ok so i dont know for sure if this is a bug
but i looked at the code for the trickshot upgrade and saw you need to shoot 50 times then 100 times ect.
but i have shot 77 times while wearing the set and i have not gotten an upgrade

How many other upgrades do you currently have on the armor?

5
quick feet
tough palms
dwarven might
poison resistance
healthy

You have probably run out of upgrade points.

A way to increase the usable upgrade points is planned but not yet implemented.

ok thanks
btw do you know how to get the sentient rmor?

Use the Sentient Armour Gem. :D