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Few, if any, know what the Clintons are really thinking. The media doesn't really care, they are after ratings, and drama equals ratings because most Americans are really into the soap opera 'stuff' and would rather follow that than the missing M-3 numbers and rise and fall of the USD against the Euro.
It's tradition for recent presidents to speak at conventiions. So just as Obama had to let Bill Speak, Bill has to show up, whether he wants to or not. What he says, and how it is interpreted will impact his legacy. Presumably he soon lose the political spotlight, so there will be few opportunities for a mulligan.
Hillary is more of a star now than ever, and a portion of her base is still really pissed, if unable to pay off her campaign debts. She has to walk a narrow tightrope between her ambition, the wants of her base and the good of the party and this country. Just as in Bill's case, events demand Hillary at the convention.