Triple to compact double?

I can definitely see where you are coming from, albeit you may be joking a bit.

What percentage gradients on routes you regularly use make it acceptable to run a triple?

Is it acceptable to run an 11-32 cassette with a double?

Could you be tempted to accept that its better to run a triple to enable continued use of a closer ratio cassette than running an 11-32?

Regularly? Perhaps 15-18%? Triples >>>

Cassettes should never have teeth counts > 28 unless you're a mountain biker in which case triples are already acceptable so carry on.

The triple kind of spoils the close ratio cassette though because you're always hunting around with the front rings. Climbing up a mountain isn't quite as steady state or on the rivet as TTing so larger gaps in say a 12-27 have never bothered me.