Long time CTO here. I brazenly and declaratively ask stupid questions and suggest stupid ideas. It usually leads to a break in a logjam, and I recognize that pe

Long time CTO here. I brazenly and declaratively ask stupid questions and suggest stupid ideas. It usually leads to a break in a logjam, and I recognize that people in the room don’t always feel as free as me to be naive or uninformed. It’s the nature of my job and the coverage I need to manage across the org… devs aren’t as inclined to go this route, but this is also why some of my personality driven PMs are often so successful in a similar vein… they’re not invested in being or looking right, or even smart.