These are the books and articles I would recommend reading if you want to pursue a similar path. As you can see a lot of these have more to do with entrepreneurship than education or learning, but I still think they make sense if you want to be inspired to direct your own learning path. You can use the tags to navigate topics.
[disclaimer: the links to these books are affiliate. This doesn't mean my enthusiasm isn't honest, however I thought it'd fair to be upfront with you about it]