As a serial founder, I have always kept an eye out for the “that’s just how it has always been done” mentality because it usually signals opportunity. That was true ten years ago, and AI is only accelerating it now. The hard part is that once a company starts to find momentum, it becomes tempting to take your foot off the pedal and coast for a while. There is wisdom in building rhythms of rest and recreation into our personal lives, but it is dangerous when a company’s culture shifts from pioneering to settling. The moment you stop challenging your own assumptions, operations, and habits, you create room for someone else to do it for you. Never grow weary of asking what could be better.