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Consistency in Arithmetic
Double the debt: 2 -1 = -2 *Ok
But: -2 -1 = 2 *Ok?
Who will allow you to multiple your debt with another's debt to get rid of it?
Ian Stewart, Professor Stewart’s Cabinet of Mathematical Curiosities, Profile Books, 2008, pages 37-38;
So mathematics is mentally-created, it looks objective because of primordial choices we have made? As a form of a subconscious of the Species and we've created computers because we think that way and choose to think that way? Our truths may be grounded on habit and rationality may be a self-imposed restriction, nature being more non-bivalent than we would like it to be. Under the same logic, the furniture in our room might have been subject to similar primordial choices. Oh, and especially I, Ourselves, Identity.
The degrees of what's available in nature might be infinitely greater than we think and a self-imposed boundary might be inherently limiting.
A Musico-Logical Offering
Is the water going up or down?
Units would help a lot in your debt example. 2 $-1 = $2, two instances of $1 debt is $2 of debt. The multiplier and multiplicands are DIFFERENT - the multiplicand is dollars of debt and the multiplier is a count of debts. And -2 $-1 = $2, yes. If you have negative two debts of $1 (that is, you remove two of them), you have a net of positive $2.
Never do you multiply a debt by another debt - that would give you square dollars, which makes no sense.
edit: fix typo