Let’s apply our algebraic argument to see what value it must have.
STEP 1: Give the quantity a name.
We’ll call it A for Allistaire.
A=…9999.
STEP 2: Multiply by ten
We obtain
10A=…99990.
STEP 3: Subtract
We see that A and 10A differ by nine (it is only their final digits that differ). Looking at A−10A we get
−9A=9
giving
A=−1.
That is, our mathematics establish that
…9999=−1.
Apparently, if we pulled out a calculator and computed the sum 9+90+900+9000+⋯ the calculator will show at the end of time the answer −1!
Do you believe that?
Putting it another way: On a number line, do you believe that the numbers 9, 99, 999, …. are marching closer and closer to the number −1?

Challenge: Let’s make matters worse! Consider the “number” with infinitely many 9s both to the left and to the right of the decimal point: …9999.9999…. Use the same algebraic argument to show that this equals zero. (And this makes sense, because …9999.9999…=…9999+.9999…=−1+1=0.)
It is hard to believe that …9999 is a meaningful number and, moreover, it has the value −1, at least in our usual way of think about arithmetic. But remember, all we proved here is that IF we choose to say that …9999 is a meaningful number, then it has value −1. It is up to us to decide whether or not it is meaningful quantity in the first place. Most people say it is not and stop there and that is fine.
But this begs the question:
Is there an UNUSUAL system of arithmetic for which …9999 is meaningful (for which it has value −1)?
Challenge: One might be able to argue that …9999 does behave like −1 in ordinary arithmetic to some degree. For example, consider performing the (very) long addition shown. Do you see the answer zero results?

If you prefer, imagine what happens if you add one dot to this loaded 1←10 machine.

Challenge: Try this (very) long multiplication problem. Do you see that …66667 is behaving like the fraction 31?

If you prefer, imagine what happens if you triple the count of dots in each of these boxes.

Extra: What “number” behaves like 32?