I continue to worry this technical bone, which is not a mere technicality, inasmuch as the topic of presupposition opens out upon some very Big Questions indeed. Anyway, back to work. I thank Ed Buckner for getting me going on this.
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It should be obvious that one does not assert everything that the content of one's assertion entails. If I assert that Venus is a planet, I do not thereby assert that either Venus is a planet or Putin is a former KGB agent, even though the content of my assertion entails the disjunctive proposition. The content of an assertion is a proposition, and for any proposition p, p entails p v q.
A more interesting, and more difficult, question is whether one asserts any proposition that the content of one's assertion entails (apart from the proposition that is the content of the assertion).
Suppose you ask who won the 10K Turkey Trot and I assert that Tony won the race. Do I thereby also assert that he competed in it? That he competed in it is entailed by the fact that he won. And it is entailed in a stronger sense that the sense in which Venus is a planet entails Venus is a planet or Putin is a former KGB agent. For there is a semantic connection between winning and competing, but no semantic connection in the Venus-Putin case. You could say that it is analytically impossible that Tony win without competing: what makes it true that there is no possible world in which Tony wins but does not compete is the semantic connection between winning and competing.
Still, I want to say that Tony's competing is presupposed but not asserted when I assert that he won the race. Necessarily, anything red is colored. But when I assert that Tom the tomato is red, I do not thereby assert that it is colored, although of course I presuppose that it is colored. Note the word 'thereby.' It is no doubt possible for me to assert that Tom is colored, a 'vegetable of color' if you will, but that is a different assertion.
Go back to Tony the runner. That Tony did not cheat by taking a short cut is analytically entailed by the fact that he won. (To win a foot race it does not suffice to be the first to cross the finish line. Remember Rosie Ruiz of Boston Marathon 1980 notoriety?) Will you say that when I assert that Tony won the race I also thereby assert that he did not cheat by taking a shortcut? I would say No. For that would be an unbearably counter-intuitive thing to say. I presuppose, but do not assert, that Tony did not cheat by taking a shortcut
You can see how this series of questions can be extended. One can cheat by getting a head start or by jumping in at mid-course, which is what Rosie Ruiz did at Boston. You can cheat by hiring a a world-class doppelgaenger, by wearing special shoes . . . .
Note also that if Tony won, it follows that he either won or didn't win. Will you say that when I assert that Tony won the race I am also thereby asserting that he either won it or didn't? When I assert that Tony won, I am not asserting the Law of Excluded Middle (LEM). At most, LEM is a presupposition of my assertion, and of every assertion.
If Tony won, then it was possible that he win. For everything actual is possible. But when I assert that Tony won, I presuppose, but do not assert, that it was possible at the time of the race that Tony win.
I am toying with a strong thesis:
When an agent A makes an assertion by uttering or otherwise tokening a sentence s (which is typically, but needn't be, in the indicative mood), the content of the assertion is exactly the (Fregean) proposition explicitly expressed by the tokening of s and no other proposition. Propositions other than the content proposition that are entailed by the content proposition are at most presuppositions of the assertion.
Why hold this view? Well, it seems to me that what I assert on any occasion is precisely what I intend to assert on that occasion and nothing else. When I make an assertion I translate into overt speech a belief that I have. The content/accusative of the belief is a Fregean proposition and there is nothing in that proposition that is not open to my mind at the time I express my belief.
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