Originally Posted by klokwerk
Can't you take him out on man-dates to raise his toughness?
yes i just finished this achievement last night. although it was a lil time consuming, i just called for backup then drove around with them.
their toughness will go up a sliver every 30 seconds or so, but this is much easier to do than starting a whole new game. it took me approximately 15 or 20 minutes (just riding around with them).
also if you are like me, terry and clay are in cahoots and die EVERY gang fight and mission. its either they run in front of your line of fire, or clay decides the last car in the convoy (which is on fire) is safe to walk up to... which makes driving around your only option :P