"Well, it's obviously not working for the guy. He has clearly voiced his dissatisfaction with his life, which includes the jobs that he has taken."

Yes, but it does not follow that he is therefore directionless or lacks ambition. Plenty of successful doctors and lawyers have the same problem.

"Someone that is doing what they love, even if it isn't making that much money, will be happy."

Over simplification. I have known numerous people who loved what they where doing without being very happy about the things that came along with that. Artists, musicians, teachers. Just because you love what you do doesn't automatically make you happy, believe it or not.

"Plenty of successful doctors and lawyers have the same problem."

Taking random jobs to put yourself through medical school is much different than taking random jobs with seemingly no direction. If he does have some ambitious life goals, he doesn't make it very apparent in this article.

"I have known numerous people who loved what they where doing without being very happy about the things that came along with that."

If you are doing what you claim to love, yet you hate everything that comes along with it..I don't think you are doing what you really love.

I suppose from the article, we can surmise that the author loves being a hospital orderly or the guy that runs the drive-thru at jack-in-the-box and is just unhappy about the things that come with it. Right?

What on earth is this? Nothing you said follows from, or was implied by, anything in the post you're responding to. The whole thing is a big non-sequiter.