As far as I can tell, this guy is motivated, entrepreneurial, proactive, professionally competent, etc. He thinks working at Google would be awesome and he's worked hard to give himself a shot at doing so. He might be completely wrong, work for Google for 6 months, realize it's all bullshit, and quit. Even if that happens, there's nothing "sad" about it. Maybe you have some insider experience with Google and you already "know" that it's all bullshit once you get there. But we can't all have complete knowledge of reality and those individuals who keep moving, in any direction, to go and look and see and decide for themselves, are not sad.