of IBM's output in POS systems that year.
Obviously, the expenditure put a stain on profits and the dividend for shareholders and Kmart mgmt was loathe to cut the dividend to free up cash to invest in the already outdated stores.
Joltin Joe announced a 2.5 billion store improvement plan, then upped it to 3.5 billion (all on borrowed money)then decided that Kmart needed to diversify. Along comes the purchase of Builders Square, Sports Authority, and Waldenbooks all of which drained financial resources and management attention.
Meanwhile, hundreds of miles Southwest of Troy, Mr. Sam was almost singularly focused on Walmart and little else. As a result Walmrt honed and refined itself to be a major player in the world of discount retailing whereas Kmart seemed to be interested in anything but.
That my friends was the beginning of the end. In 1994 Joltin Joe was pushed out by the board after he dragged his feet on selling off Kmart's purchases, ostensibly to free up cash to invest in the stores.
Floyd Hall came aboard and righted the ship........sort of. While Kmart avoided a Ch 11 filing in 1995, incredulously Joltin Joe, when interviewed by a Detroit TV station stated, "Kmart is fine" Floyd thought that kmart needed a "pantry' that is a small grocery section to attract shoppers who, in theory, would stick around and buy higher margin merchandise. It never panned out.
Meanwhile the stores were not getting the care and love they needed. Floyd bowed out and Kmart foolishly hired Chuck Conaway, the frat boy who proceed to dig the gravesite that Kmart currently resides in. By now, Kmart simply could not match Walmart on pricing yet Chuck went full speed ahead and did just that. While it revived sales somewhat, it was murder on profits. Chucky and his ilk still managed big bonuses during this time and after some corporate handky panky where he was found to have cooked the books, Chuck was forced out.
And how we have a hedge fund manager, Eddie, who simply does not know his ass from his elbow, running what is left of Kmart/Sears into the ground.