So, if .99999 = 1, does 99,999 = 100,000 too, or better yet, does 100,000,000,000(.999999) = 100,000,000,000(1)? I'll take that extra $100,000 if you don't want it.

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.99999 ≠ 1. 0.999.... where .999.... denotes a theoretically infinite number of nines is equal to 1. Wherever I use a .... after a number, it indicates infinite repetition.
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However, back to what I said in my first post, can anyone explain why when you have 9 people and 9 pies each person would get a whole pie, not .99999999999999999999 of a pie?
Assuming you mean, 0.999.... pies, they would. 0.999.... = 1.
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However, 1.000... does not equal 0.999... since both have infinite significant digits.
In the limit of the number of nines going to infinity, the number goes to 1. Nobody has so far denied this. 1 = lim[sub]x→∞[/sub] ∑[sub]m=1,m=x[/sub](9/(10[sup]m[/sup])), and 0.999... = ∑[sub]m=1,m=∞[/sub](9/(10[sup]m[/sup])). For all purposes because of the derivation of the notation of repeating decimals, 0.999... = ∑[sub]m=1,m=∞[/sub](9/(10[sup]m[/sup])) = lim[sub]x→∞[/sub] ∑[sub]m=1,m=x[/sub](9/(10[sup]m[/sup])) = 1.
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Conclusion, however far we go
No, if we go infinitely far, the gap becomes infinitely small and goes to zero. If you disagree that lim[sub]x→∞[/sub] ∑[sub]m=1,m=x[/sub](9/(10[sup]m[/sup])) = 0.999..., then you must also disagree that 0.333.... = 1/3.