Tynan,I really like the two paragraphs following"The interesting thing about happiness is that it CAN be one hundred percent self generated."and the two paragraphs following"So if you're always happy, why do anything?".In short: The stuff you wrote about the methods of being happy and of learning about the world in order to make an impact on it. Stuff you write about these topics are pretty much almost very valuable.
On the other hand, I'm not sure I agree with the entire purpose-of-life stuff and wether it is "good" or "bad" to maximize for happiness. And by "I'm not sure I agree" I literally mean that I do not know. These things are highly debatable and require a much deeper coverage than a couple of paragraphs. I suppose you put it there as a premise for contrasting the two... things (States of mind? Internal goals? what are they even? clearly not "emotions" in this case), but since this premise is essential for your evaluation of the two, it leaves the entire message built on a weak foundation.Methaethical questions like this are probably some of the hardest-to-write-about topics there are.
I had similar thoughts reading some of Sebastian Marshall's writings in Ikigai - for example the stuff surrounding that quote you gave. I liked his writing on methods of execution and strategy, but when he offered his views on "the meaning of life", it was not clear to me why he would more in his "right mind" about it than people aiming to maximize the "happiness chemicals in [their] brain".
For the same reason, I think that "The Race" a few months back is one of your weaker posts. All of these do not really answer the "why?" question in a remotely satisfying manner. Or it is just me, and I simply have unreasonably high expectations for explanations!
And to wrap up with some praise so that you do not have to overexert your "gratitude for the challenge"-muscle:"Nine out of Ten", "The Hustler's MBA", "The Most Valuable Day", "Beating Someone at His Own Game", and "Where the Line Is", were all pretty cool posts I could take some good stuff out of and enjoyed reading.