Many of the high school and college students who contacted us at Cognito Mentoring were looking for advice were considering going into academia. The main draw to them was the desire to learn specific subjects and explore ideas in greater depth. As a result, we've been investigating academia as a career option and also considering what alternatives there may be to academia that fulfill the same needs but provide better pay and/or generate more social value. The love of ideas and epistemic exploration is shared by many of the people at Less Wrong, including those who are not in academia. So I'm hoping that people will share their own perspectives in the comments. That'll help us as well as the many LessWrong lurkers interested in academia.
I'm eager to hear about what considerations you used when weighing academia against other career options, and how you came to your decision. Incidentally, there are a number of great answers to the Quora question Why did you leave academia?, but there's probably many thoughts people have here that aren't reflected in the Quora answers. I've also written up a detailed review of academia as a career option on the info wiki for Cognito Mentoring here (long read), and I'd also love feedback on the validity of the points I make there.
Many of our advisees as well as the LessWrong readership at large are interested in choosing careers based on the social value generated by these careers. (This is evidenced in the strong connection between the LessWrong and effective altruism communities). What are your thoughts on that front? Jonah and I have collaboratively written a page on the social value of academia. Our key point is that research academia is higher value than alternative careers only in cases where either the person has a chance of making big breakthroughs in the area, or if the area of research itself is high-value. Examples of the latter may include machine learning (we're just starting on investigating this) and (arguably) biomedical research (we've collected some links on this, but haven't investigated this in depth).
For those who are or were attracted to academia, what other career options did you consider? If you decided not to join, or chose to quit, academia, what alternative career are you now pursuing? We've identified a few possibilities at our alternatives to academia page, but we're largely shooting in the dark here. Based on anecdotal evidence from people working in venture capital, it seems like venture capital is a great place for polymath-types who are interested in researching a wide range of subjects shallowly, so it's ideal for people who like shallow intellectual exploration rather than sticking to a single subject for an inordinate amount of time. But there are very few jobs in venture capital. On paper, jobs at consulting firms should be similar to venture capital in requiring a lot of shallow research. But we don't have an inside view of consulting jobs -- are they a good venue for intellectually curious people? Are there other job categories we missed?
All thoughts are greatly appreciated!
See this comment of mine. While it was posted as a "ridiculous munchkin idea", it's essentially what I did, and seems to have worked out well at least for me. So I suggest adding "self-supported independent researcher" as another alternative to your list.
To answer one of your questions, I considered going into academia, but didn't for a number of reasons (some of which are just personal, but I'll mention for completeness).
What I ended up doing was working for a couple of Internet startups in succession, and taking a year off in between to develop a software product which I handed off to a partner to sell and to continue developing. I was hoping that one of these would make enough money for me to "retire". Eventually my stock options in the startups proved worthless but the software product started earning enough money that I could quit my job.
BTW, since you are advising high school students and undergrads, I suggest that you mention to them that they can start being independent researchers before they graduate from college. For example I came up with my b-money idea (a precursor to Bitcoin) as an undergrad, and was also already thinking about some of the questions that would eventually lead to UDT.
Do you have thoughts on the degree of risk involved, or on conditions that would reduce risk?
Many people endorse goals that lead naturally to "make money, retire and do X".