What does everyone think he is? I would say ISTP, because if you see old pictures of him from when he first grew up, got his second contract with full creative control, he looked very "melancholy", or Chart the Course. Like a very deep thinking type. In many temperament systems, that is said to be the most artistic. And then in the Keirseyan system, SP is considered the most artistic, and thus named "the Artisan". ISTP itself used to be "The Artisan" before Keirsey renamed Dionysian with that term, and renamed the individual type something else. He also fits in being very pragmatic (like his demanding full artistic control from Motown, even walking out of the company at one point).
Sometimes he seems like he could be J'ish (but I somewhat doubt a TJ), and he does seem to have a lot of Fe. But for the ISTP, that would be inferior, though still primary. INFJ would have both the Chart the Course and strong Fe, but I get the feeling that doesn't quite fit, as again, ISTP is more artistic.
After his near fatal accident in the early 70's, that seems to be when his focus changed, and his more "happier" self as we know him today developed.
Ti coupled with Se would seem to make sense.
Donald Trump. He strikes me as ESTJ. He's like the epitome of what this society aspires to be, and it's leadership style; the society being said to be ESTJ patterned. He seemed very Guardian when he criticized dressing down on the job, and insisted on conservative apparrel (suit and ties, etc). He seems to be into the status quo's of those sort of things.
Yet I have also heard ESTP, because of something about him flaunting his money. That doesn't seem to be something beyond an ESTJ's capability (being an extrovert). But I'm not sure.
Rachel Ray. She's obviously a Get Things Going (ESF/ENP), but for some reason, I have not been sure about the temperament. It's probably least likely SJ, though would an Fe dominance be out of the question? (And I doubt it would be ENFJ). Next, NT doesn't seem like it either, so it must be between ESFP and ENFP. The difference there would be cooperative vs pragmatic, and Se vs Ne. I guess with the cooking and obvious sense of taste, it would be Se, do you think?