I grew up during the 90's and remembered the feud Pippen had with Krause. The first thoughts that came to my head is that Pippen probably has no empathy to what Kawhi is going through with Spurs management because he had it 100X worse with bulls management. The Spurs haven't really gone after Kawhi and when they have taken shots at him it's been pretty passive and indirect. The bulls with Krause openly and aggressively attacked Pippen through the media. From '93 to '95 Pippen was always the headline in big trade rumors. The feud with Pippen and Krause garnered national attention back then. Also at the time Pippen like you said was getting grossly underpaid unlike Kawhi who is currently on a max contract.

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