Here's a copy from my guide site about how to maximize your rep.
http://www.freewebs.com/longshotxx/potco/potco.htm
This guide assumes the pirate has 1 skill point in each skill and under notoriety level 35
Choose a Molusk or Brinescum, Molusks work best.
To Gain 100 rep for each skill use the following attacks:
Cutlass – 6 sweeps, brawls and taunts
Pistol – 30 silver bullets
Doll – 3 curses and shackles
Dagger – 9 asps, adders and throw dirts
Grenade – 25 smoke bombs
Staff – 6 banishes
If you were able to do all of these attacks on a single creature, you could get close to 600 rep. More if you are in a crew. But most likely the creature will be dead before you can use all of these. So on each monster, choose what weapons you want max rep for.