Roland has been trained in the ways of the Gunslinger since the age of six, and is highly proficient at most of their arts.
Can draw, aim, empty and reload his revolvers with very near superhuman speed and accuracy. Wears numerous ammo belts and has even more ammunition in his saddlebags. Basically, ammo probably won't be a problem in this RP for him.
Various other combat skills such as knife fighting and hand to hand combat.
Survivalist skills such as hunting, foraging, some rudimentary first aid, and can make various items such as shelter, clothes, etc from kills and things around him.
Can hypnotize people to make them do perform actions, share knowledge, or even uncover repressed memories.
Possesses "the Touch", which occasionally gives him visions, or rare psychic insights.
Can dispell hauntings, from poltergeists and demons.
Negotiation and situation handling (Gunslingers were mediators, and emissaries as well as peacekeepers) he is also a skilled tactician due to being the leader of the Gunslingers.
While Roland knows a great many riddles off by heart, he is not good at finding the answers to new ones independently. He puts this down to his pragmatic nature, and that he often goes too deep into the riddle, when the answer is right in front of him. He describes the sort of mind needed for riddles as being good at "thinking around corners" and doubts his own abilities in this area.