look for things that make him more Self reliant ....
Good Defensive Items: Armor, things that give Miss chance(Cover or Concealment(Invisibility or Blur Effects), self healing(Regeneration or Fast Healing), saving throw boosters, Evasion
Good Offensive items: Weapons, Accuracy boosting items, Damage boosting items, itemst that Boost special Attacks(Trip, Disarm, Bullrush,etc...)
Movement related: boost to Speed, Teleport effects, Flight, etc..
Detection/stealth related: boost Spot, Listen, Search, Hide, Move Silent checks, See Invisible, Truesight, blindsight, Nondetection,etc...