Good article. As you get into the day-to-day work, I find that most things are far more meaty and have more depth than the examples here. I understand that the audience and length of this post surely couldn't "solve all the things."

However, it would be nice to have the management version of a rubber-duck, a pair, a mentor, a consultant or a life coach for people in our roles. I don't know if anyone else shares this opinion but I would be interested in a virtual meet-up where CTOs of startups and small businesses discuss best-practices and work through issues. It could be as simple as a mailing list. I suspect meetups and groups like this exist in-person but I live very far from the bay area and we're rural enough there simply is nothing nearby. If nothing like this exists, I would be willing to work and work hard with others to set it up. I think it would be so valuable to me that I wouldn't mind putting a lot of effort into getting it going.

I would also pay real money for the right mentor/CTO coach. Surely there are a number of passionate CTOs/Past CTOs that wouldn't mind passing on their legacy and mentoring me? If any of this at all sounds interesting, my email address is in my profile.