[in case it helps anyone on this: ]
If you want to understand how infinite variance is possible, you first have to make sure you are clear about the meaning of variance.
Variance can be expressed roughly as "the mean of the squares of the deviations of each data point from the mean of all the data points".
So in order to define variance properly, you first have to define "mean".
People tend to just equate mean with average, but as we all learnt at school, there are three different types of average and mean is only one of them. For a discrete set of numbers, it's just the sum of the numbers divided by how many there are.
When we look at a theoretical distribution, e.g. normal, Cauchy, Poisson, etc., we're not looking at a discrete set of numbers, but a continuous distribution. Here we have to take an integral rather than a sum. The integral which defines the mean, in general, is I(x.p(x) dx) where p is the probability distribution and I replaces an integral sign.
Since a variance is a mean of something (the mean of the squares of the deviations), integrals for variance have the same form.
Now integrals are effectively infinite sums, and they don't always yield finite numbers; they can "diverge".
The most important "divergent" infinite sum is the harmonic series: 1/1 + 1/2 + 1/3 + 1/4 + .... . This sum never reaches a limit; the more reciprocals you add, the slower it goes up of course, but it never stops.
Analogously, the integral of 1/x between x=1 and x=infinity is undefined; it is infinite.
Well, in just the same way, some of the theoretical distributions mentioned, such as the Cauchy distribution, have variances which are undefined.
I'll let someone else explain the philosophical signicance of infinite variance

; but I think it's also worth mentioning that it's a big assumption that, say, prices follow any specific distribution at all (that's the assumption of a "stationary stochastic process" or some such).
Btw I appreciate the OP's post about Chebyshev, interesting to think about .. I tend to doubt its value in application to financial time series for the reasons already mentioned.