So..... I had a Pirelli night dragon put on the back of my sporty, got 4,000 kms out of it and found a nail in it. Ok ok I thought get it changed, not worth the risk of running a patch versus the cost of a replacement.

Those emergency sticky glue plug kits will fix that no probs Neale. It's not on a sidewall. Fairly stable area. Give it a try IF you have tubeless. Regards
BTW, how will wearing different shoes help to stop getting punctures?

I dunno Steelo, I've done over 130,000 kms on dunlops in the last 10 yrs, never a problem.

so where are all these nails coming from would be my question

The Pirelli Australia site recommends 30 psi for a 21" front night dragon, and 40 psi for the rear 16" night dragon.