One of my favorite books in recent years, that SORT OF addresses the issue of difficult conversations with leadership, is "Creativity, Inc.." by Ed Catmull. It's about the rise of Pixar. where apparently, at least in the early days, a custodian could have a great idea for a movie and would be encouraged by the company to run with it. The tough conversations part is in the last third of the book: the merger with Disney, which had/has a very different midnset about such unfettered creativity. Just a suggestion.
Cathy Andronik
Retired, Brien McMahon HS