It's great that you set time aside to have a 1-to-1 with new hires but I personally think a few weeks is too soon to be asking new hires that particular question. Not to mention it also depends on personaility types; you may have an employee who is fairly comfortable answering that sort of question with complete honesty. But more often that not, you will find that they probably haven't had chance to get up-to-speed with their work environment or gain a thorough understanding of how the dev team operates.
You would probably get more benefit by asking questions that are more related to company culture, such as, how they're settling into the team, how they find the team morale/company culture, who in the team has provided them the most value so far. Those type of questions would hopefully help the new hire understand that you care about the culture at the company and also helps build a more personal relationship, which consequently will build trust between you and your employees to allow them to truthfully answer your initial question a few months later when they are more embedded into the team.
Definitely keep up the regular engagements with new hires though, despite not necessarily receiving the answers you're looking for.
Document your journey and be yourself rather than trying to create story lines and a "persona".
Gary Vee Quote: "In very simple terms, “documenting” versus “creating” is what The Real World and the Kardashians is to Star Wars and Friends. And don’t get confused—just because you’re “documenting” doesn’t mean you’re not creating content. It’s just a version of creating that is predicated more on practicality instead of having to think of stories or fantasy—something that’s very hard for most people (including myself)." - https://www.garyvaynerchuk.com/creating-content-that-builds-...
Having consumed a lot of GV's content, I disagree with your comment. Whilst I do not agree with working unhealthy hours and working on minimum sleep, GV doesn't explicitly advise people to do that. He preaches that if you're unhappy doing what you're currently doing, you have to work hard to change that, rather than sitting on "ideas" and never doing anything about them and living with "what if".
Gary himself may work long hours on minimum sleep but he has always said he is wired differently to many people and that sort of lifestyle isn't sustainable for most.
However, I do agree that the list is interesting, there's some good content I haven't come across before which is always nice to find; thanks OP!