What exactly is his point here? What the hell is measuring software? We don't have a biological software sense, so his analogy doesn't make sense to me from the get go.

Software has many different uses and many things that can be measured. Is he suggesting we should only have one ruler to measure it with? Baking bread, as one of his examples, doesn't only use one ruler, it uses at least 4 (heat, time, weight, volume).

We've had tractors for 200 years, where's our tractor ruler?

Smells like bs to me.