The trick to weapons is not to put a lot of points on low or weak skills so those attacks can get the most REP from an enemy NPC....
For example, you would put 1 point on Hack, Sweep, Brawl and Taunt for the Cutlass and use those attacks so it would take longer to kill the NPC - giving you full 100 REP when the enemy dies...
Ironhaks Guide to REP is the best by far...
Click Here to read the entire Guide
Good luck - search on a few toehr threads as well to see other weapons and how others may have configured them to get larger attacks