Similarly to all other "Hero of" achievements you have to tick off the trackers at the side of the map.
This achievement has 5 parts:
Hew's Bane Adventurer (12 quests)
Defender of Hew's Bane (2 world bosses)
Hew's Bane Pathfinder (4 striking locales)
Broken Wheel (Thieves Guild main quest)
Hew's Bane Cave Delver (2 delves)
This area is small so can be done relatively quickly but Broken Wheel requires level 10 Thieves Guild. Complete the above and the achievement will be yours.