As a founder / CTO the best money I have spent is on a really good coach. My coach (my cofounder's too, and now some of our leadership team) doesn't have particular expertise in founding or leading companies, but works with many founders, and she's not technical, but the things I think I have found hardest to learn are mostly around people management and leadership, which I think are underrated skills that require se…
I've also struggled with finding the right coach. It's a tricky evaluation problem: The first meeting shouldn't feel perfectly comfortable, the whole point is that they're going to bring in viewpoints that stress you out. But incorrect viewpoints also stress me out. I'd love to demand scientific evidence behind all of their assertions, but have (kicking and screaming) come to realize that many important things in lif…
Hm. I still haven't accepted this, perhaps it's why I think a lot of management "techniques" are bullshit or bullshit combined with obvious truisms.