The Decoder Podcast with the head of product at Workday is fascinating.
https://pca.st/episode/07314687-d051-4f38-9078-c75d609b6576
But I feel like they don’t answer the question of why enterprise software is so bad, which to me has always been because the tools try to be all things to all people, and tend to get implemented by consultants working for too many stakeholders on fixed contracts who are not invested in the long-term future of what they build.
It’s software that encourages implementation by committee!